WO2020179719A1 - Sweet potato plant and anthocyanin-based pigment composition derived from sweet potato - Google Patents
Sweet potato plant and anthocyanin-based pigment composition derived from sweet potato Download PDFInfo
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- WO2020179719A1 WO2020179719A1 PCT/JP2020/008564 JP2020008564W WO2020179719A1 WO 2020179719 A1 WO2020179719 A1 WO 2020179719A1 JP 2020008564 W JP2020008564 W JP 2020008564W WO 2020179719 A1 WO2020179719 A1 WO 2020179719A1
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- 0 *CC([C@@](C1O)O)O[C@@](*C(C2C3O)[C@@](Oc(c(-c(cc4)cc(*)c4O)[o+]c4cc(O)c5)cc4c5O[C@@](C(C4C5O)O)OC(CO)C45O)OC(C*)C23O)C1O Chemical compound *CC([C@@](C1O)O)O[C@@](*C(C2C3O)[C@@](Oc(c(-c(cc4)cc(*)c4O)[o+]c4cc(O)c5)cc4c5O[C@@](C(C4C5O)O)OC(CO)C45O)OC(C*)C23O)C1O 0.000 description 1
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H5/00—Angiosperms, i.e. flowering plants, characterised by their plant parts; Angiosperms characterised otherwise than by their botanic taxonomy
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H6/00—Angiosperms, i.e. flowering plants, characterised by their botanic taxonomy
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
Definitions
- the present invention relates to a sweet potato plant containing a high content of a pelargonidin-based anthocyanin compound having a hydroxycinnamon acid modifying group as a pigment component.
- the present invention also relates to a sweet potato-derived anthocyanin-based pigment composition having bright red color development and compound stability.
- Anthocyanin-based pigments are pigment compositions that are aggregates of a plurality of similar compounds, and the compound composition varies greatly depending on the type and variety of the raw material plant, the growing period, the growing environment, and the like.
- anthocyanidin which is an aglycone
- anthocyanin dyes have a huge number of combinations of similar compounds depending on the presence or absence and type of organic acids and various modifying groups, and each has a different molecular tone and stability. It has the property.
- Sweet potato pigment is a kind of anthocyanin pigment mainly produced from the root mass of sweet potato, and it is a pigment material that shows relatively good odor characteristics derived from raw materials and does not require excessive deodorization operation in the refining process. is there.
- sweet potato pigment is a natural pigment derived from plant raw materials, it overlaps with the natural orientation of consumers in recent years, and as an excellent pigment material in many fields such as food and drink, cosmetics, quasi-drugs, and pharmaceuticals. It's being used.
- Ordinary sweet potato-derived anthocyanin pigments have a composition mainly composed of cyanidin-based anthocyanins and peonidin-based anthocyanins in terms of the type of aglycone. As its color development characteristics, it exhibits a purple to magenta tone in a weakly acidic range reflecting the compound composition. Therefore, when a bright and bright red anthocyanin dye is desired, a normal sweet potato dye should be used. I can't.
- the sweet potato pigment having a reddish-purple color tone is not suitable, and therefore the red radish dye is considered to be suitable in terms of its color-developing characteristics.
- the red radish dye has an essential problem regarding odor characteristics and return odor derived from the characteristics of its glucosinolate composition. Further, as a general problem of anthocyanin dyes, it has been pointed out that stable maintenance of color development characteristics of dye compounds has been pointed out.
- sweet potato dyes and red radish dyes have compositional characteristics containing a large amount of acylated anthocyanins. , It is recognized that the dye composition has relatively excellent stability.
- the stability of ordinary sweet potato pigments and red radish pigments is not sufficient, and in particular, anthocyanins with even better light resistance. Development of dyes is required.
- the present invention has been made in view of the above-mentioned circumstances of the prior art, and a subject matter thereof is a sweet potato-derived anthocyanin-based pigment composition having a color-developing property exhibiting a bright red color tone and excellent compound stability.
- the purpose is to provide.
- the present inventors prepared an anthocyanin-based pigment composition from the roots of the sweet potato plant, and found that the pigment composition exhibited a maximum absorption wavelength equivalent to that of a red dicon pigment and produced a bright red tone. It was shown that the sweet potato-derived pigment composition to be presented can be prepared. In addition, when a light resistance test was conducted by light irradiation, it was confirmed that the light stability was significantly superior to that of general sweet potato dyes and red radish dyes. In addition, it was also shown that the odor characteristics were as good as those of ordinary sweet potato pigments.
- the respective progeny strains derived from the parent strains "Kyushu 89360-8" and “Kyushu 294" are not pelargonidin-type anthocyanin-containing strains, but the cyanidin-type strains like the normal sweet potato strains.
- a high content of pelargonidin-type anthocyanins is accumulated from the cross population of the "9-type 89360-8" and "9-type 294" crosses. Sweet potato plants appeared at a constant frequency.
- the sweet potato that acquired the metabolic function that enables the production and accumulation of pelargonidin. It is speculated that plants are likely to appear. Furthermore, the produced sweet potato plant has a remarkably high proportion of R 2 in the following structural formula (I) being a caffeic acid-modifying group that is a hydroxycinnamic acid, and has an enzymatic activity that controls caffeic acid acylation at the site. It was recognized as a sweet potato plant with a suitable genetic background.
- the sweet potato plant according to the present invention has a genetic background in which a pelargonidin-based anthocyanin compound can be accumulated in a high content as a "major pigment".
- a pelargonidin-based anthocyanin compound can be accumulated in a high content as a "major pigment”.
- sweet potato lines containing pelargonidin anthocyanins that have been reported so far, the “Borami” line in Korea (Non-Patent Document 1) and the “RSWP” line in Europe (Patent Document 1, etc.) have been reported. There is. However, these lines are sweet potato lines of a different origin from the sweet potato plant according to the present invention, and when the pigment composition is prepared with these lines, it is not possible to realize the coloring property exhibiting a bright red color tone.
- the present applicant examined the compositional characteristics of the “RSWP” line described in Patent Document 1 (Examination Example 1 of the present specification), and found in paragraph 0084, which is an example of Patent Document 1, that the RSWP line was It was described that the pelargonidin-based anthocyanin content was only 58 mol% of the total anthocyanin compounds (a value less than 70% in terms of the content ratio of the total anthocyanin compounds: see Study Example 1 in the present specification). In this respect, the RSWP strain was recognized as a strain in which the pelargonidin-based anthocyanin content was not sufficiently high, and it was also recognized as a finding consistent with the fact that its color tone was reddish purple.
- Patent Document 1 when Patent Document 1 was examined (Study Example 1 in the present specification), it was confirmed that the RSWP strain has a composition significantly different from that of the red sweet potato plant produced according to the present invention with respect to the composition relating to the acylation modification mode of the anthocyanin pigment.
- the RSWP strain has a high content of hydroxybenzoic acid-modified anthocyanins as a main peak and a low content of hydroxycinnamic acid-modified anthocyanins that contributes to improved stability (Patent Document 1 Examples 1-3 and FIG. 1, etc.).
- Item 2 The sweet potato plant according to Item 1, which has the characteristics described below: As the composition of the anthocyanin dye contained in the root tuber, the peak area ratio of the anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Indicates:
- R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group
- R 2 represents a hydrogen atom or a caffeic acid modifying group
- R 3 represents a hydrogen atom, a p-hydroxybenzoic acid modifying group
- a caffeic acid-modifying group or a ferulic acid-modifying group is shown.
- Item 3 The sweet potato plant according to Item 1 or 2, which has the characteristics described below: Regarding an anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, when an aqueous solution containing the anthocyanin dye composition and having a pH of 3 is prepared with a citrate buffer solution, visible light It has a maximum absorption wavelength in the region from 505 to 520 nm, and Regarding the anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, the anthocyanin dye composition was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7.
- a 320 nm / A 530 nm value is 3 or more when an aqueous solution having a pH of 3 is prepared with a citrate buffer solution.
- a method for producing a sweet potato plant containing a pelargonidin-based anthocyanin compound as a pigment component which comprises the following steps: (1) A step of crossing 9 lines 89360-8 (FERM BP-22365) and 9 lines 294 (FERM BP-22364) to obtain sweet potato plants belonging to the crossing group, or crossing the sweet potato plants belonging to the crossing group The process of obtaining sweet potato plants belonging to the progeny group, (2) As a composition of the anthocyanin-based pigment contained in the root tuber, a step of selecting one having a pelargonidin-based anthocyanin compound peak area ratio in HPLC analysis of 70% or more with respect to the peak areas of all anthocyanin compounds, and (3) As the composition of the anthocyanin-based pigment contained in the root tuber, select the one in which the
- FIG. 5 The plant body of the sweet potato plant according to any one of Items 1 to 3.
- Item 6 Item 5.
- Sweet potato-derived anthocyanin-based pigment composition having the following characteristics: As the composition of the anthocyanin-based dye, the peak area ratio of the pelargonidin-based anthocyanin compound in the HPLC analysis shows 70% or more with respect to the peak area of the total anthocyanin compound, and As for the composition of the anthocyanin-based dye, the peak area ratio of the anthocyanin compound having a hydroxycaterous acid modifying group in the HPLC analysis shows 50% or more with respect to the peak area of all the anthocyanin compounds.
- R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group
- R 2 represents a hydrogen atom or a caffeic acid modifying group
- R 3 represents a hydrogen atom, a p-hydroxybenzoic acid modifying group
- a caffeic acid-modifying group or a ferulic acid-modifying group is shown.
- Sweet potato-derived anthocyanin-based pigment composition having the following characteristics: When an aqueous solution containing the anthocyanin-based dye composition and having a pH of 3 is prepared with a citrate buffer, it has a maximum absorption wavelength of 505 to 520 nm in the visible light region, and When an aqueous solution containing the anthocyanin dye composition and having a pH of 3 with a citric acid buffer solution was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7, the A 320 nm / A 530 nm value was obtained. 3 or more. [Item 10] Item 2.
- the anthocyanin-based pigment composition according to any one of Items 7 to 9, which has the following characteristics relating to absorption into the body: The amount is 1.5 times or more the cell permeation amount of the anthocyanin dye composition derived from Ayamurasaki. [Item 11] Item 5.
- a method for producing a sweet potato-derived anthocyanin-based pigment composition which comprises the step of using the plant as a raw material according to Item 5.
- FIG. 5 is a result diagram of a chromatogram obtained by subjecting a mass root extract of Kyushu No. 187 to HPLC / MS analysis in Example 1. It is a photographic image of a sample bottle filled with each test solution in the color development evaluation by pH change according to Example 4. It is a photographic image diagram which showed the observation result of the beverage test solution filled in the PET bottle in the light resistance test which concerns on Example 6. It is a result figure which measured the absorbance of the solution on the basement membrane side of a cell sheet with time in the intestinal membrane permeability test which concerns on Example 9.
- FIG. It is a photograph image of the sweet potato juice squeezed liquid produced in Example 10. It is a photograph image of the sweet potato paste produced in Example 11. It is a photograph image of the sweet potato powder produced in Example 12. It is a schematic diagram which showed the genealogy relation of the original variety used in the production process which concerns on this Example, and the progeny line obtained by the crossing thereof.
- the “anthocyanin compound” is a natural pigment compound derived from a plant raw material that exhibits a color tone of red, blue, purple, etc., and a sugar molecule (for example, glucose, galactose, rhamnose, etc.) is present in the anglycone anthocyanidin. Refers to bound glycosides.
- an organic acid for example, sinapinic acid, caffeic acid, succinic acid, malonic acid, etc.
- an organic acid may bind to form an acylated anthocyanin.
- anthocyanin compounds there are many molecular species having different modification modes depending on the combination of the type of aglycone, the type and binding position of sugar molecules, the presence or absence and type of organic acid, and the binding position.
- the anthocyanin compound has various different color tones and various properties due to the difference in these structures.
- “anthocyanidin” refers to an aglycone of an anthocyanin compound, and a compound that forms a skeleton structure of an anthocyanin compound by binding with a sugar molecule or the like.
- the general structural formula of anthocyanidins can be expressed as the following structural formula (II).
- R 21 to R 27 in the structural formula (II) each represent a hydrogen atom (—H), a hydroxyl group (—OH), or a methoxy group (—OCH 3 ).
- Anthocyanidin has three ring structures of A ring, B ring, and C ring, and has a hydroxyl group (—OH) or a methoxy group (—OCH 3 ) added to the B ring (benzene ring on the right side of the structural formula (II)). It is mainly classified into 6 strains of pelargonidin, cyanidin, delphinidin, peonidin, petunidin, and malvidin depending on the number. Other examples include auranthinidine, luteolinidin, europeinidine, rosinidine, and the like. These have various color tones when they become the constituent aglycones of the anthocyanin compound.
- Peak area in the HPLC analysis can be read as a value reflecting the "content” of the compound.
- peak area ratio can be read as “content ratio”.
- red sweet potato pigment is used as a term indicating an anthocyanin pigment derived from the sweet potato plant according to the present invention, unless otherwise specified.
- the term “purple sweet potato pigment” is used as a term indicating an anthocyanin pigment derived from the sweet potato variety “Ayamurasaki” unless otherwise specified.
- the purple sweet potato dye used as the comparative sample in the present specification can be prepared by the method described in Example 2.
- the sweet potato plant according to the present invention belongs to Ipomoea batatas and has genetic characteristics not found in ordinary sweet potato varieties with respect to the metabolic system of anthocyanin compounds.
- the sweet potato plant according to the present invention can be obtained by utilizing the genetic background obtained at a constant frequency by crossing the parent lines of 9-line 89360-8 (FERM BP-22365) and 9-line 294 (FERM BP-22364). It is possible to create. That is, the sweet potato plant according to the present invention is a sweet potato plant belonging to a crossing group produced by crossing the parent lines 9-89360-8 (FERM BP-22365) and 9-294 (FERM BP-22364), or It belongs to a progeny group having a sweet potato plant belonging to the above-mentioned crossing group as a crossing parent.
- Original varieties In the present invention, by selecting from a mating group obtained by crossing two specific original varieties, a pelargonidin-based anthocyanin compound that is not contained in a plant of a normal sweet potato variety line is used as a main pigment component.
- a sweet potato plant containing can be produced.
- original variety is used as a broad term that includes parent strains that are not registered as a variety.
- the sweet potato plant according to the present invention has a metabolic mechanism in which the production and accumulation of cyanidin and peonidin are suppressed and the production and accumulation of pelargonidin are possible.
- 9-type 89360-8 (FERM BP-22365) and 9-type 294 (FERM BP-22364), which are the original varieties of the sweet potato plants according to the present invention, are cyanidin-type anthocyanins and peonydin-types, like the usual sweet potato varieties. It is a strain whose main pigment is anthocyanin, and is not a variety strain containing pelargonidin-based anthocyanin.
- the mechanism of action in which a trait containing a pelargonidin-based anthocyanin, which is not found in the original varieties, is acquired is unknown.
- the genetic background expressing the trait containing the pelargonidin anthocyanin occurs at a constant frequency.
- the pelargonidin-type anthocyanin-containing trait according to the present invention is presumed to be a special trait that is expressed due to the genetic background characteristic of the cross population of the above-mentioned two breeds of original varieties.
- the sweet potato plant according to the present invention has a characteristic that the content of the anthocyanin compound in which the anthocyanin compound is acylated with a hydroxycinnamic acid is significantly high.
- R 2 in the general structural formula (I) of the anthocyanin compound has a remarkably high content of the anthocyanin compound acylated with caffeic acid which is a hydroxycinnamic acid compound, and controls caffeic acid acylation of the site. It has a metabolic function suitable for enzyme activity.
- the pelargonidin-based anthocyanin compound is contained in a high amount by performing selection using the anthocyanin composition as an index by focusing on the mating population or the progeny population by the combination of the above two original varieties. It becomes possible to produce sweet potato plants.
- the sweet potato plants according to the present invention belong to the original breeding population or progeny population .
- the “breeding group” of the original variety refers to a first-generation offspring group obtained by crossing in which two lines of the original variety are combined.
- the mating population is a population created by combining the genetic backgrounds possessed by the two original strains, and at least in some of the individuals, the genetic backgrounds of the traits that enable accumulation of pelargonidin anthocyanins Individuals newly acquired and included are included.
- at least a part or all of the individuals have a trait having a high content of anthocyanin having a hydroxycinnamic acid modifying group.
- the "progeny group” refers to a child group and its descendant group obtained by using the individuals to which the mating group belongs as one or both of the mating parents. More specifically, a selfed population of individuals belonging to the mating population, a mating population of individuals belonging to the mating population with other breed lines, these selfed populations or further breeding populations of these with other breed lines, Etc. can be mentioned. The progeny group also includes these further progeny groups.
- the sweet potato plant according to the present invention it is possible to obtain a sweet potato plant having a desired excellent trait by repeating self-propagation, allogeneic breeding, mating, selection and the like.
- the excellent traits are, for example, traits in which the content of pelargonidin-based anthocyanins is further increased, traits in which the content of anthocyanins having a hydroxycaterous acid modifying group is further increased, and traits in which the content of anthocyanin compounds is further increased (for example, (Characteristics with high raw material color value), traits advantageous for the quality of processed products and manufacturing processes described below, and the like can be mentioned.
- the present invention includes the invention relating to the method for producing sweet potato plants according to the present invention. More specifically, the present invention includes a method for producing sweet potato plants belonging to Ipomoea batatas containing a pelargonidin-based anthocyanin compound as a pigment component, which invention includes the following steps.
- a step of crossing 9 lines 89360-8 and 9 lines 294 to obtain sweet potato plants belonging to a cross population, or a step of obtaining sweet potato plants belonging to a progeny population having a sweet potato plant belonging to the cross population as a cross parent (2) As a composition of the anthocyanin-based pigment contained in the root tuber, a step of selecting one having a pelargonidin-based anthocyanin compound peak area ratio in HPLC analysis of 70% or more with respect to the peak areas of all anthocyanin compounds, and (3) As the composition of the anthocyanin-based pigment contained in the root tuber, select the one in which the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Process.
- a step of selecting from the mating population of the original varieties described in the above paragraph or the progeny population can be used.
- the mating group and progeny group the contents described in the above paragraph can be referred to and used.
- selfing, inbred allogeneic, mating, and/or selection or the like is performed or repeated to obtain a sweet potato plant expressing the above-mentioned characteristics and traits, and can be produced as a desired sweet potato plant.
- the details described in the following paragraphs can be referred to and used.
- step (1) it is possible to carry out the above-mentioned step (1) and then the above-mentioned step (2) and the above-mentioned (3). Further, a mode in which the step (2) and/or the step (3) is performed in the middle of the step (1) is also possible. Further, the step (2) and the step (3) can be performed simultaneously or separately. Further, the step (1), the step (2), and the step (3) can be performed plural times.
- a variety lineage identification marker or the like is used as an example of a method for determining whether to belong to a mating group or progeny group of the original variety.
- a genotype such as SNP (single nucleotide polymorphism) or SSR (microsatellite polymorphism) specific to the sweet potato plant according to the present invention can be used as an index as the identification marker that can be used for the determination.
- SNP single nucleotide polymorphism
- SSR microsatellite polymorphism
- the “total anthocyanin compound” used for the peak area calculation in the HPLC analysis refers to all the glycoside compounds having anthocyanidin as an aglycone.
- the sweet potato plant or the produced pigment composition there may be an intermediate product lacking a sugar chain, fragmentation ion or the like according to the following structural formula (I), which was produced by the present invention.
- the amount of accumulation of these low molecular weight compounds is usually extremely small, and therefore the peak area value can be calculated without including them in all anthocyanin compounds.
- the sweet potato plant and anthocyanin composition according to the present invention, a mode in which these low molecular weight compounds produced in the sweet potato in vivo or generated in the composition preparation step are mixed in a quantity exceeding a trace amount or in a large amount. Is also included. In the case of the said aspect, calculation shall be performed considering these low molecular weight compounds as all the anthocyanin compounds.
- treatment such as decomposition or storage is performed. Also for the composition after the above, the calculation is performed as the composition converted into the amount of the compound of the structural formula (I) before the decomposition.
- R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group. Specifically, when R 1 is a hydrogen atom, the structural formula (I) is a pelargonidin-based anthocyanin. When R 1 is a hydroxyl group, the structural formula (I) is a cyanidin-based anthocyanin. When R 1 is a methoxy group, the structural formula (I) is a peonidin-based anthocyanin. Further, as R 1 , a mode in which an anthocyanin compound having another functional group bonded thereto is also allowed as long as it does not substantially adversely affect the color development characteristics and stability.
- R 2 in the structural formula (I) represents a hydrogen atom, a hydroxyl group, or an organic acid modifying group.
- the organic acid modifying group a hydroxycinnamon acid modifying group is preferable.
- the anthocyanin compound contained in the sweet potato plant according to the present invention include a modification mode anthocyanin compound in which R 2 is a hydrogen atom or a caffeic acid modifying group, and particularly, a modification mode anthocyanin that is a caffeic acid modifying group. It is preferably a compound.
- R 2 contains a hydroxyl group, another organic acid modifying group or the like is also acceptable.
- R 3 in the structural formula (I) represents a hydrogen atom, a hydroxyl group, or an organic acid modifying group.
- the organic acid modifying group a hydroxycinnamon acid modifying group is preferable.
- the anthocyanin compound contained in the sweet potato plant according to the present invention include anthocyanin compounds having a modification mode in which R 3 is a hydrogen atom, a p-hydroxybenzoic acid modifying group, a caffeic acid modifying group, or a ferulic acid modifying group. ..
- examples of R 3, embodiments containing a hydroxyl group or other organic acids modifying group and the like are also acceptable.
- Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include a compound having a molecular structure composed of the structural formula (I), and the compound of the structural formula (I) is in an ionic state or a salt state. Those having a molecular structure that has become stable are also included in the compounds of structural formula (I). Further, as long as the color development characteristics and stability are not substantially adversely affected, the embodiment of the anthocyanin compound having a structural change or functional group substitution with respect to the structural formula (I) is permitted.
- anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule for example, the functionality of any of an anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule, an anthocyanin compound having a skeletal structure substituted with another sugar molecule, and an anthocyanin compound having a skeletal structure lacking one of the sugar molecules.
- aspects such as anthocyanin compounds having a group-substituted skeletal structure are also acceptable. In these cases, it is possible to calculate each peak area value for the following compositional properties so that the anthocyanin compound contains these compounds.
- compositional characteristics of anthocyanin dyes The sweet potato plant according to the present invention has vivid red color-developing properties and compositional properties of anthocyanin pigments that are involved in the structural stability of the pigment compound.
- the compositional characteristic the sweet potato plant according to the present invention has a compositional characteristic in which the pelargonidin-based anthocyanin compound is highly contained and the hydroxycinnamic acid modification rate of the anthocyanin compound is high.
- the sweet potato plant according to the present invention has a compositional property containing a high amount of a pelargonidin-based anthocyanin compound with respect to the composition of the anthocyanin-based pigment.
- the sweet potato plant according to the present invention has a compositional characteristic that the content of cyanidin-based anthocyanins and peonidin-based anthocyanins, which are main pigments in ordinary sweet potato plants, is low.
- the sweet potato plant according to the present invention is recognized as a sweet potato plant in which the production and accumulation of cyanidin and peonidin are suppressed and the metabolic system capable of producing and accumulating pelargonidin has been functionally acquired.
- the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background capable of accumulating a pelargonidin anthocyanin compound excellent in bright red color as a main pigment. Due to the pigment composition, the sweet potato plant according to the present invention exhibits a bright red color that cannot be expressed by a normal sweet potato plant. Especially in the lump root, the bright red tone tends to be exhibited.
- the extract of the sweet potato plant exhibits a color tone close to orange-red in the acidic region, and exhibits a color tone extremely close to that of the radish pigment.
- the anthocyanin composition thereof is cyanidin-based anthocyanins and peonidin-based anthocyanins in terms of the type of aglycone of anthocyanins. It has compositional characteristics mainly composed of. As a color development characteristic, it reflects purple to reddish purple in the weakly acidic range, reflecting the composition of the compound.
- the composition of the anthocyanin pigment has a composition characteristic that the content of the pelargonidin anthocyanin compound is high. That is, the sweet potato plant according to the present invention has the following characteristics:
- the peak area ratio of the pelargonidin-based anthocyanin compounds in the HPLC analysis is 70% or more with respect to the peak areas of all the anthocyanin compounds. If the ratio is 70% or more, it is judged to be good from the viewpoint of color development characteristics. Particularly, in consideration of vivid red color development, sweet potato plants having the ratio of 75% or more, more preferably 80% or more, and further preferably 85% or more are preferable.
- the composition of the anthocyanin pigment has a composition characteristic that the content of the anthocyanin compound containing anthocyanidin other than pelargonidin in its skeletal structure is low. That is, the sweet potato plant according to the present invention has the following characteristics: As the composition of the anthocyanin-based pigment contained in the root tuber, the total peak area ratio of the cyanidin-based anthocyanin compound and the paeonidine-based anthocyanin compound in the HPLC analysis is less than 30% with respect to the peak areas of all the anthocyanin compounds.
- the ratio is less than 30%, the purple tone is reduced and the color development characteristic is determined to be good from the viewpoint of the color development characteristic.
- sweet potato plants exhibiting the ratio of less than 25%, more preferably less than 20%, still more preferably less than 15% are preferable.
- the above-mentioned ratio regarding the anthocyanin-based pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of sweet potato lump root, but when the value is used as an index, the anthocyanin of the sweet potato plant according to the present invention is used. It is possible to evaluate the color development characteristics of the system dye composition by a measurement operation using a lump root extract.
- a dilute acidic aqueous solution in one embodiment, 0.3 to 0.5% sulfuric acid water
- the peak area used in the above specification can be measured by HPLC analysis using a column (ODS column) packed with silica gel surface-modified with an octadecylsilyl group as a stationary phase, for example. is there.
- ODS column a column packed with silica gel surface-modified with an octadecylsilyl group as a stationary phase
- the analysis condition a gradient condition using 0.1% formic acid water/0.1% formic acid-containing acetonitrile as a mobile phase, and elution conditions of a flow rate of 0.2 mL/min and a temperature of 40° C. may be adopted. It is possible. 530 nm can be adopted as the detection wavelength.
- the anthocyanin pigment composition of the sweet potato plant according to the present invention includes a composition containing an anthocyanin compound having an anthocyanidin as a skeleton structure other than the above three types, as long as the color development characteristics and stability are not substantially adversely affected. included.
- compositional properties related to compound stability (acyllation modification rate)
- the sweet potato plant according to the present invention has a compositional property that the anthocyanin pigment is highly contained in the composition of the anthocyanin pigment, the anthocyanin compound being acylated with a phenolic acid.
- examples of the phenolic acids that acylate and modify the anthocyanin compound include hydroxy katsura acids and hydroxybenzoic acids, and examples of the phenolic acids that contribute to improving the stability of the dye compound include hydroxy, which has high antioxidant activity.
- the cinnamic acids are preferred.
- the anthocyanin compound of the sweet potato plant according to the present invention has a very high acylation modification rate with hydroxycinnamon acids, while a low acylation modification rate with hydroxybenzoic acids. That is, the sweet potato plant according to the present invention is characterized by having a high content of an anthocyanin compound acylated with hydroxycinnamon acids.
- the sweet potato plant according to the present invention is characterized by having a low content of anthocyanin compounds acylated with hydroxybenzoic acids.
- the sweet potato plant according to the present invention is recognized as a sweet potato plant having a strong metabolic activity controlling acylation modification with hydroxy cascading acids, and a weak metabolic activity controlling acylation modification with hydroxybenzoic acid.
- the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background capable of accumulating an anthocyanin compound acylated with hydroxycinnamon acids having high antioxidant activity as a main pigment. Due to the compositional characteristics, the anthocyanin-based pigment of the sweet potato plant according to the present invention exhibits a function excellent in the stability of its color tone.
- the RSWP strain which is a pelargonidin-based anthocyanin strain described in the prior art, shows a modification mode opposite to that of the sweet potato plant according to the present invention with respect to the acylation modification mode of phenolic acids, and is a hydroxy cinnamic acid having high antioxidant activity. It has a compositional feature of low acylation modification rate and high acylation modification rate of hydroxybenzoic acids (Patent Document 1). In this respect, the RSWP-based anthocyanin-based dyes are not recognized as having high compound stability in terms of compositional characteristics.
- the sweet potato plant according to the present invention it is preferable to use, as a composition of the anthocyanin pigment, a plant having compositional characteristics with a high modification rate of hydroxycinnamic acids. That is, the sweet potato plant according to the present invention has the following characteristics:
- the composition of the anthocyanin-based pigment contained in the root tuber the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. As for the ratio, if it is 50% or more, the antioxidant activity is strong and it is judged to be good from the viewpoint of compound stability.
- the ratio is 55% or more, more preferably 60% or more, still more preferably 65% or more, even more preferably 70% or more, particularly preferably 75% or more, even more preferably 80% or more, still more particularly preferably.
- the hydroxycinnamonic acid modifying group serving as the acylation modifying group may be a modifying group represented by the following structural formula (III).
- the structural formula (III) shows the structure of the functional group portion of the structure in which the carbon atom of the carboxyl residue on the left side of the structural formula is bonded to the sugar molecule in the anthocyanin compound.
- structural formula (III) refers to a functional group corresponding to R 2 or R 3 in structural formula (I).
- the hydroxycinnamic acid-modifying group according to the present invention has, for example, a hydroxyl group in any of R 31 to R 33 in the structural formula and a hydrogen atom, a hydroxyl group, a methoxy group, or a prenyl group in the remaining side chain. And the like.
- the anthocyanin compound contained in the sweet potato plant according to the present invention is preferably an anthocyanin compound modified with caffeic acid or ferulic acid as hydroxycinnamic acids serving as an acylating modification group. That is, as the hydroxycinnamic acid-modifying group according to the present invention, a mode that is a caffeic acid-modifying group or a ferulic acid-modifying group can be preferably cited.
- the caffeic acid (3,4-dihydroxycinnamic acid) modifying group in the structure of the functional group represented by the structural formula (III), R 31 is a hydroxyl group, R 32 is a hydroxyl group, and R 33 is a hydrogen atom.
- the ferulic acid-modifying group can be shown as a functional group in which R 31 is a methoxy group, R 32 is a hydroxyl group, and R 33 is a hydrogen atom in the structure of the functional group represented by the structural formula (III).
- R 31 is a methoxy group
- R 32 is a hydroxyl group
- R 33 is a hydrogen atom in the structure of the functional group represented by the structural formula (III).
- hydroxycinnamic acids other than the two types of caffeic acid and ferulic acid which are the acylating modification groups
- an embodiment in which hydroxycinnamic acids having a strong antioxidant activity is used as the modification group is also possible.
- hydroxycinnamic acid-modifying group for example, various caffeic acid isomers such as dihydroxycinnamic acid, various ferulic acid isomers such as isoferric acid, p-coumaric acid, sinapinic acid, artepirin C, rosmarinic acid, etc. Modification groups of, but are not particularly limited to these.
- the sweet potato plant according to the present invention a plant having a composition property with a low hydroxybenzoic acid modification rate is preferable as the composition of the anthocyanin pigment. That is, the sweet potato plant according to the present invention has the following characteristics: As the composition of the anthocyanin-based dye contained in the clump root, the peak area ratio of the anthocyanin compound having a hydroxybenzoic acid modifying group in the HPLC analysis shows less than 50% with respect to the peak area of the total anthocyanin compound. If the ratio is less than 50%, it is judged to be good from the viewpoint of compound stability.
- the ratio is less than 45%, more preferably less than 40%, even more preferably less than 35%, even more preferably less than 30%, particularly preferably less than 25%, even more preferably less than 20%, even more particularly preferably.
- Sweet potato plants showing less than 15% are suitable.
- the hydroxybenzoic acid modifying group serving as the acylation modifying group may be a modifying group represented by the following structural formula (IV).
- the structural formula (IV) shows the structure of the functional group portion of the structure in which the carbon atom of the carboxyl residue on the left side of the structural formula is bound to the sugar molecule side in the anthocyanin compound.
- the structural formula (IV) refers to a functional group corresponding to R 2 or R 3 in the structural formula (I).
- Examples of the hydroxybenzoic acid-modifying group according to the present invention include a functional group having a hydroxyl group in any of R 41 to R 43 in the structural formula and a hydrogen atom or a hydroxyl group in the remaining side chain. be able to.
- Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include those modified with p-hydroxybenzoic acid as hydroxybenzoic acids serving as acylation modifying groups. That is, as the hydroxybenzoic acid-modifying group according to the present invention, a preferred embodiment is a p-hydroxybenzoic acid-modifying group.
- a preferred embodiment is a p-hydroxybenzoic acid-modifying group.
- the p-hydroxybenzoic acid (4-hydroxybenzoic acid) modifying group in the structure of the functional group represented by the structural formula (IV), R 41 is a hydrogen atom, R 42 is a hydroxyl group, and R 43 is a hydrogen atom. Can be shown as a functional group.
- a mode in which a hydroxybenzoic acid other than the compound is used as the modifying group is also possible as long as there is substantially no adverse effect on the color development characteristics, stability, etc.
- examples of the hydroxybenzoic acid modifying group according to the present invention include, but are not limited to, various modifying groups such as various hydroxybenzoic acids, which are p-hydroxybenzoic acid isomers, gallic acid, and protocatechuic acid. ..
- the anthocyanin compound contained in the sweet potato plant according to the present invention also includes an anthocyanin compound acylated and modified with an organic acid other than phenolic acids, as long as there is no substantial adverse effect on color development characteristics, stability and the like.
- organic acid serving as an acylation modifying group include, but are not limited to, malonic acid, succinic acid and the like.
- R 2 and/or R 3 in the structural formula (I) is an acylation modification site as the acylation modification site. That is, an anthocyanin compound in which R 2 and / or R 3 in the structural formula (I) is an acylation modifying group is suitable.
- a composition containing an anthocyanin compound in which modification sites other than R 2 and R 3 in the structural formula (I) are acylated and modified is also acceptable, as long as the coloring property and stability are not substantially adversely affected. ..
- the compositional characteristics related to the acylation modification rate show the above ratio as the ratio to the total anthocyanin compounds.
- the modification ratio of hydroxycinnamic acids having the above ratio is suitable.
- the anthocyanin-based pigment composition of the sweet potato plant according to the present invention one having the same tendency as the above-mentioned compositional properties regarding the acylation modification rate is preferable regardless of the type of aglycone.
- the above-mentioned ratio relating to the anthocyanin pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of tuberous root of sweet potato, when the value is used as an index, the anthocyanins of the sweet potato plant according to the present invention. It is possible to evaluate the compound stability of the system dye composition by a measurement operation using a lump root extract.
- the method and various conditions for performing the HPLC analysis can be performed by a conventional method, but as an example of the embodiment, the method and conditions for the HPLC analysis described in the above paragraph, and the description of Example 1 are given. It can be done in the same way as.
- compositional properties related to compound stability Regarding the composition of the anthocyanin pigment, the sweet potato plant according to the present invention has a composition characteristic that the anthocyanin compound in which R 2 in the general structural formula (I) is a caffeic acid modifying group is highly contained.
- caffeic acid is a compound having high antioxidant activity among hydroxycinnamic acids. Therefore, the caffeic acid-modifying group has a high potency for improving stability and is a suitable acylating modification group.
- the sweet potato plant according to the present invention has a strong metabolic activity that controls acylation modification with hydroxycinnamic acids with respect to the metabolic pathway of anthocyanin compounds, and in particular, R 2 in general structural formula (I) is modified with caffeic acid. It is recognized as a sweet potato plant with strong metabolic activity.
- the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background in which anthocyanin compounds acylated with caffeic acid having a high antioxidative activity can be accumulated as a main pigment. This characteristic is advantageous for exhibiting dye stability in the anthocyanin production pathway. Due to the compositional characteristics, the anthocyanin pigment of the sweet potato plant according to the present invention exerts a function excellent in stability of the color tone.
- the composition of the anthocyanin pigment As the sweet potato plant according to the present invention, a plant having a high caffeic acid modification rate at a specific modification site is preferable as the composition of the anthocyanin pigment. That is, the composition of anthocyanin dye contained in tuberous roots of sweet potato plant according to the present invention, the peak area ratio of the anthocyanin compound having caffeic acid modifying group as R 2 in the structural formula (I) in the HPLC analysis, the total anthocyanin compound It shows 50% or more with respect to the peak area of. If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability.
- sweet potato plants having a ratio of 55% or more, more preferably 60% or more, still more preferably 65% or more, still more preferably 70% or more, and particularly preferably 75% or more are preferable.
- Anthocyanin dye composition contained in the sweet potato plant according to the present invention where the composition comprising the anthocyanin compound to acylation modification sites to R 2 of formula (I) are preferred, substantially in the color characteristics and stability
- an embodiment containing an anthocyanin compound in which the site corresponding to R 2 of the anthocyanin compound having a structural change or functional group substitution with respect to the structural formula (I) is an acylation modification site is permitted. ..
- anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule for example, the functionality of any of an anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule, an anthocyanin compound having a skeletal structure substituted with another sugar molecule, and an anthocyanin compound having a skeletal structure lacking one of the sugar molecules.
- Compositions containing anthocyanin compounds having a skeletal structure with substituted groups, etc. are acceptable. In these cases, it is possible to calculate each peak area value relating to the above-mentioned compositional characteristics by including these compounds in the anthocyanin compound.
- compositional characteristics regarding the caffeic acid modification rate of R 2 show the same tendency as described above regardless of the type of aglycone.
- the above-mentioned ratio relating to the anthocyanin pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of tuberous root of sweet potato, when the value is used as an index, the anthocyanins of the sweet potato plant according to the present invention. It is possible to evaluate the compound stability of the system dye composition by a measurement operation using a lump root extract.
- the method and various conditions for performing the HPLC analysis can be performed by a conventional method, but as an example of the embodiment, the method and conditions for the HPLC analysis described in the above paragraph, and the description of Example 1 are given. It can be done in the same way as.
- the sweet potato plant according to the present invention can use a value related to absorbance reflecting the compositional characteristics as an index for the bright red color-developing characteristics of the anthocyanin pigment composition. That is, the sweet potato plant according to the present invention has the following characteristics: With respect to the anthocyanin-based pigment composition obtained by extracting the lump root with 0.3% sulfuric acid water as a raw material, when an aqueous solution of pH 3 was prepared with a citrate buffer containing the anthocyanin-based pigment composition, visible light. It has a maximum absorption wavelength in the region of 505 to 520 nm.
- the value of the maximum absorption wavelength is a value indicating the color tone of the dye composition, and the closer the value is to the maximum absorption wavelength of the red radish dye, the more preferable a value is a bright red color tone.
- it is judged to be good if it is 505 to 520 nm which is the maximum absorption wavelength range of the red radish dye at pH 3 (4th edition voluntary standard for existing additives).
- sweet potato plants having the value at pH 3 of 505 to 518 nm, preferably 508 to 518 nm, and more preferably 510 to 514 nm are suitable.
- the value of the maximum absorption wavelength of the sweet potato plant according to the present invention is a value reflecting the compositional characteristics of high content of the pelargonidin-based anthocyanin compound, and the extract of the sweet potato plant exhibits a color tone close to orange-red in the acidic region. , Has a color tone very close to that of the red radish dye.
- the maximum absorption wavelength at pH 3 is around 520 to 540 nm, and the color tone is close to purple in the acidic region.
- the value is used as an index, it becomes possible to evaluate the color development characteristics of the sweet potato plant according to the present invention by a simple absorbance measurement operation using an extract of tuberous root.
- the sweet potato plant according to the present invention can use, as an index, the compound stability of the anthocyanin pigment composition, and the value relating to the absorbance reflecting the compositional characteristics thereof. That is, the sweet potato plant according to the present invention has the following characteristics: Regarding the anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, the anthocyanin dye composition was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7. A 320 nm / A 530 nm value is 3 or more when an aqueous solution having a pH of 3 is prepared with a citrate buffer solution.
- a 320nm / A 530nm value is a value indicating the ratio of A 320 nm (absorbance at the maximum absorption wavelength in the vicinity of a wavelength of 320 nm) and A 530 nm (absorbance at the maximum absorption wavelength in the vicinity of a wavelength of 530 nm).
- a 320 nm indicates the absorption wavelength of the structure related to hydroxycinnamic acids
- a 530 nm indicates the absorption wavelength of the anthocyanin compound. Therefore , it can be determined that the higher the value, the higher the content of the structure related to hydroxycinnamic acids. That is, the higher the value, the more suitable anthocyanin-based dye composition in terms of compound stability.
- a 320 nm / A 530 nm value is 3 or more, it is judged to be good.
- a sweet potato plant having a value of 3.1 or more, preferably 3.2 or more, more preferably 3.3 or more, still more preferably 3.4 or more at pH 3 is suitable.
- the value of the absorbance of the sweet potato plant according to the present invention reflects the compositional characteristics of containing a high amount of the anthocyanin compound having a hydroxycinnonic acid modifying group
- the anthocyanin-based pigment composition of the sweet potato plant is compound stable. Demonstrates high characteristics.
- the stability of the anthocyanin pigment composition of the sweet potato plant according to the present invention can be evaluated by a simple absorbance measurement operation using a tuber root extract.
- the sweet potato plant according to the present invention has the property of accumulating the anthocyanin pigment having the above-mentioned compositional characteristics in the plant body. Particularly, those having a property of containing anthocyanin dye at a high concentration in the root tuber (a property of high raw material color value) are preferable. That is, the sweet potato plant according to the present invention has the following characteristics: When an extract extracted from a mass root as a raw material with 0.3 to 0.5% sulfuric acid water is obtained, the color value E 10% 1 cm value of the extract in terms of 1 g of the raw material is 0.5 or more.
- the measured value of the color value E 10% 1 cm value indicates that the higher the value, the higher the accumulated content of the anthocyanin compound in the plant, and therefore it is suitable for use as a raw material for various products. Can be judged. Particularly, if the color value E 10% 1 cm value is 0.5 or more, it is judged to be good. Particularly, sweet potato plants having the value of 1 or more, preferably 2 or more, and more preferably 3 or more are suitable.
- the color value E 10% 1 cm value as an index, it is possible to evaluate the anthocyanin compound content in the mass root of sweet potato, which is a storage organ. It is also possible to use the value as an index to estimate the content of anthocyanin compounds in other organs / tissues of the plant or the whole plant. In the present invention, it is preferable to use a plant body (particularly a lump root) of a sweet potato plant having a high color value E 10% 1 cm value as a raw material for various products. In addition, even in sweet potato plants having a low color value, if the compositional characteristics of the anthocyanin pigment satisfy the above-mentioned characteristics, it can be effectively used as a parent for transduction such as intermediate mothers. Is.
- the sweet potato plant according to the present invention is preferably a plant having, in addition to the above-mentioned characteristics, suitable traits that are advantageous for the quality of the processed product of the plant including the pigment preparation and the manufacturing process. ..
- suitable traits include arbitrary traits that are advantageous for cultivation characteristics, quality of harvested products, processed sweet potato products, and the like.
- traits that improve the quality of lump roots eg, lump root size, lump root shape, lump root soft tissue density, etc.
- traits related to lump root flavor and nutrition composition related to flavor substances, sugar composition and content, vitamin content, etc.
- environmental resistance traits eg, cold resistance, heat resistance, etc.
- disease resistance traits e.g., growth traits (eg, early-late cultivation period, plant hormone synthesis system, etc.), reproduction-related traits (eg, flowering) Control, self-incompatibility, cytoplasmic male sterility, etc.), etc.
- the clump root has an enlarged shape, the clump root tissue is clogged, or the like.
- traits related to the flavor of lump roots, traits related to nutritional components of lump roots, and the like are considered to be suitable.
- the raw materials can be easily produced as agricultural products. Recognized as suitable.
- “New sweet potato variety line] it is possible to obtain a population of sweet potato plants having the above-mentioned characteristics and produce a sweet potato line. Further, in the present invention, it is also possible to produce sweet potato varieties from the strain. That is, the present invention includes inventions relating to sweet potato varieties or lines, which contain the above-mentioned sweet potato plants as a group constituent individual or become a group constituent individual.
- the present invention includes an invention relating to a method for producing a variety or line having the above-mentioned sweet potato plant as a constituent individual of a population.
- a production step in the method a population of sweet potato plants expressing the above-mentioned characteristics and traits is obtained by performing or repeating self-fertilization, allogeneic cross-breeding, mating, and / or selection using the sweet potato plants described in the above paragraph. Then, it becomes possible to produce a desired sweet potato variety or line.
- red sweet potato strain produced from the crossed population of the above two original varieties examples include nine series 06353-19, which has a particularly high content of pelargonidin anthocyanin and excellent redness.
- Kyushu No. 187, 9 series 14258-2, 9 series 14259-13, etc., which are progeny lines and have excellent mass root hypertrophy traits, can be mentioned, but are not particularly limited thereto.
- the present invention includes an invention relating to a plant body of a sweet potato plant having the above-mentioned characteristics or a processed product thereof.
- the plant body of the sweet potato plant according to the present invention can be effectively used in various fields, and can be particularly preferably used as a raw material of an anthocyanin pigment composition. That is, the present invention includes the above-mentioned invention relating to the plant body of the sweet potato plant.
- the plant according to the present invention includes all the tissues and organs of the plant constituting the above-mentioned sweet potato plant. In addition, any part of the whole or a part of the plant body can be used. In addition, tissues and organs constituting the plant body can be used.
- plants at various developmental stages can be used. For example, roots, roots, leaves, petioles, vines, stems, buds, flowers, fruits, seeds, seedlings and the like can be mentioned. Moreover, the whole or a part of the plant body including these can be mentioned.
- tuberous roots can be preferably used in consideration of use in agricultural crops or processed products.
- mature and enlarged mass roots are suitable.
- the anthocyanin pigment compound is accumulated at a high content, it can be suitably used as a raw material for an anthocyanin pigment composition and various processed products. That is, as the plant body according to the present invention, a part or all of the tuber root, or a portion in which the plant body contains the tuber root can be preferably mentioned. In particular, as the plant body according to the present invention, a part or all of the mass roots can be preferably mentioned.
- the present invention includes a method for cultivating a plant body of a sweet potato plant according to the present invention. That is, in the present invention, there is an invention relating to a method for cultivating a sweet potato plant, which comprises using the seeds or plants of the sweet potato plant described above or the sweet potato plant obtained by the production method described above. included. In addition, the present invention includes a method for producing a plant body of a sweet potato plant according to the present invention. That is, the present invention includes an invention relating to a method for producing a sweet potato plant, which comprises using the sweet potato plant described above or a sweet potato plant obtained by the production method described above. As the cultivation method and the production method of the plant body, it is possible to adopt a conventional method except that the plant body tissues such as seeds (seed, seedlings, etc.) and roots of the sweet potato plant according to the present invention are used. ..
- the processed product of the sweet potato plant according to the present invention can be effectively used in various fields, and can be particularly preferably used as an anthocyanin-based pigment composition or a product using the same. That is, the present invention includes an invention relating to a processed product of the plant body of the above-mentioned sweet potato plant. Specifically, the present invention includes inventions relating to the processed products, juices, extracts, or further processed products of the sweet potato plants described above.
- the processed products according to the present invention include all processed products obtained by subjecting the plant body as a raw material to some processing.
- the processed products include those of various processing and processing stages, and as an example, squeezed products of plant bodies (including squeezed juice, semi-solids, solid products, etc.), plant extracts ( Extracts, semi-solids, solids, etc.), processed products of plants themselves (cut products of plants, crushed products, paste products, puree products, dried products, powder products, heat-treated products, frozen treatments) Products, various physical treatments, various chemical treatments, various enzyme treatments, etc.), products obtained by further processing the various processed products (secondary processed products or subsequent processed products), and the like.
- squeezed products of plant bodies including squeezed juice, semi-solids, solid products, etc.
- plant extracts Extracts, semi-solids, solids, etc.
- processed products of plants themselves cut products of plants, crushed products, paste products, puree products, dried products, powder products, heat-treated products, frozen treatments
- Products various physical treatments, various chemical treatments, various enzyme treatments,
- sweet potato processed foods using tuber harvest juice, beverages such as juice using the juice, pastes of plants, puree of plants
- beverages such as juice using the juice, pastes of plants, puree of plants
- examples thereof include products, dried plants, extracts of plants, pigment compositions, pigment preparations, dyes, and colored processed products (for example, colored foods and drinks) using the various products.
- colored processed products for example, colored foods and drinks
- the processed product according to the present invention includes not only a lump root but also a processed product made from either the whole plant or a part (for example, foliage, etc.), but it is particularly preferable that the raw material is a lump root.
- the present invention includes inventions relating to the above-described method for manufacturing various processed products. That is, the present invention is characterized in that the above-mentioned sweet potato plant or the plant of the sweet potato plant obtained by the above-mentioned production method is used as a raw material, which is a processed product, juice, or extraction of the sweet potato plant. And inventions relating to methods for manufacturing these or further processed products.
- a method for producing the processed product a conventional method can be used except for using the plant body of the sweet potato plant according to the present invention.
- anthocyanin dye composition of the present invention by using the sweet potato plant according to the present invention as a raw material, it has a coloring property of exhibiting a bright red color tone in an acidic region, and the compound sweetness is excellent. It is possible to produce a derived anthocyanin dye composition.
- the pigment composition according to the present invention refers to a pigment composition containing the anthocyanin compound of the sweet potato plant according to the present invention described above.
- it refers to an anthocyanin-based pigment composition in which a part of the raw material contains the plant body of the sweet potato plant according to the present invention described above, or the entire raw material is the plant body of the sweet potato plant according to the present invention described above.
- the "anthocyanin-based pigment composition” refers to a composition containing an anthocyanin compound as a pigment component thereof, and also includes a composition containing a dye other than the anthocyanin compound and various compounds. Be done.
- the anthocyanin-based pigment composition according to the present invention includes various processed products of sweet potato plants described in the above paragraph.
- the anthocyanin-based dye composition according to the present invention does not exclude features other than the following features unless it substantially interferes with the effects of the technical features according to the present invention. .. Further, the technical scope according to the present invention is not limited to the embodiment including all of the following features except for the essential technical features. Further, the measurement wavelength, method, conditions and the like for performing the following HPLC analysis on the anthocyanin-based pigment composition can be carried out in the same manner as described in the above paragraph on sweet potato plants.
- the anthocyanin-based dye composition according to the present invention exhibits coloring properties derived from the anthocyanin-based dye composition of the sweet potato plant as a raw material.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention has a high content of pelargonidin-based anthocyanin compound and a high compositional property of the anthocyanin compound with a high hydroxycinnamon acid modification rate.
- suitable aspect and/or technical feature in embodiment shown below it can be used with reference to the description of the above-mentioned paragraph regarding a sweet potato plant.
- the anthocyanin-based pigment composition according to the present invention has a compositional feature of having a high content of a pelargonidin-based anthocyanin compound and a low content of a cyanidin-based anthocyanin or a peonidin-based anthocyanin. Due to the dye composition, the anthocyanin dye composition according to the present invention exhibits a vivid red color development that cannot be expressed by a normal sweet potato dye. Especially in the acidic region, it exhibits a color tone close to orange-red and is extremely close to a radish pigment.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
- the composition of the anthocyanin-based dye the peak area ratio of the pelargonidin-based anthocyanin compound in the HPLC analysis shows 70% or more with respect to the peak area of the total anthocyanin compound. If the ratio is 70% or more, it is judged to be good from the viewpoint of color development characteristics. In particular, in consideration of the point of vivid red color development, those having a ratio of 75% or more, more preferably 80% or more, still more preferably 85% or more are preferable.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
- the composition of the anthocyanin dye the total peak area ratio of the cyanidin anthocyanin compound and the paeonidine anthocyanin compound in the HPLC analysis is less than 30% with respect to the peak areas of all the anthocyanin compounds. If the ratio is less than 30%, the purple tone is reduced and the color development characteristic is determined to be good from the viewpoint of the color development characteristic. Particularly, in consideration of vivid red color development, it is preferable that the ratio is less than 25%, more preferably less than 20%, and more preferably less than 15%.
- the anthocyanin-based dye composition according to the present invention is a composition showing a value regarding absorbance reflecting the above-mentioned compositional characteristics with respect to its bright red color-developing characteristics. That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics: When an aqueous solution having a pH of 3 is prepared with a citrate buffer solution containing the anthocyanin-based dye composition, it has a maximum absorption wavelength of 505 to 520 nm in the visible light region.
- the value of the maximum absorption wavelength is a value indicating the color tone of the dye composition, and the closer the value is to the maximum absorption wavelength of the red radish dye, the more preferable a value is a bright red color tone.
- it is judged to be good if it is 505 to 520 nm which is the maximum absorption wavelength range of the red radish dye at pH 3 (4th edition voluntary standard for existing additives).
- pH 3 4th edition voluntary standard for existing additives.
- those having a pH of 505 to 518 nm, preferably 508 to 518 nm, and more preferably 510 to 514 nm are preferable.
- the value of the maximum absorption wavelength of the anthocyanin-based dye composition according to the present invention is a value that reflects the compositional characteristics that the pelargonidin-based anthocyanin compound is highly contained. When the value is used as an index, it becomes possible to evaluate the color forming characteristics of the anthocyanin dye composition according to the present invention by a simple absorbance measurement operation.
- the anthocyanin-based pigment composition according to the present invention exhibits coloring characteristics exhibiting a bright red color tone due to the compositional characteristics of the anthocyanin compound of the sweet potato plant as a raw material.
- As the color tone of the anthocyanin-based pigment composition according to the present invention it exhibits a reddish purple to yellowish red color tone at pH 3.
- HUE value or JIS color name
- a dye composition preferably exhibits a hue of 5RP (magenta) to 10RP (purple red) to 5R (red) when expressed by the HUE value (or JIS color name) in the Munsell color system.
- the dye composition according to the present invention When the dye composition according to the present invention is prepared in powder form, it tends to have a slightly blackish color tone. Further, in a solution in the neutral to alkaline range, the color tone to be exhibited tends to change to a bluish / greenish color tone.
- the "a value” indicating the red hue and the “b value” indicating the yellow hue are values close to the values indicated by the red dicon dye. It is preferable to have.
- the "L value” indicating the lightness and the “CHROMA value” indicating the saturation are also preferably close to the values indicated by the red radish dye.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
- an aqueous solution containing the anthocyanin dye composition is prepared using 0.3% citric acid water so that the color value E is 10% and the 1 cm value is 80%
- the anthocyanin dye composition is prepared.
- the color difference ⁇ E value from the aqueous solution prepared in the same manner as described above is 10 or less except that the red dicon dye is blended instead of.
- the red radish dye is an anthocyanin-based dye composition derived from red radish having a maximum absorption wavelength at 513 nm in the visible light range when an aqueous solution containing the dye and having a pH of 3 is prepared with a citrate buffer.
- the color difference ⁇ E value is a numerical value that quantifies and shows the difference in color tone from the red radish dye in the Hunter Lab color system, the smaller the value, the brighter the red color tone closer to the red radish dye. It becomes a value and is suitable. Specifically, if the color difference ⁇ E value from the red radish dye at pH 3 is 10 or less, it is judged to be good.
- red radish dye used for comparison in the evaluation a red radish dye having a maximum absorption wavelength of 513 nm in the visible light region can be used.
- a commercial item can be used as the red radish dye.
- a pigment preparation "Vegita Red [registered trademark] AD" manufactured by Saneigen FFI Co., Ltd. can be mentioned.
- the “Hunter Lab color system (Lab system)” is a color system that forms a color solid composed of orthogonal coordinates consisting of a-axis and b-axis indicating chromaticity and an L-axis perpendicular thereto.
- the "a value” is a value that numerically expresses the color tones of red and green. The higher the a value, the stronger the red color, and the lower the a value, the stronger the green color.
- the “b value” is a value that numerically expresses the color tones of yellow and blue. The higher the b value, the stronger the yellow color, and the lower the b value, the stronger the blue color.
- CHROMA value is a value obtained by numerically expressing the distance from the origin in the Hunter Lab color system by the following formula (1). It is used as a value indicating saturation. The larger the value is, the more vivid the color is.
- the “color difference ( ⁇ E)” is a point between (a 1 , b 1 , L 1 ) and (a 2 , b 2 , L 2 ) in which two colors are plotted in the Hunter Lab color system. It is a value expressed numerically by calculating the distance between the two by the following formula (2).
- the "HUE value” refers to the formation angle of a straight line connecting the origin and the plot (a value, b value) on the orthogonal coordinates of the a-axis and the b-axis in the Hunter Lab color system, and the Munsell hue circle. It is a value representing the hue expressed by being converted into the hue notation in. It is a value representing the hue with a symbol and a numerical value.
- the “maximum absorption wavelength” ( ⁇ max) refers to a light wavelength (nm) at which the dye or the dye composition has a maximum absorption in the visible light region.
- the “absorbance” is a value indicating the degree to which a substance absorbs light.
- the absorbance (A ⁇ ) of the maximum absorption wavelength ( ⁇ max) can be obtained by the following equation (3).
- A means absorbance
- ⁇ means maximum absorption wavelength
- a ⁇ means absorbance at maximum absorption wavelength
- I means incident light intensity
- I 0 means transmitted light intensity.
- the "color values” means “color value E 10% 1 cm", the “color value E 10% 1 cm”, when the preparation of the 10 weight% of the dye composition-containing solution, It is a value calculated based on the absorbance (A: Absorbance) at the maximum absorption wavelength ( ⁇ max) in the visible light region using a measurement cell having an optical path length of 1 cm.
- conversion of color value refers to conversion of a dye (a dye composition) into a numerical value per color value. For example, 0.05% by mass in terms of a color number of 80 means that the amount of the dye contained in the solution is 0.05% by mass when the dye (dye composition) is adjusted to have a color number of 80. means.
- the “citrate buffer solution (pH 3.0)” is a buffer solution adjusted to pH 3.0 with citric acid and a phosphate (Na 2 HPO 4 ), and specifically, It can be prepared according to the method described in the 9th edition Food Additives Official Standard (Ministry of Health, Labor and Welfare of Japan). Also known as McIlvaine buffer.
- the "dye residual ratio” is a value calculated by the following formula (4) based on the absorbance of the maximum absorption wavelength of each dye measured before and after the test such as stability.
- the residual ratio of the dye compound in which the maximum absorption wavelength is maintained is calculated as the dye residual ratio, and is used as a value for evaluating the ratio of the dye compound in which the color development characteristics are stably maintained.
- compositional characteristics relating to compound stability exhibits properties related to compound stability derived from the anthocyanin-based pigment composition of a sweet potato plant as a raw material.
- suitable aspect and/or technical feature in embodiment shown below it can be used with reference to the description of the above-mentioned paragraph regarding a sweet potato plant.
- the anthocyanin-based pigment composition according to the present invention has a compositional property containing a high content of an anthocyanin compound acylated with phenolic acids.
- examples of the phenolic acids for acylating and modifying the anthocyanin compound include hydroxycinnamic acids and hydroxybenzoic acids
- the anthocyanin-based dye composition according to the present invention specifically, is acylated with hydroxycinnamic acids. It is characterized by a high content of the converted anthocyanin compound.
- the anthocyanin-based pigment composition according to the present invention is characterized in that the content of the anthocyanin compound acylated with hydroxybenzoic acids is low.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
- the composition of the anthocyanin-based dye the peak area ratio of the anthocyanin compound having a hydroxycaterous acid modifying group in the HPLC analysis shows 50% or more with respect to the peak area of all the anthocyanin compounds. If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability.
- the ratio is 55% or more, more preferably 60% or more, still more preferably 65% or more, even more preferably 70% or more, particularly preferably 75% or more, even more preferably 80% or more, still more particularly preferably. Is preferably 85% or more.
- the peak area ratio of the anthocyanin compounds having a hydroxybenzoic acid modifying group in HPLC analysis is less than 50% with respect to the peak areas of all the anthocyanin compounds. If the ratio is less than 50%, it is judged to be good from the viewpoint of compound stability. In particular, the proportion is less than 45%, more preferably less than 40%, even more preferably less than 35%, even more preferably less than 30%, particularly preferably less than 25%, even more preferably less than 20%, even more particularly preferably Is preferably less than 15%.
- the sweet potato-derived anthocyanin dye composition according to the present invention has a peak area ratio of an anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis, relative to the peak areas of all anthocyanin compounds. 50% or more. If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability.
- an anthocyanin-based dye composition having a ratio of 55% or more, more preferably 60% or more, further preferably 65% or more, still more preferably 70% or more, and particularly preferably 75% or more is suitable.
- the compositional characteristics regarding the acylation modification rate show the above ratio as the ratio to the total anthocyanin compounds. It is particularly preferable that the modification ratio of the hydroxycinnamic acids shows the above ratio. Further, as the anthocyanin-based dye composition according to the present invention, one having the same tendency as the above-mentioned compositional properties regarding the acylation modification rate is preferable regardless of the type of aglycone.
- the above-mentioned ratio regarding the anthocyanin-based dye composition is a value indicated by a value obtained by HPLC analysis.
- the measurement wavelength, method, conditions, and the like for performing the HPLC analysis can be carried out in the same manner as described in the paragraph relating to the sweet potato plant described above.
- the anthocyanin-based dye composition according to the present invention is a composition showing a value relating to the absorbance, which reflects the above-mentioned compositional characteristics with respect to its compound stability. That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics: When an aqueous solution containing the anthocyanin dye composition and having a pH of 3 with a citric acid buffer solution was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7, the A 320 nm / A 530 nm value was obtained. 3 or more.
- the A 320nm /A 530nm value is a value indicating the ratio of A 320nm and A 530nm .
- a 320 nm indicates the absorption wavelength of the structure related to hydroxycinnamic acids
- a 530 nm indicates the absorption wavelength of the anthocyanin compound. Therefore , it can be determined that the higher the value, the higher the content of the structure related to hydroxycinnamic acids. That is, the higher the value, the more suitable anthocyanin-based dye composition in terms of compound stability.
- the A 320 nm / A 530 nm value is 3 or more, it is judged to be good.
- an anthocyanin-based dye composition having a value of 3.1 or more, preferably 3.2 or more, more preferably 3.3 or more, and even more preferably 3.4 or more at pH 3 is preferable.
- the value of the absorbance of the anthocyanin-based dye composition according to the present invention is a value that reflects the compositional characteristics of containing a high amount of the anthocyanin compound having a hydroxycinnamon acid modifying group. Therefore, the anthocyanin-based dye composition is stable. Demonstrates high characteristics. When this value is used as an index, the stability of the anthocyanin-based dye composition according to the present invention can be evaluated by a simple absorbance measurement operation.
- the anthocyanin-based pigment composition according to the present invention exhibits excellent compound stability due to the compositional properties of the anthocyanin compound of the sweet potato plant as a raw material.
- the anthocyanin dye composition according to the present invention exhibits excellent light resistance particularly to light irradiation.
- the anthocyanin-based dye composition according to the present invention is a dye composition having extremely high resistance to light irradiation, and has the property that the color forming properties are not easily lost under light irradiation conditions.
- the degree of light fastness can be evaluated as high light fastness as compared with ordinary purple sweet potato dyes and red radish dyes, which are recognized to have relatively high stability.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below: An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to Brix 10 ° with fructose-glucose liquid sugar, and adjusted to pH 3.0 is white fluorescent.
- Equation (11) When stored at 20000 lux and 25 ° C for 2 days, the following formula (11) is satisfied: Equation (11): LR 1 / LR 0 > 1
- LR 1 indicates the residual ratio of the dye after the aqueous solution containing the target anthocyanin-based dye composition is stored under the above conditions by light irradiation. Further, in “LR 0 ", the aqueous solution prepared in the same manner as above was subjected to light irradiation storage under the above conditions, except that a purple sweet potato dye was blended in place of the anthocyanin dye composition. The residual rate of the dye after that is shown.
- the value on the right side of the formula is a value showing the dye stability in the light resistance test as a ratio with the value of a usual purple sweet potato dye.
- the value is larger than 1, it is preferable because it shows that the light resistance is superior to that of a usual purple sweet potato dye.
- those having a value of 1.1 or more, preferably 1.2 or more are more preferable.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below: An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to Brix 10 ° with fructose-glucose liquid sugar, and adjusted to pH 3.0 is white fluorescent. The following formula (12) is satisfied when the lamp is stored at 20,000 lux and 25° C.
- “LE 1 ” represents the ⁇ E value before and after the light irradiation storage under the above conditions was performed on the aqueous solution containing the anthocyanin dye composition. Further, in “LE 0 ", the aqueous solution prepared in the same manner as above was subjected to light irradiation storage under the above conditions, except that a purple sweet potato dye was blended in place of the anthocyanin dye composition.
- the ⁇ E values before and after are shown.
- the value on the right side of the equation is a value indicating the degree of color tone change in the light resistance test by the ratio with the value of a normal purple sweet potato dye. When the value is smaller than 1, it is preferable since it is a value showing that it is more excellent in light resistance than a usual purple sweet potato dye. Particularly, those having the value of 0.8 or less, preferably 0.6 or less are more suitable.
- the above value shown by the anthocyanin dye composition according to the present invention is a value showing that the anthocyanin dye composition exhibits high light resistance to light irradiation, and an anthocyanin having a hydroxycinnamic acid-modifying group. It is recognized as a value that reflects the compositional characteristics of high content of the compound.
- the anthocyanin-based dye composition according to the present invention is a dye composition that can be suitably used for coloring distribution products and display products that require resistance to long-term fluorescent light irradiation, etc., due to the characteristics relating to the compound stability. Recognized as a thing.
- the anthocyanin-based dye composition according to the present invention is a dye composition having resistance to heat, and has a property that the color development property is not easily lost under high temperature storage conditions.
- the degree of heat resistance can be evaluated to be as high as or comparable to that of ordinary purple sweet potato dyes and red radish dyes, which are recognized to have relatively high stability.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below: An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to Brix 10 ° with fructose-glucose liquid sugar, and adjusted to pH 3.0 in a dark place. And when stored at 50 ° C.
- the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below: An aqueous solution containing the anthocyanin dye composition having a color value E of 10% and 0.03 mass% in terms of 1 cm value of 80, adjusted to Brix 10° with fructose corn syrup and adjusted to pH 3.0 was placed in a dark place. And when stored at 50° C.
- Formula (14) HE 1 /HE 0 ⁇ 1.1
- HE 1 indicates the ⁇ E value before and after the aqueous solution containing the anthocyanin-based dye composition was stored at a high temperature under the above conditions.
- HE 0 is before and after performing high temperature storage under the above conditions on an aqueous solution prepared in the same manner as described above, except that a purple sweet potato dye is blended in place of the anthocyanin dye composition. Shows the ⁇ E value at.
- the value on the right side of the equation is a value indicating the degree of color change in the heat resistance test as a ratio to the value of a normal purple sweet potato dye.
- the value is less than 1.1, it is suitable because it has a heat resistance comparable to or comparable to that of a normal purple sweet potato dye. In particular, it is more preferable that the value is 1 or less.
- the above values shown by the anthocyanin-based dye composition according to the present invention are recognized as values indicating that the anthocyanin-based dye composition exhibits heat resistance to high-temperature storage.
- the anthocyanin-based dye composition according to the present invention is a dye composition that can be suitably used for coloring distribution products, display products, etc., which are required to be resistant to high temperature storage for a long time due to the characteristics related to the compound stability. Is recognized. It is also recognized that it can be used in modes that assume heat treatment such as retort sterilization, processing, and cooking.
- the anthocyanin-based dye composition according to the present invention has excellent properties in addition to the above-mentioned properties.
- the anthocyanin dye composition according to the present invention exhibits color development properties close to the color tone of red radish dyes, and has good odor properties with respect to odor properties similar to ordinary sweet potato dyes.
- the anthocyanin-based pigment composition according to the present invention When the anthocyanin-based pigment composition according to the present invention is ingested as food or drink, it is preferable that the anthocyanin-based dye composition has excellent intestinal absorption properties than conventional purple sweet potato dyes. is there. That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below: When an aqueous solution containing the anthocyanin dye composition and having a pH of 6.8 ⁇ 2 was prepared with Hanks' Balanced Salt Solution buffer (HBSS buffer) so that the color value E 10% 1 cm value was 5.0.
- HBSS buffer Hanks' Balanced Salt Solution buffer
- the permeation amount of the anthocyanin compound 6 hours after the start of the test is 1.5 times or more the permeation amount of the purple sweet potato pigment.
- the value is 1.5 or more.
- Those showing 2 or more, more preferably 2.5 or more, still more preferably 3 or more are particularly preferable.
- the anthocyanin-based pigment composition according to the present invention can be produced from the plant body of the sweet potato plant described in the above paragraph as a raw material. That is, the present invention includes an invention relating to a method for producing a sweet potato-derived anthocyanin pigment composition, which comprises using the above-mentioned plant body of a sweet potato plant as a raw material.
- the plant body of the sweet potato plant includes the plant body of the sweet potato plant obtained by the above-described production method.
- the method for producing a dye composition according to the present invention it is possible to produce the dye composition by the steps described below, but each step other than the characteristics relating to the raw material plant has the technical features according to the present invention. It is not limited to the steps described below as long as it does not substantially interfere with the effects. Further, the technical scope according to the present invention is not limited to the embodiment including all of the following steps.
- the anthocyanin dye composition according to the present invention can be produced using the plant body of the sweet potato plant described in the above paragraph as a raw material.
- the plant used as a raw material for the method for producing the pigment composition according to the present invention may be the whole or a part of the plant as long as it contains an anthocyanin pigment, and any part may be used. it can.
- any part of plant tissue such as tuberous root, root, leaf, petiole, vine, stem and flower can be used.
- tuberous roots particularly matured and developed tuberous roots. That is, as the raw material, a part or all of tubers or a part of the plant body containing tubers can be preferably used. In particular, a part or all of the tuberous root can be preferably used as the raw material.
- the pigment composition can be produced by obtaining an extract from a raw material plant.
- an anthocyanin compound is extracted from a raw material plant.
- the extraction method any known or unknown method can be used, but it is preferable to adopt a method with a good extraction yield of the anthocyanin compound.
- a raw material when performing the extraction it is possible to use the residue after extraction or the juice residue.
- any solvent that can be used for extracting the anthocyanin-based dye can be used, and for example, water, hydrous alcohol, alcohol or the like is preferably used.
- a hydrous alcohol an alcohol content of about 1 to 80% (v / v), preferably about 1 to 50% (v / v) is preferable.
- the hydrous alcohol or the type of alcohol that can be adopted as the alcohol include lower alcohols having 1 to 4 carbon atoms, and preferably ethanol. It is also preferable to use water as the extraction solvent.
- Purified water, distilled water, ultrapure water, etc. are preferably used as the water, but any grade water used for food and drink production, pigment preparation, etc. can be used as the solvent without any problem. it can.
- the solvent it is also possible to use an aqueous solution containing various salts, organic acids, pH adjusters, pH buffers, lower alcohols and the like.
- the amount of the solvent used with respect to the raw material is not particularly limited, but for example, 0.1 to 1000 parts by mass of the solvent with respect to 1 part by mass of the raw material, preferably 0.5 to 100 parts by mass with respect to 1 part by mass of the raw material. Can be used.
- the extraction solvent is preferably an acidic solution.
- a conventional method using an inorganic acid and/or an organic acid can be used.
- the extraction conditions are not particularly limited, but for example, at normal pressure, 1 to 100 ° C. can be mentioned, and preferably about 10 to 90 ° C. can be adopted.
- the extraction time can be appropriately determined in consideration of conditions such as temperature. For example, it is about 1 minute to several days, but is not particularly limited thereto.
- the method for producing a pigment composition according to the present invention it is also possible to produce a pigment composition without going through an extraction step.
- the pigment composition according to the present invention is prepared as a form of a processed plant product that does not undergo an extraction step, the mode of the primary processed product of a sweet potato plant described in the above paragraph can be used as it is.
- the juice of the plant including juice, pressed liquid, semi-solid, solid, etc.
- the primary processed product of the plant itself cut, ground, paste, puree, etc. of the plant.
- Dried products, powdered products, heat-treated products, frozen-treated products, various physical treatments, various chemical treatments, various enzyme treatments, etc.) can be used as the dye composition.
- the residue after extraction and the squeezed residue can be used as the dye composition as long as the conditions such as color development characteristics are satisfied.
- various treatment steps such as squeezing, pasting, and pulverizing can be performed by any known or unknown method, but a method having a good extraction yield of the anthocyanin compound should be adopted. Is preferred.
- various processing conditions and the like can be appropriately determined in consideration of extraction efficiency.
- a purification treatment can be carried out depending on the intended use to obtain a dye composition of desired quality and form.
- the purification treatment and/or the deodorization treatment can be performed using a conventional method.
- an adsorption treatment using a synthetic resin or the like, an ion exchange treatment, a membrane separation treatment or the like can be mentioned.
- an enzyme treatment such as protease, a microbial treatment, or the like depending on the intended use.
- anthocyanin pigment composition In the method for producing an anthocyanin pigment composition according to the present invention, a plant extract obtained by the above operation, a processed plant product prepared without an extraction operation, and the like are subjected to solid-liquid separation and purification treatment according to the intended use. , Concentration treatment, dilution treatment, pH adjustment, drying treatment, sterilization treatment and the like can be performed to obtain an anthocyanin pigment composition having a desired quality and / or form. These steps can be performed by combining desired processes, and the desired processes can be performed a plurality of times. Examples of the anthocyanin-based pigment composition according to the present invention include various forms such as liquid, paste, gel, semi-solid, solid, and powder, but are particularly limited to these forms. is not.
- anthocyanin-based dye composition according to the present invention may be in a mode in which other functional components and the like are blended as long as the color development characteristics, compound stability and the like are not substantially impaired.
- antioxidants, pH adjusters, thickening polysaccharides, other food materials and the like can be blended, but the present invention is not particularly limited thereto.
- the present invention includes inventions relating to dye preparations, foods and drinks, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feeds containing the above-described anthocyanin dye composition. Further, in the present invention, which is characterized by including the step of using the above-mentioned anthocyanin-based pigment composition as a raw material, pigment preparation, food and drink, cosmetics, pharmaceuticals, quasi-drugs, daily necessities for hygiene, or feed. An invention relating to a manufacturing method is included.
- the anthocyanin-based dye composition includes the anthocyanin-based dye composition obtained by the method for producing an anthocyanin-based dye composition described in the above paragraph.
- anthocyanin-based dye composition As a usage form of the anthocyanin-based dye composition according to the present invention, it is particularly preferable to use it as a form of a dye preparation.
- the form of the pigment preparation according to the present invention include liquid, paste, gel, semi-solid, solid, powder and the like, and are not particularly limited. In addition, processed solid shapes such as granules and tablets can be mentioned.
- the anthocyanin-based pigment composition according to the present invention is water-soluble, it can be used as it is as a water-soluble pigment preparation, but it is an oil-soluble pigment preparation (W / O type) or a double emulsified dye preparation. It is also possible to process it into (W / O / W type) or the like and use it.
- the amount or content of the anthocyanin-based dye composition can be appropriately adjusted depending on the type and purpose of the dye preparation and is not particularly limited, but, for example, the color value E 10% It is preferable that the composition be blended so that the 1 cm value is 20 or more, preferably 30 or more, and more preferably 40 or more.
- the upper limit of the color value of the dye preparation according to the present invention is not particularly limited, but for example, the color value E 10% 1 cm value 800 can be mentioned.
- the blending amount or content of the anthocyanin-based dye composition in the dye preparation may be calculated on the basis of the above-mentioned color value, and the mass base is, for example, 0.1 to 99% by mass, preferably 1 to 90% by mass, and further Preferably, it is 5 to 75% by mass.
- the dye preparation according to the present invention other functional ingredients and the like can be blended as long as the color development characteristics and compound stability of the anthocyanin-based dye composition according to the present invention are not substantially impaired. is there.
- antioxidants, pH adjusters, thickening polysaccharides, flavor compounds, other food materials and the like can be blended, but the present invention is not particularly limited thereto.
- the present invention includes an invention relating to a method for producing a dye preparation, which comprises blending or containing the above-mentioned anthocyanin dye composition. That is, the present invention includes an invention relating to a method for producing a dye preparation, which comprises using the anthocyanin dye composition according to the present invention.
- the compounding amount or content of the anthocyanin-based dye composition in the production method it is possible to use with reference to the description in the above paragraph.
- the manufacturing process in the manufacturing method can be used with reference to the description in the above paragraph.
- the dye preparation produced here shows a product form as a dye preparation (or a dye agent) containing the anthocyanin compound according to the present invention described above, and the compound composition is a composition containing an anthocyanin-based dye. It can also be regarded as one form.
- the red pigment composition or pigment preparation according to the present invention can be suitably used as a natural colorant for products such as food and drink, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed. Is. That is, in the present invention, it is possible to provide food and drink, perfume, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed containing the red pigment composition or pigment preparation according to the present invention.
- a product that can be colored with the red dye composition or dye preparation according to the present invention is shown below, but the colorable product according to the present invention is not limited thereto.
- Examples of the "food and drink” include beverages, frozen desserts, desserts, sugar confectionery (for example, candy, gummy, marshmallow), gum, chocolate, confectionery (for example, cookies), bread, processed agricultural products (for example, pickles, etc.). ), processed meat products, processed marine products, dairy products, noodles, seasonings, jellies, syrups, jams, sauces, liquors and the like.
- Examples of the "cosmetics” include skin lotions, lipsticks, sunscreen cosmetics, makeup cosmetics, and the like.
- Examples of the “pharmaceutical product” include various tablets, capsules, drinks, troches, mouthwashes, and the like.
- Examples of the "quasi drug” include nutritional supplements, various supplements, toothpaste, mouth freshener, odor preventive agent, hair restorer, hair restorer, skin moisturizer, and the like.
- Examples of “hygiene products” include soaps, detergents, shampoos, rinses, hair treatments, toothpastes, bath salts, and the like.
- Examples of the "feed” include various pet foods such as cat food and dog food, feed for ornamental fish and cultured fish, and the like.
- the dye composition or dye preparation according to the present invention has excellent characteristics of bright red color development, and has the same color development characteristics as red radish dye, especially in an acidic region. Therefore, the dye composition or dye preparation according to the present invention can be preferably used for coloring a product in which at least a part or all of the pH is acidic.
- a pH of less than 7 can be mentioned, preferably a pH of 5 or less, and more preferably a pH of 4 or less.
- the dye composition or dye preparation according to the present invention exhibits a color tone close to that of the red radish dye in the pH range even when the pH is weakly acidic to alkaline, and it can be used by assuming that color tone. That is, the above description regarding pH describes a preferable usage mode, and does not mean that the usage mode of the dye composition or dye preparation according to the present invention is limited to use in an acidic range.
- the dye composition or dye preparation according to the present invention has excellent light resistance, it can be suitably used for coloring products and the like that are premised on light exposure during storage and display. is there. Further, since the dye composition or dye preparation according to the present invention has heat resistance, it can also be used for products that are expected to be exposed to high temperature storage.
- the dye composition or dye preparation according to the present invention can be suitably used for coloring purposes in the production process of the above products.
- the step of coloring the above-mentioned product can be carried out according to a conventional method for each product, except that the dye composition or the dye preparation according to the present invention is blended or contained as a natural dye material.
- the blending amount or content of the dye composition or the dye preparation according to the present invention with respect to these products can be appropriately adjusted according to the type and purpose of the product.
- the content of the dye composition or the dye preparation in the product is 0.001 to 1% by mass, preferably 0.005 to 0.5% by mass, and more preferably 0.01 to 0.2, in terms of color value of 80. It is possible to mix or contain it so as to be mass%, more preferably 0.02 to 0.1 mass%.
- the present invention includes an invention relating to a method for producing various products, which comprises blending or containing the above-mentioned anthocyanin-based pigment composition or pigment preparation. That is, in the present invention, characterized by using the anthocyanin pigment composition or pigment preparation according to the present invention, a method for producing food and drink, perfume, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed, etc. Includes inventions related to.
- the blending amount or content of the anthocyanin-based dye composition or the dye preparation in the production method can be used with reference to the description in the above paragraph.
- conventional methods in various technical fields can be adopted except that the above-mentioned anthocyanin-based pigment composition or pigment preparation is used.
- the various products produced here show product forms containing the above-described anthocyanin compound according to the present invention, but the compound composition can also be regarded as one form of a composition containing an anthocyanin dye. is there.
- Example 1 "Production of sweet potato line containing a high amount of pelargonidin anthocyanin" A new sweet potato line with a high content of pelargonidin anthocyanins was created from the progeny population of a specific sweet potato line. The outline of the production of the system is shown in FIG.
- the original varieties, 9-series 89360-8 and 9-series 294 are both lines having a normal purple-colored lump root, and an anthocyanin pigment exhibiting a red tone due to the combination of the genetic backgrounds of these original varieties. It was recognized that the strains of were appearing independently.
- FERM BP-22363 is used as the trait donor parent for lump root hypertrophy, but the strain does not contain anthocyanin itself, and the trait containing a high amount of pelargonidin-based anthocyanin according to the present invention. It is a system that has nothing to do with.
- each peak number of cyanidin-based anthocyanins and peonidin-based anthocyanins is shown as a modified number in which the peak number of the corresponding modification pattern in pelargonidin-based anthocyanins is added with “′” or “′′”.
- R 1 ”to “R 3 ”in the table represent functional groups in the structural formula (I), “H” is a hydrogen atom, “OH” is a hydroxyl group, and “OCH 3 ” is a methoxy group.
- PHB indicates a p-hydroxybenzoic acid modifying group
- Caf indicates a caffeic acid modifying group
- “Fer” indicates a ferulic acid modifying group.
- Kyushu No. 187 which is a newly produced line, is a sweet potato line which has completely different compositional characteristics from the ordinary sweet potato variety line in the characteristics relating to the basic structure of the anthocyanin pigment.
- Kyushu No. 187 was recognized to be a sweet potato strain in which the production and accumulation of cyanidin and peonidin were suppressed and the metabolic function that enables the production and accumulation of pelargonidin was acquired.
- the ratio of the peak areas of compounds containing a modifying group of hydroxybenzoic acids is as low as 23.6% of the peak areas of all anthocyanin compounds.
- the ratio of the peak areas of the compounds containing the modifying group of hydroxycinnamic acids, which acts to improve the stability was 87.2% of the peak areas of all the anthocyanin compounds, which was a very high value.
- the ratio of the acylation modification mode showed the same tendency even with the ratio value calculated for each series of compounds having each aglycone as a basic skeleton.
- Kyushu 187 which is a newly produced strain, contains a high content of anthocyanin compounds acylated and modified with phenolic acid, and most of them (about 87.2% of all anthocyanins, phenolic acid-modified anthocyanins) are contained. Approximately 95.3% of them) were shown to be of the sweet potato strain, which is an anthocyanin compound containing a modifying group of hydroxyphenolic acids. Since the hydroxycinnamic acids act to improve the stability of the anthocyanin compound, it was confirmed that the anthocyanin dye from Kyushu No. 187 is a dye composition containing a highly stable anthocyanin compound at a high content.
- the ratio value calculated for each series of compounds having each aglycone as a basic skeleton also showed the same tendency result, and it was recognized as a value close to the ratio for all anthocyanin compounds.
- the total peak area of the anthocyanin compounds having no caffeic acid modifying group as R 2 was only 19.6% of the peak areas of all the anthocyanin compounds.
- R 2 which is the acylation modification site of the general structural formula (I) of anthocyanin has a high content of anthocyanin compound acylated with caffeic acid (80 It was shown to be a sweet potato strain (% or more). Since caffeic acid is a kind of hydroxycinnamic acids that acts to improve the stability of anthocyanin compounds, the anthocyanin pigment from Kyushu 187 is recognized as a pigment composition containing a high content of anthocyanin compounds with excellent compound stability. Was done.
- Kyushu 187 is a sweet potato line having a strong metabolic activity in which R 2 of the general structural formula (I) of anthocyanin is acylated and modified with caffeic acid.
- the genome is homoploid.
- the aerial part is mainly composed of a stem, a petiole, and a leaf blade, and the petiole is a 2/5 alternans leaflet, and branching occurs from the main stem.
- Adventitious roots extending from the roots of the nodules grow and form tuberous roots, which are starch storage organs. Flower buds differentiate under short-day conditions and reach flowering at constant temperatures.
- the original varieties used in the present example are all lines having a normal purple-colored tuber root, because it is not a tuber tube line exhibiting a bright red color tone, the genetic background of these original varieties By the combination, it was confirmed that a line with a high content of pelargonidin-based anthocyanin pigment, which does not usually appear, appeared.
- the production line according to the present invention is a sweet potato line having a genetic background in which the metabolic activity governing the acylation modification with hydroxycaterous acids is remarkably strong with respect to the synthetic pathway of the anthocyanin compound, and in particular, the R of the general structural formula (I) of anthocyanin.
- Example 2 "Preparation of anthocyanin-based pigment composition (pigment preparation)"
- a pigment preparation which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato strain having excellent bright red color development produced in the above example as a raw material.
- the lump root of Kyushu No. 187 which was the above-mentioned production system, was finely chopped with a food processor and immersed in 0.3% sulfuric acid water, which was twice the weight of the raw material. Then, the extraction operation was performed by stirring with a stirrer for 1 hour and leaving still overnight. This was squeezed with a net and passed through 50 mesh to remove the residue, and the pH of the obtained filtrate was adjusted to pH 2.5 ⁇ 0.2 with sodium hydroxide. The mixture was heated to 90° C., naturally cooled to 40° C., allowed to stand overnight, and centrifuged at 10,000 rpm for 10 minutes to collect a supernatant. The obtained supernatant was suction-filtered using a filter paper (NO.2 filter, ⁇ 150 mm, manufactured by Advantech Toyo Co., Ltd.) on which diatomaceous earth had been formed in advance to collect the filtrate.
- a filter paper NO.2 filter, ⁇ 150 mm, manufactured by Advantech Toyo Co., Ltd.
- the obtained filtrate is passed through a column filled with a synthetic adsorption resin for adsorption, washed with tap water, and then desorbed the dye component from the adsorption resin with a 50% (v/v) ethanol aqueous solution containing citric acid. I let you. After concentrating the recovered solution under reduced pressure, a concentrated solution was prepared so that the color value E was 10%, the 1 cm value was 80, and the ethanol concentration was 20% (v / v). This was heat-sterilized at a temperature of 70° C. and divided into small portions to prepare a pigment preparation (Sample 2-1). Further, a purple sweet potato pigment preparation (Sample 2-2) was prepared in the same manner as above, except that the tuber roots of the variety “Ayamurasaki” were used as a comparative sample.
- the red sweet potato dye (Sample 3-1) produced in the above-mentioned examples showed values extremely close to those of the red radish dye (Sample 3-3) in all measurement items, and the color difference ⁇ E value was only 0. It was 93. Further, the HUE value of the red sweet potato dye (Sample 3-1) was 4.6R (color tone close to red in JIS hue), which was completely the same as that of the red radish dye (Sample 3-3).
- the maximum absorption wavelength of the red sweet potato dye (Sample 3-1) was 512 nm, which was very similar to the red radish dye (Sample 3-3) of 513 nm. It was also confirmed in terms of absorption wavelength.
- the red sweet potato pigment (Sample 3-1) exhibited a bright and vivid red color tone.
- the usual purple sweet potato dye (Sample 3-2) derived from Ayamurasaki shows different values from the red radish dye (Sample 3-3) in all measurement items, and the color difference ⁇ E value is about 28, which is a large gap. showed that.
- the HUE value was 8.4 RP (intermediate color tone of purplish red to purplish red in JIS hue), which was completely different from that of the red radish dye (Sample 3-3).
- the maximum absorption wavelength of the purple sweet potato dye (Sample 3-2) is 528 nm, which is significantly different from the 513 nm of the red radish dye (Sample 3-3). Therefore, the difference in color development characteristics between the two is the point of the maximum absorption wavelength. It was also confirmed from. Also, when the filled reagent bottle was visually observed, the purple sweet potato dye (Sample 3-2) exhibited a dark purple tone.
- a test solution was prepared in the same manner as in Example 3 except that the pH value was changed to the value shown in FIG. 2, and the test solution was filled in a sample bottle for visual evaluation of color tone ( Figure 2).
- the red sweet potato dye (Sample 4-1) produced in the above-mentioned examples was capable of developing a bright bright red tone even when the pH was adjusted to any of 3 to 5.
- the red radish dye (Sample 4-3) maintained vivid color development even at around pH 5, where the color development became lighter, with the red sweet potato dye (Sample 4-1).
- the purple sweet potato dye (Sample 4-2), which is a comparative sample, has a darker purple color than the red sweet potato dye (Sample 4-1) and the red radish dye (Sample 4-3) regardless of the pH adjustment. It was confirmed that it exhibited a tinged color tone.
- the red sweet potato lineage-based pigment composition according to the present invention is an anthocyanin pigment capable of producing a bright bright red color in a wide range of slightly acidic pH.
- Example 2 For the red sweet potato dye prepared in Example 2, a test solution was prepared using a citrate buffer solution (pH 3.0) so that the E 10% 1 cm value was 0.3 to 0.7, and the spectrophotometer ( Transmitted light colorimetry was performed using V-560, manufactured by JASCO Corporation, optical path length of measuring cell 1 cm). The A320nm / A530nm value was calculated from the measured absorption spectrum value. As a comparative test, a test solution was prepared in the same manner as above using the purple sweet potato dye prepared in Example 2 or the red radish dye described in Example 3 (Table 11).
- red sweet potato dye (Sample 5-1) produced in the above-mentioned examples was compared with purple sweet potato dye (Sample 5-2) and red radish dye (Sample 5-3) at A 320 nm /A 530 nm. The value showed a remarkably high value.
- the dye composition using the red sweet potato line mass root as a raw material according to the present invention is an anthocyanin-based dye exhibiting excellent absorbance characteristics with excellent stability.
- the result was found to be consistent with the compositional characteristics of high content of the anthocyanin compound having a hydroxycinnamon acid modifying group shown in the above example.
- the light intensity of “20,000 lux” used in the stability test of this test is a strong light intensity corresponding to light abuse, which is 10 to 20 times the illuminance of fluorescent lamps used by ordinary retail stores. is there. From the above results and findings, it was shown that the dye composition made from the red sweet potato line according to the present invention is an anthocyanin-based dye having extremely excellent stability against light irradiation. The result was found to be consistent with the compositional characteristics of high content of the anthocyanin compound having a hydroxycinnamon acid modifying group shown in the above example.
- the conventional sweet potato pigment derived from Ayamurasaki was used even when exposed to a high temperature environment of 50 ° C. for 7 days.
- the pigment residual rate was as high as or higher than that of the beverage containing (Sample 7-2).
- the ⁇ E value which indicates the color change before and after the heat resistance test, should be about the same as or less than that of the conventional beverage containing sweet potato pigment derived from Ayamurasaki (Sample 7-2) (the color change before and after the test is small). ) was confirmed.
- the temperature of “50° C.” used in the stability test according to the present test is about 8 times faster than the case of storing at 20° C. which is a general room temperature, and the temperature is about 8 times as fast as the chemical reaction. It is a corresponding temperature.
- the pigment composition of the present invention which uses the red sweet potato strain as a raw material, is an anthocyanin-based pigment excellent in heat stability as in the conventional sweet potato pigments.
- the compositional characteristics regarding the stability of the red sweet potato dye according to the present invention are light stability rather than thermal stability. It was recognized that it contributed greatly to.
- Example 8 "Sensory evaluation of odor" The anthocyanin pigment composition derived from the red sweet potato strain prepared in the above Examples was evaluated for odor.
- Example 8-1 to Sample 8-3 20 g each of the red sweet potato dye prepared in Example 2, the anthocyanin dye derived from purple sweet potato prepared in Example 2, and the commercially available red daikon dye described in Example 3 is filled in a sample bottle having a capacity of 30 g. Each sample (Sample 8-1 to Sample 8-3) was prepared. The sensory evaluation by blinds was performed on the aroma components emitted from the sample in the bottle. The results are shown in Table 16.
- the red sweet potato pigment according to the present invention is an anthocyanin-based pigment composition having good odor characteristics similar to those of a normal sweet potato pigment.
- the red sweet potato dye according to the present invention was recognized as an anthocyanin-based dye composition having the same color tone as the red radish dye, which fundamentally overcomes the problem concerning the odor characteristics of the red radish dye.
- Example 9 "Evaluation of absorption characteristics when ingested as food and drink"
- the anthocyanin pigment composition derived from the red sweet potato strains prepared in the above Examples was evaluated for absorption characteristics when ingested as a food or drink by an in vitro intestinal membrane permeability test.
- Example 2 With respect to the red sweet potato pigment prepared in Example 2, a test solution having a color value E 10% 1 cm value of 5.0 and a pH of 6.8 ⁇ 0.2 was prepared using an HBSS buffer solution. This was placed on the lumen side of the Coca-2 cell sheet of POCA(R) small intestine absorption (CACO-2) (DS Pharma Biomedical Co., Ltd.), which is a cell assay kit for evaluating small intestinal absorption, and the base of the cell sheet was placed. The solution on the membrane side was sampled over time, and the absorbance was measured using a spectrophotometer (V-560, manufactured by JASCO Corporation, optical path length of 1 cm in the measurement cell).
- a spectrophotometer V-560, manufactured by JASCO Corporation, optical path length of 1 cm in the measurement cell.
- the absorbance measurement was performed at a wavelength of 500 nm in consideration of the maximum absorption wavelength of the red sweet potato dye.
- the purple sweet potato dye prepared in Example 2 was used instead of the red sweet potato dye, and 530 nm was adopted as the measurement wavelength in consideration of the maximum absorption wavelength of the purple sweet potato dye. The test was conducted in the same manner as in (Fig. 4).
- the red sweet potato pigment (Sample 9-1) produced in the above example was rapidly taken up by the intestinal membrane cells and permeated to the basement membrane side within a few hours.
- the permeation amount of the red sweet potato pigment into the intestinal membrane was significantly higher than that of the purple sweet potato pigment (Sample 9-2) derived from Ayamurasaki, which is a conventional technique.
- the permeation amount of the red sweet potato pigment into the intestinal membrane reached about 2.1 times that of the purple sweet potato pigment after 3 hours and about 3.2 times that of the purple sweet potato pigment after 6 hours.
- the red sweet potato pigment according to the present invention is an anthocyanin pigment excellent in absorption characteristics when ingested as a food or drink. Its absorption efficiency was recognized to have significantly higher compositional properties than conventional purple sweet potato dyes.
- Example 10 "Preparation of sweet potato juice"
- the sweet potato squeezed juice which is an anthocyanin-based pigment composition, was prepared by using, as a raw material, the tuber roots of the novel sweet potato line which were excellent in bright red color development produced in the above examples.
- the prepared red sweet potato juice (Sample 10-1) has a and b values indicating hues on the red side and the yellow side, respectively, as compared with the normal purple sweet potato juice (Sample 10-2).
- the L value indicating the lightness and the CHROMA value indicating the saturation also showed high values.
- the HUE value of the red sweet potato juice (Sample 10-1) was 8.9 RP (color tone close to purple red in the JIS hue), and 2.1 RP (Sample 10-2) of the purple sweet potato juice (Sample 10-2). It showed a color tone that was significantly different from the reddish purple to reddish purple intermediate color tone in the JIS hue. Further, in visual observation, the red sweet potato juice (Sample 10-1) exhibited a bright and vivid red color, and the purple sweet potato juice (Sample 10-2) exhibited a dark purple color.
- Example 11 "Preparation of sweet potato paste" A sweet potato paste, which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato line having excellent bright red color development produced in the above example as a raw material.
- the prepared red sweet potato paste (Sample 11-1) had the a value and the b value indicating the hue on the red side and the yellow side, respectively, as compared with the normal purple sweet potato paste (Sample 11-2).
- the L value indicating the brightness and the CHROMA value indicating the saturation also showed high values.
- the HUE value of red sweet potato paste (Sample 11-1) was 7.7 RP (intermediate color tone of reddish purple to purplish red in JIS hue), and 9.9P of purple sweet potato paste (Sample 11-2). It showed a color tone significantly different from (reddish purple color tone in JIS hue). Further, in visual observation, the red sweet potato paste (Sample 11-1) exhibited a bright and vivid red color, and the purple sweet potato paste (Sample 11-2) exhibited a dark purple color.
- Example 12 "Preparation of sweet potato powder" A sweet potato powder, which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato line having excellent bright red color development produced in the above example as a raw material.
- Example 11 The sweet potato paste prepared in Example 11 was rolled, dried in an oven, and then pulverized in a mill to produce sweet potato powder.
- a sweet potato powder was prepared in the same manner as described above except that the sweet potato paste of the variety Ayamurasaki was used in place of the sweet potato paste of Kyushu No. 187.
- the prepared red sweet potato powder (Sample 12-1) and purple sweet potato powder (Sample 12-2) showed the same color development characteristics as the sweet potato paste produced in Example 11.
- the HUE value of red sweet potato powder (Sample 12-1) is 7.7 RP (intermediate color tone of reddish purple to purplish red in JIS hue), and that of purple sweet potato powder (Sample 12-2). It showed a color tone significantly different from 9.9P (reddish purple color tone in JIS hue).
- the red sweet potato powder (Sample 12-1) exhibited a bright and vivid red color
- the purple sweet potato powder (Sample 12-2) exhibited a dark purple color.
- Example 13 "Analysis on the origin of pelargonidin-based anthocyanins" In the process of producing the new red sweet potato line according to Example 1, analysis of the origin of the trait having a high content of pelargonidin anthocyanin was performed.
- the original varieties 9-series 89360-8 and 9-series 294 have a pigment composition that does not contain pelargonidin-based anthocyanins. From the mating population obtained by mating these two strains, pelargonidin-based anthocyanins It was confirmed that individuals containing the above appeared with a frequency of about 12%. Since such lines containing pelargonidin anthocyanins do not appear in normal sweet potato line mating, it was speculated that there is a mechanism of action that causes the trait due to the genetic background generated by the combination of these original varieties. .. In addition, it was confirmed that the trait containing a high amount of pelargonidin anthocyanin is a stable trait that is genetically transmitted even in the progeny.
- Example 14 "Analysis regarding origin of acylation modification mode" In the process of producing the new red sweet potato line according to Example 1, analysis of the origin of the trait having a high content of hydroxycinnamic acid-modified anthocyanin was performed.
- the anthocyanin pigment composition in the lump root was analyzed for the original cultivar used for the strain production of Kyushu No. 187 in Example 1 (see FIG. 8).
- the analysis of the anthocyanin pigment was carried out by preparing an extract from the roots of the plant body of each line and subjecting it to HPLC / MS analysis in the same manner as in the method described in Example 1. The results are shown in Table 23.
- the ratio of hydroxycinnamic acid-modified anthocyanin of 9 series 89360-8 in the original variety showed a high value of 93.3% of all anthocyanin compounds. That is, it was shown that in this system, the acylation modification was a modification mode with a high hydroxycinnamic acid modification rate. In addition, the acylation modification mode of this system was such that R 2 which is the acylation modification site of the general structural formula (I) of anthocyanin contained a large amount of anthocyanins acylated with caffeic acid.
- the ratio of the hydroxycinnamic acid-modified anthocyanins of the original cultivar Kyushu 294 also showed a high value of 80.4% of all the anthocyanin compounds, but the mode of acylation modification is the production line after mating. It showed a different tendency from the Kyushu 187 system.
- the trait containing a high amount of hydroxycinnamon acid-modified anthocyanin of the red sweet potato strain produced in the present invention is a trait derived from one of the original varieties, 9 series 89360-8. It was. It is the first finding that the analysis revealed that the original variety, Kyushu 89360-8, has a genetic background of the acylation modification mode regarding the anthocyanin composition.
- Example 15 "Creation of a progeny system from Kyushu 187" It was verified whether the trait containing a high amount of pelargonidin anthocyanin of Kyushu No. 187 produced in Example 1 is a stable trait that is retained even in the subsequent strains.
- Kyushu No. 187 produced in Example 1 was crossed with Kyushu 10302-25 strain, and individuals having a stronger bright red color development than their progeny were selected to produce Kyushu 14258-2. Further, in the same manner, Kyushu No. 187 was crossed with the 9 series 11184-10 to produce the 9 series 14259-13 (see FIG. 8). Extracts were prepared from these tuberous roots and subjected to HPLC/MS analysis to analyze the compositional characteristics of the anthocyanin pigment. The analysis was performed in the same manner as in Example 1. The results are shown in Table 24. In addition, in the said table, the measurement result of Kyushu No. 187 in Example 1 is also shown together for comparison.
- 9 series 14258-2 and 9 series 14259-13 selected from the progeny population of Kyushu 187 are red sweet potato strains having a higher pelargonidin anthocyanin content ratio than Kyushu 187.
- these progeny lines have a high rate of modification of hydroxycinnamic acid as an acylation modification, similar to Kyushu No. 187.
- R 2 which is the acylation modification site of the general structural formula (I) of anthocyanins was a strain containing a large amount of anthocyanins acylated with caffeic acid.
- the pelargonidin-based anthocyanin content ratio was high by selecting individuals with a strong red color tone of the clump roots ( For example, it has been shown that it is possible to produce a line having a high hydroxycinnamic acid modification rate (for example, 85% or more, particularly 91% or more) (for example, 73% or more, particularly 87% or more). From this, the novel trait containing a high amount of pelargonidin anthocyanin of the red sweet potato line produced by crossing the two original varieties used in Example 1 as a main pigment is genetically and stably transmitted even in the subsequent generations. It was shown to be a trait.
- the difference in the type of aglycone anthocyanidin does not cause a large difference in the overall molecular weight of the anthocyanin compound, and in sweet potatoes, the difference in the anthocyanidin substantially changes the acylation modification mode.
- the value of 58 mL% with respect to all anthocyanin compounds is less than 70% when converted to the content ratio (peak area ratio) with respect to all anthocyanin compounds.
- Kyushu No. 187 which is a produced strain according to the present invention, is a strain containing a high content of hydroxycinnamic acid-modified anthocyanins because the peak area of anthocyanin compounds modified with hydroxycinnamic acids occupies about 87% of the total anthocyanin compound peak area.
- the compound of formula (I) have a compositional features anthocyanin compound of the modified style E ⁇ H where R 2 site was acylated with caffeic acid is a hydroxy cinnamic acids account for about 80% of the total anthocyanins compound peak area Then it was admitted.
- Kyushu No. 187 it was recognized that the ratio of the peak area of the anthocyanin compound modified with another phenolic acid modifying group, hydroxybenzoic acid, was small, and it was only about 24% of the total peak area of the anthocyanin compound.
- the RSWP strain which is a pelargonidin-based anthocyanin-containing strain disclosed in Patent Document 1
- the RSWP strain of Patent Document 1 was recognized as a strain in which the content of pelargonidin anthocyanins was not sufficiently high as compared with the Kyushu 187 strain produced in the present invention. In this respect, it was confirmed that the results were in agreement with the fact that the color tone of the RSWP system was red with a purple hue.
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Abstract
Description
本発明は、ヒドロキシ桂皮酸類修飾基を有するペラルゴニジン系アントシアニン化合物を色素成分として高含有するサツマイモ植物に関する。また、本発明は、鮮赤発色性及び化合物安定性を有するサツマイモ由来アントシアニン系色素組成物に関する。 The present invention relates to a sweet potato plant containing a high content of a pelargonidin-based anthocyanin compound having a hydroxycinnamon acid modifying group as a pigment component. The present invention also relates to a sweet potato-derived anthocyanin-based pigment composition having bright red color development and compound stability.
アントシアニン系色素は、複数の類似化合物の集合体である色素組成物であり、その化合物組成は原料植物の種類や品種、生育期間、生育環境等によって大きく異なる。アントシアニン系色素は、アグリコンであるアントシアニジンと糖分子の組み合わせに加えて、有機酸や各種修飾基の有無や種類によって膨大な類似化合物の組み合わせが存在し、それぞれが異なる色調や安定性等に関する分子的性質を有する。
サツマイモ色素は、サツマイモの根塊から主として製造されるアントシアニン系色素の一種であり、原料に由来する匂い特性も比較的良好な特性を示し、精製工程における過度な脱臭操作を必要としない色素素材である。また、サツマイモ色素は植物原料由来の天然色素であることから、近年の消費者の天然志向とも重なり、飲食品、香粧品、医薬部外品、医薬品等の多くの分野での優れた色素素材として利用されている。
Anthocyanin-based pigments are pigment compositions that are aggregates of a plurality of similar compounds, and the compound composition varies greatly depending on the type and variety of the raw material plant, the growing period, the growing environment, and the like. In addition to the combination of anthocyanidin, which is an aglycone, and a sugar molecule, anthocyanin dyes have a huge number of combinations of similar compounds depending on the presence or absence and type of organic acids and various modifying groups, and each has a different molecular tone and stability. It has the property.
Sweet potato pigment is a kind of anthocyanin pigment mainly produced from the root mass of sweet potato, and it is a pigment material that shows relatively good odor characteristics derived from raw materials and does not require excessive deodorization operation in the refining process. is there. In addition, since sweet potato pigment is a natural pigment derived from plant raw materials, it overlaps with the natural orientation of consumers in recent years, and as an excellent pigment material in many fields such as food and drink, cosmetics, quasi-drugs, and pharmaceuticals. It's being used.
通常のサツマイモ由来アントシアニン系色素は、アグリコンの種類の点でシアニジン系アントシアニン及びペオニジン系アントシアニンにて主として構成される組成を有する。その発色特性としては、当該化合物組成を反映して弱酸性域において紫~赤紫色調を呈するため、明るく鮮やかな赤色調のアントシアニン系色素を所望の場合には、通常のサツマイモ色素を利用することができない。
ここで、明るく鮮やかな赤色調を呈するアントシアニン系色素を所望の場合、上記赤紫系の色調を有するサツマイモ色素は不向きであることから、その発色特性の点で赤ダイコン色素が好適と認められる。しかし、赤ダイコン色素では、そのグルコシノレート組成の特徴に由来する臭い特性及び戻り臭に関する本質的な課題が認められる。
また、アントシアニン系色素の全般的な課題としては、色素化合物の発色特性の安定維持が指摘されているところ、サツマイモ色素や赤ダイコン色素については、アシル化アントシアニンを多く含む組成的特徴を有することから、比較的安定性に優れた色素組成物であると認められる。しかし、商品流通等における光暴露を前提とする飲食品等の分野においては、通常のサツマイモ色素や赤ダイコン色素の安定性では十分とは言えない場面も見受けられ、特に耐光性が更に優れたアントシアニン系色素の開発が求められている。
Ordinary sweet potato-derived anthocyanin pigments have a composition mainly composed of cyanidin-based anthocyanins and peonidin-based anthocyanins in terms of the type of aglycone. As its color development characteristics, it exhibits a purple to magenta tone in a weakly acidic range reflecting the compound composition. Therefore, when a bright and bright red anthocyanin dye is desired, a normal sweet potato dye should be used. I can't.
Here, when an anthocyanin-based pigment exhibiting a bright and vivid red tone is desired, the sweet potato pigment having a reddish-purple color tone is not suitable, and therefore the red radish dye is considered to be suitable in terms of its color-developing characteristics. However, the red radish dye has an essential problem regarding odor characteristics and return odor derived from the characteristics of its glucosinolate composition.
Further, as a general problem of anthocyanin dyes, it has been pointed out that stable maintenance of color development characteristics of dye compounds has been pointed out. However, sweet potato dyes and red radish dyes have compositional characteristics containing a large amount of acylated anthocyanins. , It is recognized that the dye composition has relatively excellent stability. However, in the field of foods and drinks that are premised on light exposure in product distribution, there are some cases where the stability of ordinary sweet potato pigments and red radish pigments is not sufficient, and in particular, anthocyanins with even better light resistance. Development of dyes is required.
本発明は、上記従来技術の事情に鑑みてなされたものでありその課題とする処は、鮮やかな赤色色調を呈する発色特性を有し且つ化合物安定性に優れたサツマイモ由来のアントシアニン系色素組成物、を提供することを目的とする。 The present invention has been made in view of the above-mentioned circumstances of the prior art, and a subject matter thereof is a sweet potato-derived anthocyanin-based pigment composition having a color-developing property exhibiting a bright red color tone and excellent compound stability. The purpose is to provide.
上記従来技術の状況において本発明者らは鋭意研究を重ねたところ、本発明者らが作出した育成系統である特定の2系統を原品種として組み合わせて交配を行ったところ、その交配集団及び後代集団の中から、通常のサツマイモ品種系統の植物体には含まれないペラルゴニジン系アントシアニン化合物を主要色素成分として高含有するサツマイモ植物が出現することを見出した。
また、当該サツマイモ植物では、糖鎖の特定部位がヒドロキシ桂皮酸類にてアシル化修飾されたアントシアニン化合物を高含有していたことから、安定性に優れた鮮赤発色性のアントシアニン系色素組成物を有するサツマイモ植物であると認められた。
そこで、本発明者らは、当該サツマイモ植物の塊根からアントシアニン系色素組成物を調製したところ、当該色素組成物では、極大吸収波長が赤ダイコン色素と同等の発色特性を示し、鮮やかな赤色調を呈するサツマイモ由来色素組成物が調製できることが示された。また、光照射により耐光性試験を行ったところ、一般的なサツマイモ色素や赤ダイコン色素と比較して、大幅に光安定性に優れた性質を有することが確認された。また、匂いに関する特性に関しても、通常のサツマイモ色素と同様に良好な匂い特性を有することが示された。
As a result of intensive research conducted by the present inventors in the situation of the above-mentioned prior art, when two specific strains, which are the breeding strains produced by the present inventors, were combined as the original varieties and crossed, the mating population and the progeny were found. From the population, it was found that sweet potato plants containing a high content of pelargonidin-based anthocyanin compounds, which are not contained in plants of normal sweet potato varieties, as a main pigment component emerge.
Further, in the sweet potato plant, since a specific site of the sugar chain contained a high amount of an anthocyanin compound acylated and modified with hydroxycinnamon acids, a bright red color-developing anthocyanin pigment composition having excellent stability was obtained. It was recognized as a sweet potato plant.
Therefore, the present inventors prepared an anthocyanin-based pigment composition from the roots of the sweet potato plant, and found that the pigment composition exhibited a maximum absorption wavelength equivalent to that of a red dicon pigment and produced a bright red tone. It was shown that the sweet potato-derived pigment composition to be presented can be prepared. In addition, when a light resistance test was conducted by light irradiation, it was confirmed that the light stability was significantly superior to that of general sweet potato dyes and red radish dyes. In addition, it was also shown that the odor characteristics were as good as those of ordinary sweet potato pigments.
ここで、親系統である「九系89360-8」及び「九系294」を由来とするそれぞれの後代系統群は、ペラルゴニジン系アントシアニンを含有する系統ではなく、通常のサツマイモ系統と同様にシアニジン系アントシアニン及びペオニジン系アントシアニンを色素成分として含む系統であるところ、「九系89360-8」及び「九系294」の交配による交配集団からは、驚くべきことにペラルゴニジン系アントシアニンを高含有にて蓄積するサツマイモ植物が一定の頻度で出現した。
当該作出機構の作用機序の詳細は不明であるところ、「九系89360-8」及び「九系294」の交配の交配集団では、ペラルゴニジンの生成及び蓄積を可能とする代謝機能を獲得したサツマイモ植物が出現しやすくなっていると推察された。
更に、当該作出されたサツマイモ植物は、下記構造式(I)中のR2がヒドロキシ桂皮酸類であるカフェ酸修飾基である割合が顕著に高く、当該部位のカフェ酸アシル化を司る酵素活性に適した遺伝的背景を備えたサツマイモ植物であると認められた。
Here, the respective progeny strains derived from the parent strains "Kyushu 89360-8" and "Kyushu 294" are not pelargonidin-type anthocyanin-containing strains, but the cyanidin-type strains like the normal sweet potato strains. A line containing anthocyanins and paeonidine-type anthocyanins as pigment components. Surprisingly, a high content of pelargonidin-type anthocyanins is accumulated from the cross population of the "9-type 89360-8" and "9-type 294" crosses. Sweet potato plants appeared at a constant frequency.
Although the details of the mechanism of action of the production mechanism are unknown, in the mating group of the "9-strain 89360-8" and "9-strain 294", the sweet potato that acquired the metabolic function that enables the production and accumulation of pelargonidin. It is speculated that plants are likely to appear.
Furthermore, the produced sweet potato plant has a remarkably high proportion of R 2 in the following structural formula (I) being a caffeic acid-modifying group that is a hydroxycinnamic acid, and has an enzymatic activity that controls caffeic acid acylation at the site. It was recognized as a sweet potato plant with a suitable genetic background.
ここで、これまでの過去の膨大なサツマイモの育種研究において、上記作出されたサツマイモ植物が有するヒドロキシ桂皮酸類の修飾基を有するペラルゴニジン系アントシアニンを高含有する系統の報告はないことを鑑みると、本発明に係るサツマイモ植物が発現する色素組成に関する表現型は、上記の原品種2系統の交配による交配集団に出現する特徴的な遺伝的背景に基づく形質と認められた。また、上記原品種以外の他のサツマイモ品種系統からでは、その遺伝的背景の観点から本発明に係るサツマイモ植物を得ることは困難と推察された。 Here, in the past large breeding studies of sweet potatoes, in view of the fact that there is no report of a line containing a high amount of pelargonidin anthocyanin having a modifying group of hydroxycinnamic acid in the sweet potato plant produced above, in view of the fact that there is no report. The phenotype relating to the pigment composition expressed by the sweet potato plant according to the present invention was recognized as a trait based on the characteristic genetic background that appears in the mated population obtained by crossing the above two original varieties. In addition, it was presumed that it would be difficult to obtain the sweet potato plant according to the present invention from the viewpoint of its genetic background from the sweet potato variety lines other than the above-mentioned original varieties.
また、本発明に係るサツマイモ植物は、ペラルゴニジン系アントシアニン化合物を「主要色素」として高含量にて蓄積可能な遺伝的背景を有する。
ここで、これまでに報告されているペラルゴニジン系アントシアニンを含有するサツマイモ系統としては、韓国における「Borami」系統(非特許文献1)及び欧州における「RSWP」系統(特許文献1等)が報告されている。しかし、これらの系統は本発明に係るサツマイモ植物とは別起源のサツマイモ系統であり、これらの系統にて色素組成物を調製した場合では鮮やかな赤色色調を呈する発色特性を実現することができない。
詳細には、非特許文献1によれば、「Borami」系統の塊根に含まれるアントシアニン化合物の主成分は「ペオニジン系アントシアニン」であり、ペラルゴニジン系アントシアニン含有率は全アントシアニン化合物中の36%(Cy:Pn:Pg=1:2.9:2.2)に過ぎないことが示されていた(非特許文献1、Table1及び第3155頁)。この点、Borami系統の色素組成物の発色特性は、当該色調が赤ダイコン色素とは異なる赤紫色の色調である点とも一致する知見と認められた。
また、本出願人は、特許文献1に記載の「RSWP」系統の組成的特徴を精査したところ(本願明細書 検討例1)、特許文献1の実施例である段落0084には、RSWP系統のペラルゴニジン系アントシアニン含量が、全アントシアニン化合物の58mоl%(全アントシアニン化合物の含量比に換算して70%に及ばない値:本願明細書 検討例1 参照)に過ぎないことが記載されていた。この点、RSWP系統は、ペラルゴニジン系アントシアニン含量が十分には高くない系統と認められ、その色調が紫みのある赤色である点とも一致する知見と認められた。
更に特許文献1を検討したところ(本願明細書 検討例1)、RSWP系統はアントシアニン色素のアシル化修飾様式に関する組成に関しても、本発明にて作出した赤サツマイモ植物とは大きく異なる組成であると認められた。具体的には、RSWP系統では、ヒドロキシ安息香酸修飾アントシアニンを主要ピークとして高含有し、安定性向上に寄与するヒドロキシ桂皮酸類修飾アントシアニンの含有量が少ない組成であると認められた(特許文献1 実施例1~3及びFig.1等)。
In addition, the sweet potato plant according to the present invention has a genetic background in which a pelargonidin-based anthocyanin compound can be accumulated in a high content as a "major pigment".
Here, as sweet potato lines containing pelargonidin anthocyanins that have been reported so far, the “Borami” line in Korea (Non-Patent Document 1) and the “RSWP” line in Europe (
Specifically, according to Non-Patent
Further, the present applicant examined the compositional characteristics of the “RSWP” line described in Patent Document 1 (Examination Example 1 of the present specification), and found in paragraph 0084, which is an example of
Furthermore, when
本発明は具体的には以下に記載の発明に関する。
[項1]
下記に記載の特徴を有する、ペラルゴニジン系アントシアニン化合物を色素成分として含有するサツマイモ植物:
(1)九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)の交配集団に属するサツマイモ植物、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属するサツマイモ植物である、
(2)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す、及び、
(3)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
[項2]
下記に記載の特徴を有する、項1に記載のサツマイモ植物:
塊根に含まれるアントシアニン系色素の組成として、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す:
The present invention specifically relates to the invention described below.
[Item 1]
A sweet potato plant containing a pelargonidin-based anthocyanin compound as a pigment component having the characteristics described below:
(1) A sweet potato plant belonging to the crossing group of Kyushu 89360-8 (FERM BP-22365) and Kyushu 294 (FERM BP-22364), or a progeny group whose parent is a sweet potato plant belonging to the crossing group It is a sweet potato plant,
(2) As the composition of the anthocyanin-based pigment contained in the root tuber, the peak area ratio of the pelargonidin-based anthocyanin compound in HPLC analysis is 70% or more with respect to the peak area of all the anthocyanin compounds, and
(3) As a composition of the anthocyanin dye contained in the root tuber, the peak area ratio of the anthocyanin compounds having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak areas of all the anthocyanin compounds.
[Item 2]
As the composition of the anthocyanin dye contained in the root tuber, the peak area ratio of the anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Indicates:
(当該構造式中、R1は、水素原子、水酸基、又はメトキシ基を示し、R2は、水素原子又はカフェ酸修飾基を示し、R3は、水素原子、p-ヒドロキシ安息香酸修飾基、カフェ酸修飾基、又はフェルラ酸修飾基を示す。)。 (In the structural formula, R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group, R 2 represents a hydrogen atom or a caffeic acid modifying group, R 3 represents a hydrogen atom, a p-hydroxybenzoic acid modifying group, A caffeic acid-modifying group or a ferulic acid-modifying group is shown.
[項3]
下記に記載の特徴を有する、項1又は2に記載のサツマイモ植物:
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、前記アントシアニン系色素組成物を含有しクエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する、及び、
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、色価E10%
1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。
[項4]
ペラルゴニジン系アントシアニン化合物を色素成分として含有するサツマイモ植物の作出方法であって、以下の工程を含む前記作出方法:
(1)九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)を交配して交配集団に属するサツマイモ植物を得る工程、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属するサツマイモ植物を得る工程、
(2)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示すものを選抜する工程、及び、
(3)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示すものを選抜する工程。
[項5]
項1~3のいずれかに記載のサツマイモ植物の植物体。
[項6]
項5に記載の植物体の加工品、搾汁物、抽出物、又はこれらの更なる加工品。
[項7]
以下に記載の特徴を有する、サツマイモ由来アントシアニン系色素組成物:
アントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す、及び、
アントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
[項8]
以下に記載の特徴を有する、項7に記載のサツマイモ由来アントシアニン系色素組成物:
アントシアニン系色素の組成として、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す:
[Item 3]
Regarding an anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, when an aqueous solution containing the anthocyanin dye composition and having a pH of 3 is prepared with a citrate buffer solution, visible light It has a maximum absorption wavelength in the region from 505 to 520 nm, and
Regarding the anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, the anthocyanin dye composition was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7. A 320 nm / A 530 nm value is 3 or more when an aqueous solution having a pH of 3 is prepared with a citrate buffer solution.
[Item 4]
A method for producing a sweet potato plant containing a pelargonidin-based anthocyanin compound as a pigment component, which comprises the following steps:
(1) A step of crossing 9 lines 89360-8 (FERM BP-22365) and 9 lines 294 (FERM BP-22364) to obtain sweet potato plants belonging to the crossing group, or crossing the sweet potato plants belonging to the crossing group The process of obtaining sweet potato plants belonging to the progeny group,
(2) As a composition of the anthocyanin-based pigment contained in the root tuber, a step of selecting one having a pelargonidin-based anthocyanin compound peak area ratio in HPLC analysis of 70% or more with respect to the peak areas of all anthocyanin compounds, and
(3) As the composition of the anthocyanin-based pigment contained in the root tuber, select the one in which the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Process.
[Item 5]
The plant body of the sweet potato plant according to any one of
[Item 6]
[Item 7]
Sweet potato-derived anthocyanin-based pigment composition having the following characteristics:
As the composition of the anthocyanin-based dye, the peak area ratio of the pelargonidin-based anthocyanin compound in the HPLC analysis shows 70% or more with respect to the peak area of the total anthocyanin compound, and
As for the composition of the anthocyanin-based dye, the peak area ratio of the anthocyanin compound having a hydroxycaterous acid modifying group in the HPLC analysis shows 50% or more with respect to the peak area of all the anthocyanin compounds.
[Item 8]
As the composition of the anthocyanin dye, the peak area ratio of the anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis is 50% or more based on the peak area of all the anthocyanin compounds:
(当該構造式中、R1は、水素原子、水酸基、又はメトキシ基を示し、R2は、水素原子又はカフェ酸修飾基を示し、R3は、水素原子、p-ヒドロキシ安息香酸修飾基、カフェ酸修飾基、又はフェルラ酸修飾基を示す。)。 (In the structural formula, R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group, R 2 represents a hydrogen atom or a caffeic acid modifying group, R 3 represents a hydrogen atom, a p-hydroxybenzoic acid modifying group, A caffeic acid-modifying group or a ferulic acid-modifying group is shown.
[項9]
以下に記載の特徴を有する、サツマイモ由来アントシアニン系色素組成物:
前記アントシアニン系色素組成物を含有し、クエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する、及び、
色価E10%
1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。
[項10]
下記に記載の体内吸収性に関する特徴を有する、項7~9のいずれかに記載のアントシアニン系色素組成物:
アヤムラサキに由来するアントシアニン系色素組成物の細胞透過量の1.5倍以上である。
[項11]
項5に記載の植物体を原料として用いる工程を含む、サツマイモ由来アントシアニン系色素組成物の製造方法。
[Item 9]
Sweet potato-derived anthocyanin-based pigment composition having the following characteristics:
When an aqueous solution containing the anthocyanin-based dye composition and having a pH of 3 is prepared with a citrate buffer, it has a maximum absorption wavelength of 505 to 520 nm in the visible light region, and
When an aqueous solution containing the anthocyanin dye composition and having a pH of 3 with a citric acid buffer solution was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7, the A 320 nm / A 530 nm value was obtained. 3 or more.
[Item 10]
The amount is 1.5 times or more the cell permeation amount of the anthocyanin dye composition derived from Ayamurasaki.
[Item 11]
本発明により、鮮やかな赤色色調を呈する発色特性を有し且つ化合物安定性に優れたサツマイモ由来のアントシアニン系色素組成物、を提供することが可能となる。
INDUSTRIAL APPLICABILITY According to the present invention, it is possible to provide a sweet potato-derived anthocyanin-based pigment composition having a color-developing property exhibiting a bright red color tone and excellent compound stability.
以下、本発明の実施形態について詳細に説明するが、本発明に係る技術的範囲は、下記した構成を全て含む態様に限定されるものではない。また、本発明に係る技術的範囲は、本発明に係る技術的特徴が奏する作用効果を実質的に妨げるものでなければ、下記に記載した構成以外の他の構成を含む態様を除外するものではない。
なお、本出願は、本出願人により日本国に出願された特願2019-038106に基づく優先権主張を伴う出願であり、その全内容は参照により本出願に組み込まれる。
Hereinafter, embodiments of the present invention will be described in detail, but the technical scope of the present invention is not limited to aspects including all of the following configurations. Further, the technical scope according to the present invention does not exclude aspects including other configurations other than the configurations described below, unless they substantially hinder the effects of the technical features according to the present invention. Absent.
This application is an application with priority claim based on Japanese Patent Application No. 2019-038106 filed in Japan by the applicant, the entire contents of which are incorporated into the present application by reference.
本明細書中、「アントシアニン化合物」とは、赤、青、紫等の色調を呈する植物原料由来の天然色素化合物であり、アグリコンであるアントシアニジンに糖分子(例えば、グルコース、ガラクトース、ラムノース等)が結合した配糖体を指す。糖分子の他に、有機酸(例えば、シナピン酸、カフェ酸、コハク酸、マロン酸等)が結合してアシル化アントシアニンとなることもある。アントシアニン化合物の構造は、アグリコンの種類、糖分子の種類及び結合位置、有機酸の有無や種類及び結合位置等の組み合わせにより、修飾様式が異なる分子種が数多く存在する。アントシアニン化合物は、これらの構造の相違により呈色色調や各種性質が様々に異なる。
本明細書中、「アントシアニジン」とは、アントシアニン化合物のアグリコンを指し、糖分子等と結合してアントシアニン化合物の骨格構造を構成する化合物を指す。アントシアニジンの一般構造式は、下記構造式(II)として示すことができる。構造式(II)におけるR21~R27は、水素原子(-H)、水酸基(-OH)、又はメトキシ基(-OCH3)のいずれかを示す。
In the present specification, the “anthocyanin compound” is a natural pigment compound derived from a plant raw material that exhibits a color tone of red, blue, purple, etc., and a sugar molecule (for example, glucose, galactose, rhamnose, etc.) is present in the anglycone anthocyanidin. Refers to bound glycosides. In addition to the sugar molecule, an organic acid (for example, sinapinic acid, caffeic acid, succinic acid, malonic acid, etc.) may bind to form an acylated anthocyanin. As for the structure of anthocyanin compounds, there are many molecular species having different modification modes depending on the combination of the type of aglycone, the type and binding position of sugar molecules, the presence or absence and type of organic acid, and the binding position. The anthocyanin compound has various different color tones and various properties due to the difference in these structures.
In the present specification, “anthocyanidin” refers to an aglycone of an anthocyanin compound, and a compound that forms a skeleton structure of an anthocyanin compound by binding with a sugar molecule or the like. The general structural formula of anthocyanidins can be expressed as the following structural formula (II). R 21 to R 27 in the structural formula (II) each represent a hydrogen atom (—H), a hydroxyl group (—OH), or a methoxy group (—OCH 3 ).
アントシアニジンは、A環、B環、及びC環の3つの環構造からなり、B環(構造式(II)右側のベンゼン環)に付加する水酸基(-OH)やメトキシ基(-OCH3)の数によりペラルゴニジン、シアニジン、デルフィニジン、ペオニジン、ペチュニジン、マルビジンの6系統に主として分類される。また、他にもオーランチニジン、ルテオリニジン、ヨーロピニジン、ロシニジン等を挙げることができる。これらは、アントシアニン化合物の構成アグリコンとなった場合にその色調が様々に異なる。 Anthocyanidin has three ring structures of A ring, B ring, and C ring, and has a hydroxyl group (—OH) or a methoxy group (—OCH 3 ) added to the B ring (benzene ring on the right side of the structural formula (II)). It is mainly classified into 6 strains of pelargonidin, cyanidin, delphinidin, peonidin, petunidin, and malvidin depending on the number. Other examples include auranthinidine, luteolinidin, europeinidine, rosinidine, and the like. These have various color tones when they become the constituent aglycones of the anthocyanin compound.
本明細書中、「An.」はアントシアニンを、「Pg」はペラルゴニジンを、「Cy」はシアニジンを、「Pn」はペオニジンを、を示す略称として用いられる場合がある。
なお、本明細書中、HPLC分析における「ピーク面積」という記載は、その化合物の「含量」を反映した値として読むことが可能である。「ピーク面積比」という用語は「含量比」と読むことが可能である。
本明細書中、「赤サツマイモ色素」という用語は、他の説明が無い限りにおいて、本発明に係るサツマイモ植物に由来するアントシアニン系色素を指す用語として用いる。
本明細書中、「紫サツマイモ色素」という用語は、他の説明が無い限りにおいて、サツマイモ品種「アヤムラサキ」に由来するアントシアニン系色素を指す用語として用いる。また、本明細書中の比較試料として用いる紫サツマイモ色素としては、実施例2に記載の方法により調製することができる。
In the present specification, "An." may be used as an abbreviation for anthocyanin, "Pg" for pelargonidin, "Cy" for cyanidin, and "Pn" for paeonidine.
In the present specification, the description of "peak area" in the HPLC analysis can be read as a value reflecting the "content" of the compound. The term "peak area ratio" can be read as "content ratio".
In the present specification, the term “red sweet potato pigment” is used as a term indicating an anthocyanin pigment derived from the sweet potato plant according to the present invention, unless otherwise specified.
In the present specification, the term “purple sweet potato pigment” is used as a term indicating an anthocyanin pigment derived from the sweet potato variety “Ayamurasaki” unless otherwise specified. The purple sweet potato dye used as the comparative sample in the present specification can be prepared by the method described in Example 2.
1.新規サツマイモ植物
本発明に係るサツマイモ植物は、Ipomoea batatasに属し、アントシアニン化合物の代謝系に関して通常のサツマイモ品種系統には無い遺伝的特性を有する。
1. 1. New Sweet Potato Plant The sweet potato plant according to the present invention belongs to Ipomoea batatas and has genetic characteristics not found in ordinary sweet potato varieties with respect to the metabolic system of anthocyanin compounds.
[作出手段]
本発明に係るサツマイモ植物は、親系統である九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)の交配により一定頻度にて得られる遺伝的背景を利用することにより作出することが可能となる。
即ち、本発明に係るサツマイモ植物は、親系統である九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)の交配により作出された交配集団に属するサツマイモ植物、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属する。
[Production means]
The sweet potato plant according to the present invention can be obtained by utilizing the genetic background obtained at a constant frequency by crossing the parent lines of 9-line 89360-8 (FERM BP-22365) and 9-line 294 (FERM BP-22364). It is possible to create.
That is, the sweet potato plant according to the present invention is a sweet potato plant belonging to a crossing group produced by crossing the parent lines 9-89360-8 (FERM BP-22365) and 9-294 (FERM BP-22364), or It belongs to a progeny group having a sweet potato plant belonging to the above-mentioned crossing group as a crossing parent.
原品種
本発明においては、特定の原品種2系統の交配により得られる交配集団から選抜を行うことによって、通常のサツマイモ品種系統の植物体には含まれないペラルゴニジン系アントシアニン化合物を主たる色素成分として高含有するサツマイモ植物を作出することができる。なお、本明細書中、「原品種」という用語は、品種登録されてない親系統を含む広義の用語として用いている。
本発明に係るサツマイモ植物は、シアニジン及びペオニジンの生成及び蓄積が抑制され、ペラルゴニジンの生成及び蓄積を可能とする代謝機構を備える。一方、本発明に係るサツマイモ植物の原品種である九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)は、通常のサツマイモ品種系統と同様にシアニジン系アントシアニン及びペオニジン系アントシアニンを主要色素とする系統であり、ペラルゴニジン系アントシアニンを含有する品種系統ではない。
しかしながら、本発明に係る塊根が鮮赤色調のサツマイモ植物の作出工程において、原品種には無いペラルゴニジン系アントシアニンを含有する形質が獲得される作用機序は不明であるところ、これらの原品種の組み合わせにより生じる交配集団では、ペラルゴニジン系アントシアニンを含有する形質を発現する遺伝的背景が一定頻度にて発生するものとなる。本発明に係るペラルゴニジン系アントシアニン含有形質は、上記の原品種2系統の交配による交配集団に特徴的な遺伝的背景に起因して発現する特別な形質と推察される。
Original varieties In the present invention, by selecting from a mating group obtained by crossing two specific original varieties, a pelargonidin-based anthocyanin compound that is not contained in a plant of a normal sweet potato variety line is used as a main pigment component. A sweet potato plant containing can be produced. In the present specification, the term “original variety” is used as a broad term that includes parent strains that are not registered as a variety.
The sweet potato plant according to the present invention has a metabolic mechanism in which the production and accumulation of cyanidin and peonidin are suppressed and the production and accumulation of pelargonidin are possible. On the other hand, 9-type 89360-8 (FERM BP-22365) and 9-type 294 (FERM BP-22364), which are the original varieties of the sweet potato plants according to the present invention, are cyanidin-type anthocyanins and peonydin-types, like the usual sweet potato varieties. It is a strain whose main pigment is anthocyanin, and is not a variety strain containing pelargonidin-based anthocyanin.
However, in the process of producing a sweet potato plant having a bright red-colored mass root according to the present invention, the mechanism of action in which a trait containing a pelargonidin-based anthocyanin, which is not found in the original varieties, is acquired is unknown. In the mating population generated by, the genetic background expressing the trait containing the pelargonidin anthocyanin occurs at a constant frequency. The pelargonidin-type anthocyanin-containing trait according to the present invention is presumed to be a special trait that is expressed due to the genetic background characteristic of the cross population of the above-mentioned two breeds of original varieties.
また、本発明に係るサツマイモ植物は、アントシアニン化合物がヒドロキシ桂皮酸類にてアシル化修飾されたアントシアニン化合物の含有量が著しく高い特性を備える。詳しくは、アントシアニン化合物の一般構造式(I)中のR2が、ヒドロキシ桂皮酸類であるカフェ酸類にてアシル化修飾されたアントシアニン化合物の含有量が著しく高く、当該部位のカフェ酸アシル化を司る酵素活性に適した代謝機能を備える。
当該形質は、原品種の一つである九系89360-8(FERM BP-22365)の遺伝的背景に由来するアシル化修飾特性に関する特徴的な形質と推察され、他の品種系統においては見出されていない。
ここで、原品種である九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)は、本発明者らが独自に作出した育成系統であり、公知又は公用技術とはなっていない。
Moreover, the sweet potato plant according to the present invention has a characteristic that the content of the anthocyanin compound in which the anthocyanin compound is acylated with a hydroxycinnamic acid is significantly high. Specifically, R 2 in the general structural formula (I) of the anthocyanin compound has a remarkably high content of the anthocyanin compound acylated with caffeic acid which is a hydroxycinnamic acid compound, and controls caffeic acid acylation of the site. It has a metabolic function suitable for enzyme activity.
This trait is presumed to be a characteristic trait related to the acylation modification property derived from the genetic background of one of the original cultivars, Kyushu 89360-8 (FERM BP-22365), and found in other cultivars. It has not been.
Here, the original varieties Kyushu 89360-8 (FERM BP-22365) and Kyushu 294 (FERM BP-22364) are breeding lines originally created by the present inventors, and are not known or publicly available techniques. is not.
以上の点が示すように、本発明では、上記原品種2系統の組み合わせによる交配集団又はその後代集団に着目してアントシアニン組成を指標とした選抜を行うことにより、ペラルゴニジン系アントシアニン化合物を高含有するサツマイモ植物を作出することが可能となる。
また、これまでの過去の膨大なサツマイモの育種研究において、本発明に係るサツマイモ植物が有するヒドロキシ桂皮酸類の修飾基を有するペラルゴニジン系アントシアニンを高含有する形質を備えた品種系統の報告例はない。この点、上記原品種2系統以外の他のサツマイモ品種系統の組み合わせからでは、その遺伝的背景の観点から本発明に係るサツマイモ植物を得ることが困難と推察される。
As shown in the above points, in the present invention, the pelargonidin-based anthocyanin compound is contained in a high amount by performing selection using the anthocyanin composition as an index by focusing on the mating population or the progeny population by the combination of the above two original varieties. It becomes possible to produce sweet potato plants.
In addition, in the past enormous breeding studies of sweet potatoes, there has been no report of a variety line having a trait containing a high content of pelargonidin anthocyanin having a modifying group of hydroxycinnamon acids possessed by the sweet potato plant according to the present invention. In this respect, it is presumed that it is difficult to obtain the sweet potato plant according to the present invention from the viewpoint of its genetic background from the combination of sweet potato varieties other than the above two original varieties.
原品種の交配集団又は後代集団
本発明に係るサツマイモ植物は、前記原品種の交配集団又はその後代集団に属する。
ここで、原品種の「交配集団」とは、前記原品種2系統を組み合わせた交配により得られる第一世代の子集団を指す。当該交配集団は、原品種2系統が有していた遺伝的背景を組み合わせて作出された集団であり、少なくともその一部の個体において、ペラルゴニジン系アントシアニンの蓄積を可能とする形質の遺伝的背景を新たに獲得して有する個体が含まれる。また、当該交配集団では、少なくともその一部又は全部の個体において、ヒドロキシ桂皮酸類修飾基を有するアントシアニンを高含有する形質を有するものとなる。
また、その「後代集団」とは、前記交配集団の属する個体を交配親の一方又は双方として得られる子集団及びその子孫集団を指す。より具体的には、前記交配集団に属する個体の自殖集団、前記交配集団に属する個体と他品種系統との交配集団、これらの自殖集団又はこれらと他品種系統との更なる交配集団、等を挙げることができる。また、当該後代集団としては、これらの更なる後代集団も含まれる。
Original breeding population or progeny population The sweet potato plants according to the present invention belong to the original breeding population or progeny population .
Here, the “breeding group” of the original variety refers to a first-generation offspring group obtained by crossing in which two lines of the original variety are combined. The mating population is a population created by combining the genetic backgrounds possessed by the two original strains, and at least in some of the individuals, the genetic backgrounds of the traits that enable accumulation of pelargonidin anthocyanins Individuals newly acquired and included are included. In addition, in the mating population, at least a part or all of the individuals have a trait having a high content of anthocyanin having a hydroxycinnamic acid modifying group.
Further, the "progeny group" refers to a child group and its descendant group obtained by using the individuals to which the mating group belongs as one or both of the mating parents. More specifically, a selfed population of individuals belonging to the mating population, a mating population of individuals belonging to the mating population with other breed lines, these selfed populations or further breeding populations of these with other breed lines, Etc. can be mentioned. The progeny group also includes these further progeny groups.
本発明に係るサツマイモ植物としては、自殖、同系他殖、交配、選抜等を繰り返すことによって、所望の優良形質を有するサツマイモ植物を得ることが可能である。ここで、優良形質とは、例えば、ペラルゴニジン系アントシアニン含量が更に高められた形質、ヒドロキシ桂皮酸類修飾基を有するアントシアニン含量が更に高められた形質、アントシアニン化合物の含量が更に高められた形質(例えば、原料色価が高い形質)、下記した加工品の品質や製造工程に有利な形質、等を挙げることができる。 As the sweet potato plant according to the present invention, it is possible to obtain a sweet potato plant having a desired excellent trait by repeating self-propagation, allogeneic breeding, mating, selection and the like. Here, the excellent traits are, for example, traits in which the content of pelargonidin-based anthocyanins is further increased, traits in which the content of anthocyanins having a hydroxycaterous acid modifying group is further increased, and traits in which the content of anthocyanin compounds is further increased (for example, (Characteristics with high raw material color value), traits advantageous for the quality of processed products and manufacturing processes described below, and the like can be mentioned.
作出方法
本発明においては、上記した本発明に係るサツマイモ植物の作出方法に関する発明が含まれる。
詳しくは、本発明においては、ペラルゴニジン系アントシアニン化合物を色素成分として含有するIpomoea batatasに属するサツマイモ植物の作出方法であって、以下の工程を含む前記作出方法に関する発明が含まれる。
(1)九系89360-8及び九系294を交配して交配集団に属するサツマイモ植物を得る工程、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属するサツマイモ植物を得る工程、
(2)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示すものを選抜する工程、及び、
(3)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示すものを選抜する工程。
Production Method The present invention includes the invention relating to the method for producing sweet potato plants according to the present invention.
More specifically, the present invention includes a method for producing sweet potato plants belonging to Ipomoea batatas containing a pelargonidin-based anthocyanin compound as a pigment component, which invention includes the following steps.
(1) A step of crossing 9 lines 89360-8 and 9 lines 294 to obtain sweet potato plants belonging to a cross population, or a step of obtaining sweet potato plants belonging to a progeny population having a sweet potato plant belonging to the cross population as a cross parent
(2) As a composition of the anthocyanin-based pigment contained in the root tuber, a step of selecting one having a pelargonidin-based anthocyanin compound peak area ratio in HPLC analysis of 70% or more with respect to the peak areas of all anthocyanin compounds, and
(3) As the composition of the anthocyanin-based pigment contained in the root tuber, select the one in which the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Process.
当該方法における作出工程としては、上記段落に記載した原品種の交配集団又はその後代集団からの選抜を行う工程を用いることができる。ここで、交配集団及び後代集団としては、上記段落に記載した内容を参照して用いることができる。また、自殖、同系他殖、交配、及び/又は選抜等を行う又は繰り返し、上記した特性や形質を発現するサツマイモ植物を得て、所望のサツマイモ植物として作出することもできる。
また、選抜工程におけるHPLC分析等に関する記載としては、詳しくは下記段落に記載した内容を参照して用いることができる。
ここで、本発明に係る作出方法では、上記(1)の工程を行った後、上記(2)の工程及び上記(3)に記載の工程を行う態様が可能である。また、上記(1)の工程の途中において、上記(2)の工程及び/又は上記(3)の工程を行う態様も可能である。また、上記(2)の工程と上記(3)の工程は、同時に行うことも可能であり、別々に行うことも可能である。また、上記(1)の工程、上記(2)の工程、及び上記(3)の工程は、それぞれ複数回行うことも可能である。
As the production step in the method, a step of selecting from the mating population of the original varieties described in the above paragraph or the progeny population can be used. Here, as the mating group and progeny group, the contents described in the above paragraph can be referred to and used. In addition, selfing, inbred allogeneic, mating, and/or selection or the like is performed or repeated to obtain a sweet potato plant expressing the above-mentioned characteristics and traits, and can be produced as a desired sweet potato plant.
As for the description regarding the HPLC analysis and the like in the selection step, the details described in the following paragraphs can be referred to and used.
Here, in the production method according to the present invention, it is possible to carry out the above-mentioned step (1) and then the above-mentioned step (2) and the above-mentioned (3). Further, a mode in which the step (2) and/or the step (3) is performed in the middle of the step (1) is also possible. Further, the step (2) and the step (3) can be performed simultaneously or separately. Further, the step (1), the step (2), and the step (3) can be performed plural times.
交配集団又は後代集団に属するか否かの判定手法
本発明に係るサツマイモ植物が上記原品種の交配集団又は後代集団に属するか否かの判断手法の一例としては、品種系統識別マーカー等を利用して行うことが可能である。当該判定が可能な識別マーカーとしては、本発明に係るサツマイモ植物に特異的なSNP(一塩基多型)やSSR(マイクロサテライト多型)などの遺伝子型を指標とすることが可能である。
なお、他品種系統との交配による後代集団の場合、このような識別マーカーが直接利用できない場合もあるが、当該態様の場合は、その交配親の遺伝的背景等も総合的に考慮して判定することが望ましい。
Method for determining whether to belong to a mating group or progeny group As an example of a method for determining whether a sweet potato plant according to the present invention belongs to a mating group or a progeny group of the original variety, a variety lineage identification marker or the like is used. Can be done by A genotype such as SNP (single nucleotide polymorphism) or SSR (microsatellite polymorphism) specific to the sweet potato plant according to the present invention can be used as an index as the identification marker that can be used for the determination.
In addition, in the case of a progeny population by crossing with another variety line, such an identification marker may not be directly available, but in the case of this aspect, the genetic background of the crossing parent etc. is comprehensively considered and judged. It is desirable to do.
[新規サツマイモ植物におけるアントシアニン化合物]
本発明に係るサツマイモ植物及びアントシアニン色素組成物において、HPLC分析のピーク面積算出に用いる「全アントシアニン化合物」とは、アントシアニジンをアグリコンとする配糖体の全化合物を指す。ここで、サツマイモ植物体や製造した色素組成物中には、下記構造式(I)から糖鎖が欠如した中間生成物やフラグメント化イオン等が存在する場合があるが、本発明にて作出したサツマイモ植物の好適態様ではこれらの低分子化した化合物の蓄積量は通常は極微量であるため、全アントシアニン化合物には含めずにピーク面積値の計算をすることが可能となる。
なお、本発明に係るサツマイモ植物及びアントシアニン組成物としては、サツマイモ生体内にて生成された又は組成物調製工程にて生じたこれらの低分子化化合物が、微量を超える量又は多量に混入する態様も含まれる。当該態様の場合では、全アントシアニン化合物としてこれらの低分子化化合物を考慮して計算を行うものとする。
また、本発明においては、分解を目的とした処理や保管等にて当該構造式(I)から糖鎖を欠如させて低分子化させた組成物を調製した場合、分解等の処理や保管等の後の組成物についても、分解前の構造式(I)の化合物量に換算した組成として計算を行うものとする。
[Anthocyanin compounds in new sweet potato plants]
In the sweet potato plant and anthocyanin pigment composition according to the present invention, the “total anthocyanin compound” used for the peak area calculation in the HPLC analysis refers to all the glycoside compounds having anthocyanidin as an aglycone. Here, in the sweet potato plant or the produced pigment composition, there may be an intermediate product lacking a sugar chain, fragmentation ion or the like according to the following structural formula (I), which was produced by the present invention. In the preferred embodiment of sweet potato plants, the amount of accumulation of these low molecular weight compounds is usually extremely small, and therefore the peak area value can be calculated without including them in all anthocyanin compounds.
Incidentally, as the sweet potato plant and anthocyanin composition according to the present invention, a mode in which these low molecular weight compounds produced in the sweet potato in vivo or generated in the composition preparation step are mixed in a quantity exceeding a trace amount or in a large amount. Is also included. In the case of the said aspect, calculation shall be performed considering these low molecular weight compounds as all the anthocyanin compounds.
In addition, in the present invention, when a composition in which a sugar chain is absent from the structural formula (I) is reduced to have a low molecular weight by treatment or storage for the purpose of decomposition, treatment such as decomposition or storage is performed. Also for the composition after the above, the calculation is performed as the composition converted into the amount of the compound of the structural formula (I) before the decomposition.
本発明に係るサツマイモ植物及びアントシアニン色素組成物に含まれる主要なアントシアニン化合物の一般構造式(I)を以下に示す。 The general structural formula (I) of the main anthocyanin compounds contained in the sweet potato plant and the anthocyanin pigment composition according to the present invention is shown below.
当該構造式中、R1としては、水素原子、水酸基、又はメトキシ基を示す。詳しくは、R1が水素原子の場合、構造式(I)はペラルゴニジン系アントシアニンとなる。また、R1が水酸基の場合、構造式(I)はシアニジン系アントシアニンとなる。また、R1がメトキシ基の場合、構造式(I)はペオニジン系アントシアニンとなる。また、R1としては、発色特性や安定性に実質的に悪影響がない限りは、他の官能基が結合したアントシアニン化合物が含まれる態様も許容される。 In the structural formula, R 1 represents a hydrogen atom, a hydroxyl group, or a methoxy group. Specifically, when R 1 is a hydrogen atom, the structural formula (I) is a pelargonidin-based anthocyanin. When R 1 is a hydroxyl group, the structural formula (I) is a cyanidin-based anthocyanin. When R 1 is a methoxy group, the structural formula (I) is a peonidin-based anthocyanin. Further, as R 1 , a mode in which an anthocyanin compound having another functional group bonded thereto is also allowed as long as it does not substantially adversely affect the color development characteristics and stability.
構造式(I)におけるR2は、水素原子、水酸基、又は有機酸修飾基を示す。有機酸修飾基としてはヒドロキシ桂皮酸類修飾基であることが好適である。
本発明に係るサツマイモ植物に含まれるアントシアニン化合物としては、R2が水素原子又はカフェ酸修飾基である修飾様式のアントシアニン化合物を挙げることができるが、特にはカフェ酸修飾基である修飾様式のアントシアニン化合物であることが好適である。また、本発明では、R2としては、水酸基や他の有機酸類修飾基等を含む態様も許容される。
R 2 in the structural formula (I) represents a hydrogen atom, a hydroxyl group, or an organic acid modifying group. As the organic acid modifying group, a hydroxycinnamon acid modifying group is preferable.
Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include a modification mode anthocyanin compound in which R 2 is a hydrogen atom or a caffeic acid modifying group, and particularly, a modification mode anthocyanin that is a caffeic acid modifying group. It is preferably a compound. Further, in the present invention, an embodiment in which R 2 contains a hydroxyl group, another organic acid modifying group or the like is also acceptable.
構造式(I)におけるR3は、水素原子、水酸基、又は有機酸修飾基を示す。有機酸修飾基としてはヒドロキシ桂皮酸類修飾基であることが好適である。
本発明に係るサツマイモ植物に含まれるアントシアニン化合物としては、R3が水素原子、p-ヒドロキシ安息香酸修飾基、カフェ酸修飾基、又はフェルラ酸修飾基である修飾様式のアントシアニン化合物を挙げることができる。また、本発明では、R3としては、水酸基や他の有機酸類修飾基等を含む態様も許容される。
R 3 in the structural formula (I) represents a hydrogen atom, a hydroxyl group, or an organic acid modifying group. As the organic acid modifying group, a hydroxycinnamon acid modifying group is preferable.
Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include anthocyanin compounds having a modification mode in which R 3 is a hydrogen atom, a p-hydroxybenzoic acid modifying group, a caffeic acid modifying group, or a ferulic acid modifying group. .. In the present invention, examples of R 3, embodiments containing a hydroxyl group or other organic acids modifying group and the like are also acceptable.
本発明に係るサツマイモ植物に含まれるアントシアニン化合物としては、構造式(I)にて構成される分子構造の化合物を挙げることができるところ、構造式(I)の化合物がイオン状態や塩の状態になった分子構造のものについても、構造式(I)の化合物に含まれる。
また、発色特性及び安定性に実質的に悪影響がない限りにおいては、構造式(I)に対して構造変化や官能基置換を有するアントシアニン化合物の態様が許容される。例えば、他のアントシアニジン分子に置換された骨格構造に有するアントシアニン化合物、他の糖分子に置換された骨格構造を有するアントシアニン化合物、糖分子の1つを欠如した骨格構造のアントシアニン化合物、何れかの官能基が置換された骨格構造を有するアントシアニン化合物、等の態様も許容される。これらの場合、アントシアニン化合物にこれらの化合物が含まれるようにして、下記の組成的特性に関する各ピーク面積値を算出することが可能である。
Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include a compound having a molecular structure composed of the structural formula (I), and the compound of the structural formula (I) is in an ionic state or a salt state. Those having a molecular structure that has become stable are also included in the compounds of structural formula (I).
Further, as long as the color development characteristics and stability are not substantially adversely affected, the embodiment of the anthocyanin compound having a structural change or functional group substitution with respect to the structural formula (I) is permitted. For example, the functionality of any of an anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule, an anthocyanin compound having a skeletal structure substituted with another sugar molecule, and an anthocyanin compound having a skeletal structure lacking one of the sugar molecules. Aspects such as anthocyanin compounds having a group-substituted skeletal structure are also acceptable. In these cases, it is possible to calculate each peak area value for the following compositional properties so that the anthocyanin compound contains these compounds.
[アントシアニン系色素の組成的特性]
本発明に係るサツマイモ植物は、鮮やかな赤色発色特性及び色素化合物の構造安定性に関与するアントシアニン色素の組成的特性を備える。当該組成的特性として、本発明に係るサツマイモ植物では、ペラルゴニジン系アントシアニン化合物を高含有し且つアントシアニン化合物のヒドロキシ桂皮酸類修飾率の高い組成的特性を備える。
[Compositional characteristics of anthocyanin dyes]
The sweet potato plant according to the present invention has vivid red color-developing properties and compositional properties of anthocyanin pigments that are involved in the structural stability of the pigment compound. As the compositional characteristic, the sweet potato plant according to the present invention has a compositional characteristic in which the pelargonidin-based anthocyanin compound is highly contained and the hydroxycinnamic acid modification rate of the anthocyanin compound is high.
発色特性に関する組成的特性(ペラルゴニジン系アントシアニン含有率等)
本発明に係るサツマイモ植物は、アントシアニン系色素の組成に関して、ペラルゴニジン系アントシアニン化合物を高含有する組成的特性を有する。一方、本発明に係るサツマイモ植物は、通常のサツマイモ植物では主要色素であるシアニジン系アントシアニンやペオニジン系アントシアニンの含有率が低い組成的特性を有する。
Compositional characteristics related to color development characteristics (pelargonidin-based anthocyanin content, etc.)
The sweet potato plant according to the present invention has a compositional property containing a high amount of a pelargonidin-based anthocyanin compound with respect to the composition of the anthocyanin-based pigment. On the other hand, the sweet potato plant according to the present invention has a compositional characteristic that the content of cyanidin-based anthocyanins and peonidin-based anthocyanins, which are main pigments in ordinary sweet potato plants, is low.
本発明に係るサツマイモ植物は、シアニジン及びペオニジンの生成及び蓄積が抑制され、ペラルゴニジンの生成及び蓄積を可能とする代謝系を機能獲得したサツマイモ植物と認められる。この点、本発明に係るサツマイモ植物は、鮮赤発色に優れたペラルゴニジン系アントシアニン化合物を主要色素として蓄積可能な遺伝的背景を有するサツマイモ植物と認められる。
当該色素組成により、本発明に係るサツマイモ植物は、通常のサツマイモ植物では表現できない鮮やかな赤色発色性を示す。特に塊根において、その鮮やかな赤色調が発揮される傾向が強い。当該サツマイモ植物の抽出液では酸性域において橙赤に近い色調を呈し、ダイコン色素と極めて近い色調を呈する。
The sweet potato plant according to the present invention is recognized as a sweet potato plant in which the production and accumulation of cyanidin and peonidin are suppressed and the metabolic system capable of producing and accumulating pelargonidin has been functionally acquired. In this respect, the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background capable of accumulating a pelargonidin anthocyanin compound excellent in bright red color as a main pigment.
Due to the pigment composition, the sweet potato plant according to the present invention exhibits a bright red color that cannot be expressed by a normal sweet potato plant. Especially in the lump root, the bright red tone tends to be exhibited. The extract of the sweet potato plant exhibits a color tone close to orange-red in the acidic region, and exhibits a color tone extremely close to that of the radish pigment.
ここで、通常のサツマイモ植物では、ペラルゴニジン系アントシアニンが生体内にて合成されない及び/又は蓄積されない代謝系を有するため、そのアントシアニン組成は、アントシアニンのアグリコンの種類の点でシアニジン系アントシアニン及びペオニジン系アントシアニンにて主として構成される組成的特徴を有する。その発色特性としては、当該化合物組成を反映して弱酸性域において紫~赤紫色調を呈する。
また、ペラルゴニジン系アントシアニンを含有する系統の報告例はあるが(特許文献1、非特許文献1)、本発明に係るサツマイモ植物のような組成にてペラルゴニジン系アントシアニンを高含有する系統の作出例は知られていない。
Here, since a normal sweet potato plant has a metabolic system in which pelargonidin-based anthocyanins are not synthesized and / or accumulated in vivo, the anthocyanin composition thereof is cyanidin-based anthocyanins and peonidin-based anthocyanins in terms of the type of aglycone of anthocyanins. It has compositional characteristics mainly composed of. As a color development characteristic, it reflects purple to reddish purple in the weakly acidic range, reflecting the composition of the compound.
In addition, although there are reports of strains containing pelargonidin-based anthocyanins (
本発明に係るサツマイモ植物としては、アントシアニン系色素の組成として、ペラルゴニジン系アントシアニン化合物含量が高い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す。
当該比率としては、70%以上の比率であれば、発色特性の観点で良好と判断される。特には、鮮やかな赤色発色の点を考慮すると、当該比率が75%以上、より好ましくは80%以上、更に好ましくは85%以上を示すサツマイモ植物が好適である。
As the sweet potato plant according to the present invention, it is preferable that the composition of the anthocyanin pigment has a composition characteristic that the content of the pelargonidin anthocyanin compound is high.
That is, the sweet potato plant according to the present invention has the following characteristics:
As the composition of the anthocyanin-based pigment contained in the root tuber, the peak area ratio of the pelargonidin-based anthocyanin compounds in the HPLC analysis is 70% or more with respect to the peak areas of all the anthocyanin compounds.
If the ratio is 70% or more, it is judged to be good from the viewpoint of color development characteristics. Particularly, in consideration of vivid red color development, sweet potato plants having the ratio of 75% or more, more preferably 80% or more, and further preferably 85% or more are preferable.
また、本発明に係るサツマイモ植物としては、アントシアニン系色素の組成として、ペラルゴニジン以外のアントシアニジンを骨格構造に含むアントシアニン化合物の含量が低い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるシアニジン系アントシアニン化合物及びペオニジン系アントシアニン化合物の合計のピーク面積比が、全アントシアニン化合物のピーク面積に対して30%未満を示す。
当該比率としては、30%未満の比率であれば、紫色調が低減された発色特性となり、発色特性の観点で良好と判断される。特には、鮮やかな赤色発色の点を考慮すると、当該比率が25%未満、より好ましくは20%未満、更に好ましくは15%未満を示すサツマイモ植物が好適である。
Further, as the sweet potato plant according to the present invention, it is preferable that the composition of the anthocyanin pigment has a composition characteristic that the content of the anthocyanin compound containing anthocyanidin other than pelargonidin in its skeletal structure is low.
That is, the sweet potato plant according to the present invention has the following characteristics:
As the composition of the anthocyanin-based pigment contained in the root tuber, the total peak area ratio of the cyanidin-based anthocyanin compound and the paeonidine-based anthocyanin compound in the HPLC analysis is less than 30% with respect to the peak areas of all the anthocyanin compounds.
If the ratio is less than 30%, the purple tone is reduced and the color development characteristic is determined to be good from the viewpoint of the color development characteristic. Particularly, in consideration of the vivid red color development, sweet potato plants exhibiting the ratio of less than 25%, more preferably less than 20%, still more preferably less than 15% are preferable.
アントシアニン系色素組成に関する上記した比率は、サツマイモの塊根の抽出液をHPLC分析して取得された値にて示される値であるが、当該値を指標とした場合、本発明に係るサツマイモ植物のアントシアニン系色素組成物の発色特性に関する評価を、塊根の抽出液を用いた測定操作にて行うことが可能となる。
ここで、抽出液を得るための溶媒としては、薄い酸性水溶液(一態様としては0.3~0.5%硫酸水)を挙げることができる。
また、上記した規定に用いるピーク面積は、一例としては、オクタデシルシリル基にて表面修飾されたシリカゲルを固定相として充填されたカラム(ODSカラム)を用いたHPLC分析にて測定することが可能である。また、分析条件としては、0.1%ギ酸水/0.1%ギ酸含有アセトニトリルを移動相としたグラジエント条件であって、流速0.2mL/分で温度40℃の溶出条件を採用することが可能である。検出波長としては、530nmを採用することが可能である。
当該HPLC分析の具体的な手法及び各種条件としては、アントシアニン化合物を示す各ピークの検出及び分離が可能な態様を採用することが可能であるが、一態様としては、実施例1に記載の手法及び条件を採用することができる。また、これに準じた手法及び条件を採用することも可能である。
The above-mentioned ratio regarding the anthocyanin-based pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of sweet potato lump root, but when the value is used as an index, the anthocyanin of the sweet potato plant according to the present invention is used. It is possible to evaluate the color development characteristics of the system dye composition by a measurement operation using a lump root extract.
Here, as the solvent for obtaining the extract, a dilute acidic aqueous solution (in one embodiment, 0.3 to 0.5% sulfuric acid water) can be mentioned.
Further, the peak area used in the above specification can be measured by HPLC analysis using a column (ODS column) packed with silica gel surface-modified with an octadecylsilyl group as a stationary phase, for example. is there. Further, as the analysis condition, a gradient condition using 0.1% formic acid water/0.1% formic acid-containing acetonitrile as a mobile phase, and elution conditions of a flow rate of 0.2 mL/min and a temperature of 40° C. may be adopted. It is possible. 530 nm can be adopted as the detection wavelength.
As a specific method and various conditions for the HPLC analysis, it is possible to adopt a mode capable of detecting and separating each peak indicating an anthocyanin compound, but as one mode, the method described in Example 1 is used. And conditions can be adopted. It is also possible to adopt a method and conditions according to this.
本発明に係るサツマイモ植物のアントシアニン色素組成物としては、発色特性や安定性に実質的に悪影響がない限りにおいては、上記した3種類以外のアントシアニジンを骨格構造とするアントシアニン化合物を含有する組成物も含まれる。 The anthocyanin pigment composition of the sweet potato plant according to the present invention includes a composition containing an anthocyanin compound having an anthocyanidin as a skeleton structure other than the above three types, as long as the color development characteristics and stability are not substantially adversely affected. included.
化合物安定性に関する組成的特性(アシル化修飾率)
本発明に係るサツマイモ植物は、アントシアニン色素の組成に関して、フェノール酸類にてアシル化されたアントシアニン化合物を高含有する組成的特性を有する。
Compositional properties related to compound stability (acyllation modification rate)
The sweet potato plant according to the present invention has a compositional property that the anthocyanin pigment is highly contained in the composition of the anthocyanin pigment, the anthocyanin compound being acylated with a phenolic acid.
ここで、アントシアニン化合物をアシル化修飾するフェノール酸類としては、ヒドロキシ桂皮酸類とヒドロキシ安息香酸類とを挙げることができるところ、色素化合物の安定性向上に寄与するフェノール酸類としては、抗酸化活性の高いヒドロキシ桂皮酸類であることが好適である。
本発明に係るサツマイモ植物のアントシアニン化合物では、ヒドロキシ桂皮酸類でのアシル化修飾率が非常に高く、一方、ヒドロキシ安息香酸類でのアシル化修飾率が低い。
即ち、本発明に係るサツマイモ植物は、ヒドロキシ桂皮酸類にてアシル化されたアントシアニン化合物を高含有する特徴を有する。また、本発明に係るサツマイモ植物は、ヒドロキシ安息香酸類にてアシル化されたアントシアニン化合物の含有率が低い特徴を有する。
本発明に係るサツマイモ植物は、アントシアニン化合物の代謝経路に関して、ヒドロキシ桂皮酸類でのアシル化修飾を司る代謝活性が強く、一方、ヒドロキシ安息香酸でのアシル化修飾を司る代謝活性が弱いサツマイモ植物と認められる。この点、本発明に係るサツマイモ植物は、抗酸化活性の高いヒドロキシ桂皮酸類でアシル化されたアントシアニン化合物を主要色素として蓄積可能な遺伝的背景を有するサツマイモ植物であると認められる。当該組成的特徴により、本発明に係るサツマイモ植物のアントシアニン系色素では、その発色色調の安定性に優れた機能が発揮される。
Here, examples of the phenolic acids that acylate and modify the anthocyanin compound include hydroxy katsura acids and hydroxybenzoic acids, and examples of the phenolic acids that contribute to improving the stability of the dye compound include hydroxy, which has high antioxidant activity. The cinnamic acids are preferred.
The anthocyanin compound of the sweet potato plant according to the present invention has a very high acylation modification rate with hydroxycinnamon acids, while a low acylation modification rate with hydroxybenzoic acids.
That is, the sweet potato plant according to the present invention is characterized by having a high content of an anthocyanin compound acylated with hydroxycinnamon acids. In addition, the sweet potato plant according to the present invention is characterized by having a low content of anthocyanin compounds acylated with hydroxybenzoic acids.
Regarding the metabolic pathway of the anthocyanin compound, the sweet potato plant according to the present invention is recognized as a sweet potato plant having a strong metabolic activity controlling acylation modification with hydroxy cascading acids, and a weak metabolic activity controlling acylation modification with hydroxybenzoic acid. To be In this respect, the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background capable of accumulating an anthocyanin compound acylated with hydroxycinnamon acids having high antioxidant activity as a main pigment. Due to the compositional characteristics, the anthocyanin-based pigment of the sweet potato plant according to the present invention exhibits a function excellent in the stability of its color tone.
ここで、先行文献に記載のペラルゴニジン系アントシアニン系統であるRSWP系統では、フェノール酸類のアシル化修飾様式に関して本発明に係るサツマイモ植物とは逆の修飾様式を示し、抗酸化活性の高いヒドロキシ桂皮酸類のアシル化修飾率が低く、一方、ヒドロキシ安息香酸類でのアシル化修飾率が高い組成的特徴を有する(特許文献1)。この点、RSWP系統のアントシアニン系色素は、組成的特徴の点で化合物安定性が高いものとは認められない。 Here, the RSWP strain, which is a pelargonidin-based anthocyanin strain described in the prior art, shows a modification mode opposite to that of the sweet potato plant according to the present invention with respect to the acylation modification mode of phenolic acids, and is a hydroxy cinnamic acid having high antioxidant activity. It has a compositional feature of low acylation modification rate and high acylation modification rate of hydroxybenzoic acids (Patent Document 1). In this respect, the RSWP-based anthocyanin-based dyes are not recognized as having high compound stability in terms of compositional characteristics.
本発明に係るサツマイモ植物としては、アントシアニン系色素の組成として、ヒドロキシ桂皮酸類修飾率が高い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
当該比率としては、50%以上の比率であれば、抗酸化活性が強く、化合物安定性の観点で良好と判断される。特には、当該比率が55%以上、より好ましくは60%以上、更に好ましくは65%以上、より更に好ましくは70%以上、特に好ましくは75%以上、より特に好ましくは80%以上、更に特に好ましくは85%以上を示すサツマイモ植物が好適である。
As the sweet potato plant according to the present invention, it is preferable to use, as a composition of the anthocyanin pigment, a plant having compositional characteristics with a high modification rate of hydroxycinnamic acids.
That is, the sweet potato plant according to the present invention has the following characteristics:
As the composition of the anthocyanin-based pigment contained in the root tuber, the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds.
As for the ratio, if it is 50% or more, the antioxidant activity is strong and it is judged to be good from the viewpoint of compound stability. In particular, the ratio is 55% or more, more preferably 60% or more, still more preferably 65% or more, even more preferably 70% or more, particularly preferably 75% or more, even more preferably 80% or more, still more particularly preferably. Is preferably a sweet potato plant showing 85% or more.
ここで、本発明において、アシル化修飾基となるヒドロキシ桂皮酸類修飾基とは、以下の構造式(III)にて示される修飾基を挙げることができる。ここで、構造式(III)は、当該構造式左側のカルボキシル残基の炭素原子が、アントシアニン化合物中の糖分子と結合した構造の官能基部分の構造を示す。詳しくは、構造式(III)は、構造式(I)中のR2やR3に相当する官能基を指す。
本発明に係るヒドロキシ桂皮酸類修飾基としては、例えば、当該構造式中、R31~R33のいずれかに水酸基を有し、その残りの側鎖に水素原子、水酸基、メトキシ基、又はプレニル基等を有する官能基を挙げることができる。
Here, in the present invention, the hydroxycinnamonic acid modifying group serving as the acylation modifying group may be a modifying group represented by the following structural formula (III). Here, the structural formula (III) shows the structure of the functional group portion of the structure in which the carbon atom of the carboxyl residue on the left side of the structural formula is bonded to the sugar molecule in the anthocyanin compound. Specifically, structural formula (III) refers to a functional group corresponding to R 2 or R 3 in structural formula (I).
The hydroxycinnamic acid-modifying group according to the present invention has, for example, a hydroxyl group in any of R 31 to R 33 in the structural formula and a hydrogen atom, a hydroxyl group, a methoxy group, or a prenyl group in the remaining side chain. And the like.
本発明に係るサツマイモ植物に含まれるアントシアニン化合物としては、アシル化修飾基となるヒドロキシ桂皮酸類としてカフェ酸又はフェルラ酸にて修飾されたものが好適である。即ち、本発明に係るヒドロキシ桂皮酸類修飾基としては、カフェ酸修飾基又はフェルラ酸修飾基である態様を好適に挙げることができる。
ここで、カフェ酸(3,4-ジヒドロキシ桂皮酸)修飾基としては、構造式(III)で示される官能基の構造において、R31が水酸基、R32が水酸基、R33が水素原子である官能基として示すことができる。また、フェルラ酸修飾基としては、構造式(III)で示される官能基の構造において、R31がメトキシ基、R32が水酸基、R33が水素原子である官能基として示すことができる。
また、アシル化修飾基となるカフェ酸とフェルラ酸の2種類以外のヒドロキシ桂皮酸類として、抗酸化活性の強いヒドロキシ桂皮酸類を修飾基とする態様も可能である。例えば、本発明に係るヒドロキシ桂皮酸類修飾基としては、カフェ酸異性体である各種ジヒドロキシ桂皮酸、イソフェルラ酸等の各種フェルラ酸異性体、p-クマル酸、シナピン酸、アルテピリンC、ロスマリン酸、等の修飾基を挙げることができるが、特にこれらに制限されない。
The anthocyanin compound contained in the sweet potato plant according to the present invention is preferably an anthocyanin compound modified with caffeic acid or ferulic acid as hydroxycinnamic acids serving as an acylating modification group. That is, as the hydroxycinnamic acid-modifying group according to the present invention, a mode that is a caffeic acid-modifying group or a ferulic acid-modifying group can be preferably cited.
Here, as the caffeic acid (3,4-dihydroxycinnamic acid) modifying group, in the structure of the functional group represented by the structural formula (III), R 31 is a hydroxyl group, R 32 is a hydroxyl group, and R 33 is a hydrogen atom. It can be shown as a functional group. The ferulic acid-modifying group can be shown as a functional group in which R 31 is a methoxy group, R 32 is a hydroxyl group, and R 33 is a hydrogen atom in the structure of the functional group represented by the structural formula (III).
Moreover, as the hydroxycinnamic acids other than the two types of caffeic acid and ferulic acid, which are the acylating modification groups, an embodiment in which hydroxycinnamic acids having a strong antioxidant activity is used as the modification group is also possible. For example, as the hydroxycinnamic acid-modifying group according to the present invention, various caffeic acid isomers such as dihydroxycinnamic acid, various ferulic acid isomers such as isoferric acid, p-coumaric acid, sinapinic acid, artepirin C, rosmarinic acid, etc. Modification groups of, but are not particularly limited to these.
また、本発明に係るサツマイモ植物としては、アントシアニン系色素の組成として、ヒドロキシ安息香酸類修飾率が低い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ安息香酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%未満を示す。
当該比率としては、50%未満の比率であれば、化合物安定性の観点で良好と判断される。特には、当該比率が45%未満、より好ましくは40%未満、更に好ましくは35%未満、より更に好ましくは30%未満、特に好ましくは25%未満、より特に好ましくは20%未満、更に特に好ましくは15%未満を示すサツマイモ植物が好適である。
Further, as the sweet potato plant according to the present invention, a plant having a composition property with a low hydroxybenzoic acid modification rate is preferable as the composition of the anthocyanin pigment.
That is, the sweet potato plant according to the present invention has the following characteristics:
As the composition of the anthocyanin-based dye contained in the clump root, the peak area ratio of the anthocyanin compound having a hydroxybenzoic acid modifying group in the HPLC analysis shows less than 50% with respect to the peak area of the total anthocyanin compound.
If the ratio is less than 50%, it is judged to be good from the viewpoint of compound stability. In particular, the ratio is less than 45%, more preferably less than 40%, even more preferably less than 35%, even more preferably less than 30%, particularly preferably less than 25%, even more preferably less than 20%, even more particularly preferably. Sweet potato plants showing less than 15% are suitable.
ここで、本発明において、アシル化修飾基となるヒドロキシ安息香酸類修飾基とは、以下の構造式(IV)にて示される修飾基を挙げることができる。ここで、構造式(IV)は、当該構造式左側のカルボキシル残基の炭素原子が、アントシアニン化合物中の糖分子側と結合した構造の官能基部分の構造を示す。詳しくは、構造式(IV)は、構造式(I)中のR2やR3に相当する官能基を指す。
本発明に係るヒドロキシ安息香酸類修飾基としては、例えば、当該構造式中、R41~R43のいずれかに水酸基を有し、その残りの側鎖に水素原子又は水酸基等を有する官能基を挙げることができる。
Here, in the present invention, the hydroxybenzoic acid modifying group serving as the acylation modifying group may be a modifying group represented by the following structural formula (IV). Here, the structural formula (IV) shows the structure of the functional group portion of the structure in which the carbon atom of the carboxyl residue on the left side of the structural formula is bound to the sugar molecule side in the anthocyanin compound. Specifically, the structural formula (IV) refers to a functional group corresponding to R 2 or R 3 in the structural formula (I).
Examples of the hydroxybenzoic acid-modifying group according to the present invention include a functional group having a hydroxyl group in any of R 41 to R 43 in the structural formula and a hydrogen atom or a hydroxyl group in the remaining side chain. be able to.
本発明に係るサツマイモ植物に含まれるアントシアニン化合物においては、アシル化修飾基となるヒドロキシ安息香酸類として、p-ヒドロキシ安息香酸にて修飾されたものを挙げることができる。即ち、本発明に係るヒドロキシ安息香酸類修飾基としては、p-ヒドロキシ安息香酸修飾基である態様を好適に挙げることができる。ここで、p-ヒドロキシ安息香酸(4-ヒドロキシ安息香酸)修飾基としては、構造式(IV)で示される官能基の構造において、R41が水素原子、R42が水酸基、R43が水素原子である官能基として示すことができる。
また、発色特性や安定性等に実質的に悪影響がない限りにおいては、当該化合物以外のヒドロキシ安息香酸類を修飾基とする態様も可能である。例えば、本発明に係るヒドロキシ安息香酸類修飾基としては、p-ヒドロキシ安息香酸異性体である各種ヒドロキシ安息香酸、没食子酸、プロトカテキュ酸、等の修飾基を挙げることができるが、特にこれらに制限されない。
Examples of the anthocyanin compound contained in the sweet potato plant according to the present invention include those modified with p-hydroxybenzoic acid as hydroxybenzoic acids serving as acylation modifying groups. That is, as the hydroxybenzoic acid-modifying group according to the present invention, a preferred embodiment is a p-hydroxybenzoic acid-modifying group. Here, as the p-hydroxybenzoic acid (4-hydroxybenzoic acid) modifying group, in the structure of the functional group represented by the structural formula (IV), R 41 is a hydrogen atom, R 42 is a hydroxyl group, and R 43 is a hydrogen atom. Can be shown as a functional group.
In addition, a mode in which a hydroxybenzoic acid other than the compound is used as the modifying group is also possible as long as there is substantially no adverse effect on the color development characteristics, stability, etc. For example, examples of the hydroxybenzoic acid modifying group according to the present invention include, but are not limited to, various modifying groups such as various hydroxybenzoic acids, which are p-hydroxybenzoic acid isomers, gallic acid, and protocatechuic acid. ..
本発明に係るサツマイモ植物に含まれるアントシアニン化合物としては、発色特性や安定性等に実質的に悪影響がない限りにおいては、フェノール酸類以外の有機酸にてアシル化修飾されたアントシアニン化合物も含まれる。アシル化修飾基となる有機酸としては、例えば、マロン酸、コハク酸等を挙げることができるが、特にこれらに制限されない。 The anthocyanin compound contained in the sweet potato plant according to the present invention also includes an anthocyanin compound acylated and modified with an organic acid other than phenolic acids, as long as there is no substantial adverse effect on color development characteristics, stability and the like. Examples of the organic acid serving as an acylation modifying group include, but are not limited to, malonic acid, succinic acid and the like.
本発明に係るサツマイモ植物のアントシアニン系色素化合物では、上記アシル化修飾部位として、構造式(I)におけるR2及び/又はR3がアシル化修飾部位である態様が好適である。即ち、構造式(I)中のR2及び/又はR3がアシル化修飾基であるアントシアニン化合物が好適である。また、発色特性及び安定性に実質的に悪影響がない限りにおいては、構造式(I)中のR2及びR3以外の修飾部位がアシル化修飾されたアントシアニン化合物を含む組成物も許容される。 In the anthocyanin pigment compound of the sweet potato plant according to the present invention, it is preferable that R 2 and/or R 3 in the structural formula (I) is an acylation modification site as the acylation modification site. That is, an anthocyanin compound in which R 2 and / or R 3 in the structural formula (I) is an acylation modifying group is suitable. In addition, a composition containing an anthocyanin compound in which modification sites other than R 2 and R 3 in the structural formula (I) are acylated and modified is also acceptable, as long as the coloring property and stability are not substantially adversely affected. ..
本発明に係るサツマイモ植物のアントシアニン系色素組成物としては、全アントシアニン化合物に対する比率として、アシル化修飾率に関する組成的特性が上記比率を示すものが好適である。特にヒドロキシ桂皮酸類の修飾比率が、上記比率を示すものが好適である。また、本発明に係るサツマイモ植物のアントシアニン系色素組成物としては、アグリコンの種類に関わらずに、アシル化修飾率に関する組成的特性が上記と同傾向を示すものが好適である。 As the anthocyanin-based pigment composition of the sweet potato plant according to the present invention, it is preferable that the compositional characteristics related to the acylation modification rate show the above ratio as the ratio to the total anthocyanin compounds. In particular, the modification ratio of hydroxycinnamic acids having the above ratio is suitable. Further, as the anthocyanin-based pigment composition of the sweet potato plant according to the present invention, one having the same tendency as the above-mentioned compositional properties regarding the acylation modification rate is preferable regardless of the type of aglycone.
アントシアニン系色素組成に関する上記した比率は、サツマイモの塊根の抽出液をHPLC分析して取得された値にて示される値であるが、当該値を指標とした場合、本発明に係るサツマイモ植物のアントシアニン系色素組成物の化合物安定性に関する評価を、塊根の抽出液を用いた測定操作にて行うことが可能となる。
ここで、HPLC分析を行うための手法や各種条件等は常法により行うことが可能であるが、実施形態の一例としては、上記段落に記載したHPLC分析の手法及び条件、実施例1の記載と同様にして行うことが可能である。
The above-mentioned ratio relating to the anthocyanin pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of tuberous root of sweet potato, when the value is used as an index, the anthocyanins of the sweet potato plant according to the present invention. It is possible to evaluate the compound stability of the system dye composition by a measurement operation using a lump root extract.
Here, the method and various conditions for performing the HPLC analysis can be performed by a conventional method, but as an example of the embodiment, the method and conditions for the HPLC analysis described in the above paragraph, and the description of Example 1 are given. It can be done in the same way as.
化合物安定性に関する組成的特性(特定修飾部位のカフェ酸修飾率)
本発明に係るサツマイモ植物は、アントシアニン色素の組成に関して、一般構造式(I)におけるR2がカフェ酸修飾基であるアントシアニン化合物を高含有する組成的特性を有する。ここで、カフェ酸は、ヒドロキシ桂皮酸類の中でも高い抗酸化活性を有する化合物である。そのため、カフェ酸修飾基は、安定性向上の力価が高く好適なアシル化修飾基となる。
Compositional properties related to compound stability (caffeic acid modification rate at specific modification sites)
Regarding the composition of the anthocyanin pigment, the sweet potato plant according to the present invention has a composition characteristic that the anthocyanin compound in which R 2 in the general structural formula (I) is a caffeic acid modifying group is highly contained. Here, caffeic acid is a compound having high antioxidant activity among hydroxycinnamic acids. Therefore, the caffeic acid-modifying group has a high potency for improving stability and is a suitable acylating modification group.
本発明に係るサツマイモ植物は、アントシアニン化合物の代謝経路に関して、ヒドロキシ桂皮酸類でのアシル化修飾を司る代謝活性が強いところ、特に、一般構造式(I)におけるR2においてカフェ酸でのアシル化修飾を司る代謝活性が強いサツマイモ植物と認められる。この点、本発明に係るサツマイモ植物は、抗酸化活性の力価の高いカフェ酸にてアシル化されたアントシアニン化合物を主要色素として蓄積可能な遺伝的背景を有するサツマイモ植物と認められる。当該特徴は、アントシアニン生成経路において色素安定性を発揮するために有利な特徴である。
当該組成的特徴により、本発明に係るサツマイモ植物のアントシアニン系色素では、その発色色調の安定性に優れた機能を発揮する。
The sweet potato plant according to the present invention has a strong metabolic activity that controls acylation modification with hydroxycinnamic acids with respect to the metabolic pathway of anthocyanin compounds, and in particular, R 2 in general structural formula (I) is modified with caffeic acid. It is recognized as a sweet potato plant with strong metabolic activity. In this respect, the sweet potato plant according to the present invention is recognized as a sweet potato plant having a genetic background in which anthocyanin compounds acylated with caffeic acid having a high antioxidative activity can be accumulated as a main pigment. This characteristic is advantageous for exhibiting dye stability in the anthocyanin production pathway.
Due to the compositional characteristics, the anthocyanin pigment of the sweet potato plant according to the present invention exerts a function excellent in stability of the color tone.
本発明に係るサツマイモ植物としては、アントシアニン系色素の組成として、特定修飾部位のカフェ酸修飾率が高い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ植物の塊根に含まれるアントシアニン系色素の組成として、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
当該比率としては、50%以上の比率であれば、化合物安定性の観点で良好と判断される。特には、当該比率が55%以上、より好ましくは60%以上、更に好ましくは65%以上、より更に好ましくは70%以上、特に好ましくは75%以上を示すサツマイモ植物が好適である。
As the sweet potato plant according to the present invention, a plant having a high caffeic acid modification rate at a specific modification site is preferable as the composition of the anthocyanin pigment.
That is, the composition of anthocyanin dye contained in tuberous roots of sweet potato plant according to the present invention, the peak area ratio of the anthocyanin compound having caffeic acid modifying group as R 2 in the structural formula (I) in the HPLC analysis, the total anthocyanin compound It shows 50% or more with respect to the peak area of.
If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability. In particular, sweet potato plants having a ratio of 55% or more, more preferably 60% or more, still more preferably 65% or more, still more preferably 70% or more, and particularly preferably 75% or more are preferable.
本発明に係るサツマイモ植物に含まれるアントシアニン系色素組成物は、構造式(I)のR2をアシル化修飾部位とするアントシアニン化合物を含む組成が好適であるところ、発色特性及び安定性に実質的に悪影響がない限りにおいては、構造式(I)に対して構造変化や官能基置換を有するアントシアニン化合物のR2に相当する部位を、アシル化修飾部位とするアントシアニン化合物を含む態様が許容される。例えば、他のアントシアニジン分子に置換された骨格構造に有するアントシアニン化合物、他の糖分子に置換された骨格構造を有するアントシアニン化合物、糖分子の1つを欠如した骨格構造のアントシアニン化合物、何れかの官能基が置換された骨格構造を有するアントシアニン化合物、等を含む組成物が許容される。
これらの場合、アントシアニン化合物にこれらの化合物が含まれるようにして、上記した組成的特性に関する各ピーク面積値を算出することが可能である。
Anthocyanin dye composition contained in the sweet potato plant according to the present invention, where the composition comprising the anthocyanin compound to acylation modification sites to R 2 of formula (I) are preferred, substantially in the color characteristics and stability As long as there is no adverse effect on the above, an embodiment containing an anthocyanin compound in which the site corresponding to R 2 of the anthocyanin compound having a structural change or functional group substitution with respect to the structural formula (I) is an acylation modification site is permitted. .. For example, the functionality of any of an anthocyanin compound having a skeletal structure substituted with another anthocyanidin molecule, an anthocyanin compound having a skeletal structure substituted with another sugar molecule, and an anthocyanin compound having a skeletal structure lacking one of the sugar molecules. Compositions containing anthocyanin compounds having a skeletal structure with substituted groups, etc. are acceptable.
In these cases, it is possible to calculate each peak area value relating to the above-mentioned compositional characteristics by including these compounds in the anthocyanin compound.
本発明に係るサツマイモ植物に含まれるアントシアニン系色素組成物では、アグリコンの種類に関わらずに、R2のカフェ酸修飾率に関する組成的特性が、上記と同傾向を示すものが好適である。 In the anthocyanin-based pigment composition contained in the sweet potato plant according to the present invention, it is preferable that the compositional characteristics regarding the caffeic acid modification rate of R 2 show the same tendency as described above regardless of the type of aglycone.
アントシアニン系色素組成に関する上記した比率は、サツマイモの塊根の抽出液をHPLC分析して取得された値にて示される値であるが、当該値を指標とした場合、本発明に係るサツマイモ植物のアントシアニン系色素組成物の化合物安定性に関する評価を、塊根の抽出液を用いた測定操作にて行うことが可能となる。
ここで、HPLC分析を行うための手法や各種条件等は常法により行うことが可能であるが、実施形態の一例としては、上記段落に記載したHPLC分析の手法及び条件、実施例1の記載と同様にして行うことが可能である。
The above-mentioned ratio relating to the anthocyanin pigment composition is a value indicated by a value obtained by HPLC analysis of an extract of tuberous root of sweet potato, when the value is used as an index, the anthocyanins of the sweet potato plant according to the present invention. It is possible to evaluate the compound stability of the system dye composition by a measurement operation using a lump root extract.
Here, the method and various conditions for performing the HPLC analysis can be performed by a conventional method, but as an example of the embodiment, the method and conditions for the HPLC analysis described in the above paragraph, and the description of Example 1 are given. It can be done in the same way as.
[吸光度に関する特性]
本発明に係るサツマイモ植物では、アントシアニン系色素組成物の鮮やかな赤色発色特性及び色素化合物の構造安定性に関して、その組成的特徴を反映した吸光度に関する値を指標とすることが可能である。
[Characteristics related to absorbance]
In the sweet potato plant according to the present invention, it is possible to use as an index the value regarding the absorbance reflecting the compositional characteristics of the bright red color-developing characteristics of the anthocyanin-based pigment composition and the structural stability of the pigment compound.
発色特性に関する吸光度特性(極大吸収波長)
本発明に係るサツマイモ植物は、アントシアニン色素組成物の鮮やかな赤色発色特性に関して、その組成的特徴を反映した吸光度に関する値を指標とすることが可能である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、前記アントシアニン系色素組成物を含有しクエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する。
ここで、極大吸収波長の値は、色素組成物の色調を示す値であり、赤ダイコン色素の極大吸収波長に近い値である程、鮮やかな赤色色調を示す値となり好適である。具体的には、pH3において赤ダイコン色素の極大吸収波長域である505~520nm(第四版 既存添加物自主規格)であれば良好と判断される。特には、pH3において当該値が505~518nm、好ましくは508~518nm、より好ましくは510~514nmを示すサツマイモ植物が好適である。
Absorbance characteristics related to color development characteristics (maximum absorption wavelength)
The sweet potato plant according to the present invention can use a value related to absorbance reflecting the compositional characteristics as an index for the bright red color-developing characteristics of the anthocyanin pigment composition.
That is, the sweet potato plant according to the present invention has the following characteristics:
With respect to the anthocyanin-based pigment composition obtained by extracting the lump root with 0.3% sulfuric acid water as a raw material, when an aqueous solution of
Here, the value of the maximum absorption wavelength is a value indicating the color tone of the dye composition, and the closer the value is to the maximum absorption wavelength of the red radish dye, the more preferable a value is a bright red color tone. Specifically, it is judged to be good if it is 505 to 520 nm which is the maximum absorption wavelength range of the red radish dye at pH 3 (4th edition voluntary standard for existing additives). Particularly, sweet potato plants having the value at
本発明に係るサツマイモ植物の当該極大吸収波長の値は、ペラルゴニジン系アントシアニン化合物を高含有する組成的特徴を反映した値であり、当該サツマイモ植物の抽出液では酸性域において橙赤に近い色調を呈し、赤ダイコン色素と極めて近い色調を呈する。
なお、通常の紫サツマイモのようにシアニジン系アントシアニン等を多く含む場合では、pH3における極大吸収波長が520~540nm付近であり、酸性域において紫に近い色調を呈する。
当該値を指標とした場合、本発明に係るサツマイモ植物の発色特性に関する評価を、塊根の抽出液を用いた簡便な吸光度測定操作にて行うことが可能となる。
The value of the maximum absorption wavelength of the sweet potato plant according to the present invention is a value reflecting the compositional characteristics of high content of the pelargonidin-based anthocyanin compound, and the extract of the sweet potato plant exhibits a color tone close to orange-red in the acidic region. , Has a color tone very close to that of the red radish dye.
When a large amount of cyanidin-based anthocyanin or the like is contained like ordinary purple sweet potato, the maximum absorption wavelength at
When the value is used as an index, it becomes possible to evaluate the color development characteristics of the sweet potato plant according to the present invention by a simple absorbance measurement operation using an extract of tuberous root.
化合物安定性に関する吸光度特性(A
320nm
/A
530nm
値)
本発明に係るサツマイモ植物は、アントシアニン色素組成物の化合物安定性に関して、その組成的特徴を反映した吸光度に関する値を指標とすることが可能である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、色価E10%
1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。
ここで、A320nm/A530nm値は、A320nm(波長320nm付近の極大吸収波長における吸光度)とA530nm(波長530nm付近の極大吸収波長における吸光度)の比を示す値である。A320nmは、ヒドロキシ桂皮酸類に関する構造の吸収波長を示し、A530nmはアントシアニン化合物の吸収波長を示すため、当該値が高い程、ヒドロキシ桂皮酸類に関する構造の含有率が高いと判断できる。即ち、当該値が高いほど化合物安定性の点で好適なアントシアニン系色素組成物となる。
具体的には、A320nm/A530nm値が3以上を示せば良好と判断される。特には、pH3において当該値が3.1以上、好ましくは3.2以上、より好ましくは3.3以上、更に好ましくは3.4以上を示すサツマイモ植物が好適である。
Absorbance characteristics related to compound stability (A 320 nm / A 530 nm value)
The sweet potato plant according to the present invention can use, as an index, the compound stability of the anthocyanin pigment composition, and the value relating to the absorbance reflecting the compositional characteristics thereof.
That is, the sweet potato plant according to the present invention has the following characteristics:
Regarding the anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, the anthocyanin dye composition was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7. A 320 nm / A 530 nm value is 3 or more when an aqueous solution having a pH of 3 is prepared with a citrate buffer solution.
Here, A 320nm / A 530nm value is a value indicating the ratio of A 320 nm (absorbance at the maximum absorption wavelength in the vicinity of a wavelength of 320 nm) and A 530 nm (absorbance at the maximum absorption wavelength in the vicinity of a wavelength of 530 nm). A 320 nm indicates the absorption wavelength of the structure related to hydroxycinnamic acids, and A 530 nm indicates the absorption wavelength of the anthocyanin compound. Therefore , it can be determined that the higher the value, the higher the content of the structure related to hydroxycinnamic acids. That is, the higher the value, the more suitable anthocyanin-based dye composition in terms of compound stability.
Specifically, if the A 320 nm / A 530 nm value is 3 or more, it is judged to be good. Particularly, a sweet potato plant having a value of 3.1 or more, preferably 3.2 or more, more preferably 3.3 or more, still more preferably 3.4 or more at
本発明に係るサツマイモ植物の当該吸光度の値は、ヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物を高含有する組成的特徴を反映した値であるため、当該サツマイモ植物のアントシアニン系色素組成物では、化合物安定性が高い特性が発揮される。
当該値を指標とした場合、本発明に係るサツマイモ植物のアントシアニン系色素組成物の安定性に関する評価を、塊根の抽出液を用いた簡便な吸光度測定操作にて行うことが可能となる。
Since the value of the absorbance of the sweet potato plant according to the present invention reflects the compositional characteristics of containing a high amount of the anthocyanin compound having a hydroxycinnonic acid modifying group, the anthocyanin-based pigment composition of the sweet potato plant is compound stable. Demonstrates high characteristics.
When the value is used as an index, the stability of the anthocyanin pigment composition of the sweet potato plant according to the present invention can be evaluated by a simple absorbance measurement operation using a tuber root extract.
[アントシアニン含有量に関する特性]
本発明に係るサツマイモ植物は、上記組成的特徴を有するアントシアニン系色素を植物体内に蓄積する特性を備える。特に塊根において高い濃度にてアントシアニン系色素を含有する性質(原料色価が高い性質)を有するものが好適である。
即ち、本発明に係るサツマイモ植物は、下記に記載の特徴を備える:
塊根を原料として0.3~0.5%硫酸水にて抽出した抽出液を得た場合において、当該抽出液の原料1g換算での色価E10%
1cm値が0.5以上である。
ここで、測定した色価E10%
1cm値の値は、当該値が高い値である程、植物体でのアントシアニン化合物の蓄積含量が高いことを示すため、各種製品の原料として用いる点で好適と判断できる。特には、当該色価E10%
1cm値が0.5以上であれば良好と判断される。特には、当該値が1以上、好ましくは2以上、より好ましくは3以上を示すサツマイモ植物が好適である。
[Characteristics related to anthocyanin content]
The sweet potato plant according to the present invention has the property of accumulating the anthocyanin pigment having the above-mentioned compositional characteristics in the plant body. Particularly, those having a property of containing anthocyanin dye at a high concentration in the root tuber (a property of high raw material color value) are preferable.
That is, the sweet potato plant according to the present invention has the following characteristics:
When an extract extracted from a mass root as a raw material with 0.3 to 0.5% sulfuric acid water is obtained, the color value E 10% 1 cm value of the extract in terms of 1 g of the raw material is 0.5 or more.
Here, the measured value of the color value E 10% 1 cm value indicates that the higher the value, the higher the accumulated content of the anthocyanin compound in the plant, and therefore it is suitable for use as a raw material for various products. Can be judged. Particularly, if the color value E 10% 1 cm value is 0.5 or more, it is judged to be good. Particularly, sweet potato plants having the value of 1 or more, preferably 2 or more, and more preferably 3 or more are suitable.
当該色価E10%
1cm値を指標として、貯蔵器官であるサツマイモの塊根におけるアントシアニン化合物含量を評価することが可能となる。また、当該値を指標として、植物体の他の器官・組織や植物体全体のアントシアニン化合物含量に関する推定評価を行うことも可能である。
本発明においては、当該色価E10%
1cm値が高いサツマイモ植物の植物体(特に塊根)を、各種製品原料としても用いることが好適である。また、なお、当該色価値が低いサツマイモ植物であっても、アントシアニン系色素の組成的特徴が上記した特徴を充足するものであれば、中間母本等の形質供与親として有効利用することが可能である。
Using the color value E 10% 1 cm value as an index, it is possible to evaluate the anthocyanin compound content in the mass root of sweet potato, which is a storage organ. It is also possible to use the value as an index to estimate the content of anthocyanin compounds in other organs / tissues of the plant or the whole plant.
In the present invention, it is preferable to use a plant body (particularly a lump root) of a sweet potato plant having a high color value E 10% 1 cm value as a raw material for various products. In addition, even in sweet potato plants having a low color value, if the compositional characteristics of the anthocyanin pigment satisfy the above-mentioned characteristics, it can be effectively used as a parent for transduction such as intermediate mothers. Is.
[その他の特性]
本発明に係るサツマイモ植物としては、上記した特性に加えて、色素製剤を含む当該植物の加工品の品質や製造工程に有利となる好適な形質を併せて備えた植物であることが好適である。
ここで、好適な形質としては、栽培特性や収穫物の品質、サツマイモ加工品等に有利になる任意の形質を挙げることができる。例えば、塊根の品質を向上させる形質(例えば、塊根の大きさ、塊根の形状、塊根の柔組織の密度等)、塊根の風味や栄養に関する形質(風味物質に関する組成、糖組成や含量、ビタミン含量等)、環境耐性に関する形質(例えば、耐寒性、耐暑性等)、耐病性に関する形質、成長に関する形質(例えば、栽培期間の早晩性、植物ホルモン合成系等)、生殖に関する形質(例えば、花成制御、自家不和合性、細胞質雄性不稔性等)等を挙げることができるが、特にこれらに制限されない。
一例としては、色素組成物の収量の歩留まりの観点からは、塊根が肥大した形状、塊根の組織が詰まった形質等であることが好適である。また、食品原料の品質の観点としては、塊根の風味に関する形質、塊根の栄養成分に関する形質等が好適と認められる。また、原料供給の労力等の低減の観点からは、成長特性に優れた形質、環境耐性に優れた形質、耐病性に優れた形質等を備えている場合、原料の農作物としての生産が容易となり好適と認められる。
[Other characteristics]
The sweet potato plant according to the present invention is preferably a plant having, in addition to the above-mentioned characteristics, suitable traits that are advantageous for the quality of the processed product of the plant including the pigment preparation and the manufacturing process. ..
Here, examples of suitable traits include arbitrary traits that are advantageous for cultivation characteristics, quality of harvested products, processed sweet potato products, and the like. For example, traits that improve the quality of lump roots (eg, lump root size, lump root shape, lump root soft tissue density, etc.), traits related to lump root flavor and nutrition (composition related to flavor substances, sugar composition and content, vitamin content, etc.) Etc.), environmental resistance traits (eg, cold resistance, heat resistance, etc.), disease resistance traits, growth traits (eg, early-late cultivation period, plant hormone synthesis system, etc.), reproduction-related traits (eg, flowering) Control, self-incompatibility, cytoplasmic male sterility, etc.), etc.), but are not particularly limited to these.
As an example, from the viewpoint of the yield yield of the pigment composition, it is preferable that the clump root has an enlarged shape, the clump root tissue is clogged, or the like. From the viewpoint of the quality of food raw materials, traits related to the flavor of lump roots, traits related to nutritional components of lump roots, and the like are considered to be suitable. In addition, from the viewpoint of reducing labor for supplying raw materials, if the traits have excellent growth characteristics, environmental resistance, disease resistance, etc., the raw materials can be easily produced as agricultural products. Recognized as suitable.
[新規サツマイモ品種系統]
本発明においては、上記した特性を有するサツマイモ植物の集団を得て、サツマイモ系統を作出することが可能である。また、本発明においては、当該系統からサツマイモ品種を作出することも可能である。
即ち、本発明においては、上記したサツマイモ植物を集団構成個体として含んでなる又は集団構成個体としてなる、サツマイモ品種又は系統に関する発明が含まれる。
[New sweet potato variety line]
In the present invention, it is possible to obtain a population of sweet potato plants having the above-mentioned characteristics and produce a sweet potato line. Further, in the present invention, it is also possible to produce sweet potato varieties from the strain.
That is, the present invention includes inventions relating to sweet potato varieties or lines, which contain the above-mentioned sweet potato plants as a group constituent individual or become a group constituent individual.
本発明においては、上記したサツマイモ植物を集団の構成個体とする品種又は系統の作出方法に関する発明が含まれる。当該方法における作出工程としては、上記段落に記載したサツマイモ植物を用いて自殖、同系他殖、交配、及び/又は選抜等を行う又は繰り返し、上記した特性や形質を発現するサツマイモ植物の集団を得て、所望のサツマイモ品種又は系統として作出することが可能となる。これらの具体的な手法は、上記段落や実施例に記載した内容を参照して用いることができる。 The present invention includes an invention relating to a method for producing a variety or line having the above-mentioned sweet potato plant as a constituent individual of a population. As a production step in the method, a population of sweet potato plants expressing the above-mentioned characteristics and traits is obtained by performing or repeating self-fertilization, allogeneic cross-breeding, mating, and / or selection using the sweet potato plants described in the above paragraph. Then, it becomes possible to produce a desired sweet potato variety or line. These specific methods can be used with reference to the contents described in the above paragraphs and examples.
上記原品種2系統の交配集団から作出した赤サツマイモ系統としては、特にペラルゴニジン系アントシアニン含量が高く鮮赤性に優れた九系06353-19を挙げることができる。また、その後代系統であり塊根肥大形質に優れた九州187号、九系14258-2、九系14259-13、等を挙げることができるが、特にこれらの限定されるものではない。 Examples of the red sweet potato strain produced from the crossed population of the above two original varieties include nine series 06353-19, which has a particularly high content of pelargonidin anthocyanin and excellent redness. In addition, Kyushu No. 187, 9 series 14258-2, 9 series 14259-13, etc., which are progeny lines and have excellent mass root hypertrophy traits, can be mentioned, but are not particularly limited thereto.
[植物体及びその利用]
本発明においては、上記した特性を有するサツマイモ植物の植物体又はその加工品に関する発明が含まれる。
[Plants and their use]
The present invention includes an invention relating to a plant body of a sweet potato plant having the above-mentioned characteristics or a processed product thereof.
植物体
本発明に係るサツマイモ植物の植物体は、各種分野において有効に利用することができ、特にアントシアニン系色素組成物の原料として好適に用いることができる。即ち、本発明では、上記したサツマイモ植物の植物体に関する発明が含まれる。
本発明に係る植物体としては、上記したサツマイモ植物を構成する植物体の全ての組織や器官等が含まれる。また、植物体の全体又は一部の如何なる部分を用いることができる。また、植物体を構成する組織や器官等を用いることができる。また、様々な発育ステージにある植物体を用いることができる。
例えば、塊根、根、葉、葉柄、つる、茎、芽、花、果実、種子、幼苗、等を挙げることができる。また、これらを含む植物体の全体又は一部を挙げることができる。
Plant Body The plant body of the sweet potato plant according to the present invention can be effectively used in various fields, and can be particularly preferably used as a raw material of an anthocyanin pigment composition. That is, the present invention includes the above-mentioned invention relating to the plant body of the sweet potato plant.
The plant according to the present invention includes all the tissues and organs of the plant constituting the above-mentioned sweet potato plant. In addition, any part of the whole or a part of the plant body can be used. In addition, tissues and organs constituting the plant body can be used. In addition, plants at various developmental stages can be used.
For example, roots, roots, leaves, petioles, vines, stems, buds, flowers, fruits, seeds, seedlings and the like can be mentioned. Moreover, the whole or a part of the plant body including these can be mentioned.
本発明に係るサツマイモ植物の植物体は、農産収穫物又は加工品等での利用を考慮すると、塊根(特には貯蔵器官として肥大した根部、イモ部分)を好適に用いることができる。特には成熟して肥大した塊根が好適である。塊根では、アントシアニン色素化合物を高含量にて蓄積されるため、アントシアニン系色素組成物の原料や各種加工品として好適に用いることができる。
即ち、本発明に係る植物体としては、塊根の一部若しくは全部、又は、前記植物体が塊根を含む部分を好適に挙げることができる。特には、本発明に係る植物体としては塊根の一部又は全部を好適に挙げることができる。
As the plant body of the sweet potato plant according to the present invention, tuberous roots (particularly, enlarged roots and potatoes as storage organs) can be preferably used in consideration of use in agricultural crops or processed products. In particular, mature and enlarged mass roots are suitable. In the root tuber, since the anthocyanin pigment compound is accumulated at a high content, it can be suitably used as a raw material for an anthocyanin pigment composition and various processed products.
That is, as the plant body according to the present invention, a part or all of the tuber root, or a portion in which the plant body contains the tuber root can be preferably mentioned. In particular, as the plant body according to the present invention, a part or all of the mass roots can be preferably mentioned.
本発明においては、本発明に係るサツマイモ植物の植物体を栽培する方法が含まれる。即ち、本発明においては、上記に記載のサツマイモ植物、又は、上記に記載の作出方法により得られたサツマイモ植物、の種子又は植物体を用いることを特徴とするサツマイモ植物の栽培方法、に関する発明が含まれる。
また、本発明においては、本発明に係るサツマイモ植物の植物体を生産する方法が含まれる。即ち、本発明においては、上記に記載のサツマイモ植物、又は、上記に記載の作出方法により得られたサツマイモ植物、を用いることを特徴とするサツマイモ植物体の生産方法、に関する発明が含まれる。
当該栽培方法や植物体の生産方法としては、本発明に係るサツマイモ植物の種苗(種子、苗等)や塊根等の植物体組織を用いること以外は常法を採用して行うことが可能である。
The present invention includes a method for cultivating a plant body of a sweet potato plant according to the present invention. That is, in the present invention, there is an invention relating to a method for cultivating a sweet potato plant, which comprises using the seeds or plants of the sweet potato plant described above or the sweet potato plant obtained by the production method described above. included.
In addition, the present invention includes a method for producing a plant body of a sweet potato plant according to the present invention. That is, the present invention includes an invention relating to a method for producing a sweet potato plant, which comprises using the sweet potato plant described above or a sweet potato plant obtained by the production method described above.
As the cultivation method and the production method of the plant body, it is possible to adopt a conventional method except that the plant body tissues such as seeds (seed, seedlings, etc.) and roots of the sweet potato plant according to the present invention are used. ..
加工品
本発明に係るサツマイモ植物の加工品は、各種分野において有効に利用することができ、特にアントシアニン系色素組成物又はそれを利用した製品として好適に用いることができる。即ち、本発明では、上記したサツマイモ植物の植物体の加工品に関する発明が含まれる。
詳しくは、本発明には、上記に記載のサツマイモ植物体の加工品、搾汁物、抽出物、又はこれらの更なる加工品に関する発明が含まれる。
Processed product The processed product of the sweet potato plant according to the present invention can be effectively used in various fields, and can be particularly preferably used as an anthocyanin-based pigment composition or a product using the same. That is, the present invention includes an invention relating to a processed product of the plant body of the above-mentioned sweet potato plant.
Specifically, the present invention includes inventions relating to the processed products, juices, extracts, or further processed products of the sweet potato plants described above.
本発明に係る加工品としては、原料である植物体に何等かの加工処理を施して得られた加工品全般が含まれる。当該加工品としては、様々な加工処理や加工段階のものが含まれるが、一例としては、植物体の搾汁物(搾汁液、半固形物、固形物等を含む)、植物体の抽出物(抽出液、半固形物、固形物等を含む)、植物体そのものの加工物(植物体の切断物、粉砕物、ペースト状物、ピューレ状物、乾燥物、粉末物、加熱処理物、冷凍処理物、各種物理的処理、各種化学的処理、各種酵素処理等)、前記各種加工品を更に加工した製品(二次加工品又はそれ以降の加工品)、等を挙げることができる。
また、これらの加工品の具体的な例示としては、塊根収穫物を利用したサツマイモ加工食品、搾汁液、前記搾汁液を利用したジュース等の飲料、植物体のペースト状物、植物体のピューレ状物、植物体の乾燥物、植物体の抽出物、色素組成物、色素製剤、染色剤、前記各種製品等を利用した着色加工品(例えば、着色飲食品等)を挙げることができる。
また、上記以外であっても、本発明に係るサツマイモ植物の植物体を利用した加工品と同等と認められるものであれば、本発明に係る加工品に含まれる。
The processed products according to the present invention include all processed products obtained by subjecting the plant body as a raw material to some processing. The processed products include those of various processing and processing stages, and as an example, squeezed products of plant bodies (including squeezed juice, semi-solids, solid products, etc.), plant extracts ( Extracts, semi-solids, solids, etc.), processed products of plants themselves (cut products of plants, crushed products, paste products, puree products, dried products, powder products, heat-treated products, frozen treatments) Products, various physical treatments, various chemical treatments, various enzyme treatments, etc.), products obtained by further processing the various processed products (secondary processed products or subsequent processed products), and the like.
Further, as specific examples of these processed products, sweet potato processed foods using tuber harvest, juice, beverages such as juice using the juice, pastes of plants, puree of plants Examples thereof include products, dried plants, extracts of plants, pigment compositions, pigment preparations, dyes, and colored processed products (for example, colored foods and drinks) using the various products.
In addition, other than the above, if it is recognized as equivalent to the processed product using the plant body of the sweet potato plant according to the present invention, it is included in the processed product according to the present invention.
本発明に係る加工品としては、塊根だけでなく植物体全体又は一部のいずれか(例えば茎葉等)を原料とした加工品も含まれるが、特には原料が塊根である態様が好適に想定される。
また、本発明においては、上記した各種加工品の製造方法に関する発明が含まれる。即ち、本発明においては、上記のサツマイモ植物体、又は、上記の作出方法により得られたサツマイモ植物の植物体、を原料として用いることを特徴とする、サツマイモ植物体の加工品、搾汁物、抽出物、又はこれらの更なる加工品の製造方法、に関する発明が含まれる。
当該加工品の製造方法としては、本発明に係るサツマイモ植物の植物体を用いること以外は常法にて行うことが可能である。
The processed product according to the present invention includes not only a lump root but also a processed product made from either the whole plant or a part (for example, foliage, etc.), but it is particularly preferable that the raw material is a lump root. To be done.
Further, the present invention includes inventions relating to the above-described method for manufacturing various processed products. That is, the present invention is characterized in that the above-mentioned sweet potato plant or the plant of the sweet potato plant obtained by the above-mentioned production method is used as a raw material, which is a processed product, juice, or extraction of the sweet potato plant. And inventions relating to methods for manufacturing these or further processed products.
As a method for producing the processed product, a conventional method can be used except for using the plant body of the sweet potato plant according to the present invention.
2.アントシアニン系色素組成物
本発明においては、上記した本発明に係るサツマイモ植物を原料として用いることにより、酸性域にて鮮やかな赤色色調を呈する発色特性を有し、且つ、化合物安定性に優れたサツマイモ由来のアントシアニン系色素組成物を製造することが可能となる。
2. In the anthocyanin dye composition of the present invention, by using the sweet potato plant according to the present invention as a raw material, it has a coloring property of exhibiting a bright red color tone in an acidic region, and the compound sweetness is excellent. It is possible to produce a derived anthocyanin dye composition.
本発明に係る色素組成物は、上記した本発明に係るサツマイモ植物のアントシアニン化合物を含んでなる色素組成物を指す。例えば、原料の一部に上記した本発明に係るサツマイモ植物の植物体を含む、又は、原料の全部が上記した本発明に係るサツマイモ植物の植物体である、アントシアニン系色素組成物を指す。
ここで、本明細書中、「アントシアニン系色素組成物」とは、アントシアニン化合物をその色素成分として含んでなる組成物を指し、アントシアニン化合物以外の他の色素や各種化合物を含む組成のものも含まれる。
本発明に係るアントシアニン系色素組成物としては、上記段落にて記載したサツマイモ植物体の各種加工品の態様が含まれる。
The pigment composition according to the present invention refers to a pigment composition containing the anthocyanin compound of the sweet potato plant according to the present invention described above. For example, it refers to an anthocyanin-based pigment composition in which a part of the raw material contains the plant body of the sweet potato plant according to the present invention described above, or the entire raw material is the plant body of the sweet potato plant according to the present invention described above.
Here, in the present specification, the "anthocyanin-based pigment composition" refers to a composition containing an anthocyanin compound as a pigment component thereof, and also includes a composition containing a dye other than the anthocyanin compound and various compounds. Be done.
The anthocyanin-based pigment composition according to the present invention includes various processed products of sweet potato plants described in the above paragraph.
本発明に係るアントシアニン系色素組成物としては、本発明に係る技術的特徴が奏する作用効果を実質的に妨げるものでなければ、下記の特徴以外の他の特徴を含むことを除外するものではない。また、本発明に係る技術的範囲は必須の技術的特徴以外については下記特徴を全て含む態様に限定されるものではない。
また、アントシアニン系色素組成に関する下記したHPLC分析を行うための測定波長、手法、及び条件等については、上記したサツマイモ植物に関する段落の記載と同様にして行うことが可能である。
The anthocyanin-based dye composition according to the present invention does not exclude features other than the following features unless it substantially interferes with the effects of the technical features according to the present invention. .. Further, the technical scope according to the present invention is not limited to the embodiment including all of the following features except for the essential technical features.
Further, the measurement wavelength, method, conditions and the like for performing the following HPLC analysis on the anthocyanin-based pigment composition can be carried out in the same manner as described in the above paragraph on sweet potato plants.
[発色特性に関する組成的特性]
本発明に係るアントシアニン系色素組成物では、原料であるサツマイモ植物のアントシアニン系色素組成物に由来する発色特性を示す。当該組成的特性として、本発明に係るサツマイモ由来アントシアニン系色素組成物では、ペラルゴニジン系アントシアニン化合物を高含有し且つアントシアニン化合物のヒドロキシ桂皮酸類修飾率の高い組成的特性を備える。
なお、以下に示す実施形態での好適態様及び/又は技術的特徴に関しては、上記したサツマイモ植物に関する段落の記載を参照して用いることができる。
[Compositional characteristics related to color development characteristics]
The anthocyanin-based dye composition according to the present invention exhibits coloring properties derived from the anthocyanin-based dye composition of the sweet potato plant as a raw material. As the compositional properties, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has a high content of pelargonidin-based anthocyanin compound and a high compositional property of the anthocyanin compound with a high hydroxycinnamon acid modification rate.
In addition, about the suitable aspect and/or technical feature in embodiment shown below, it can be used with reference to the description of the above-mentioned paragraph regarding a sweet potato plant.
発色特性に関する組成的特性(ペラルゴニジン系アントシアニン含有率等)
本発明に係るアントシアニン系色素組成物では、ペラルゴニジン系アントシアニン化合物を高含有し、シアニジン系アントシアニンやペオニジン系アントシアニンの含有率が低い組成的特徴を有する。
当該色素組成により、本発明に係るアントシアニン系色素組成物では、通常のサツマイモ色素では表現できない鮮やかな赤色発色性を示す。特に酸性域において橙赤に近い色調を呈し、ダイコン色素と極めて近い色調を呈する。
Compositional characteristics related to color development characteristics (pelargonidin-based anthocyanin content, etc.)
The anthocyanin-based pigment composition according to the present invention has a compositional feature of having a high content of a pelargonidin-based anthocyanin compound and a low content of a cyanidin-based anthocyanin or a peonidin-based anthocyanin.
Due to the dye composition, the anthocyanin dye composition according to the present invention exhibits a vivid red color development that cannot be expressed by a normal sweet potato dye. Especially in the acidic region, it exhibits a color tone close to orange-red and is extremely close to a radish pigment.
本発明に係るアントシアニン系色素組成物としては、ペラルゴニジン系アントシアニン化合物含量が高い組成的特徴を備えるものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記の特徴を備える:
アントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す。
当該比率としては、70%以上の比率であれば、発色特性の観点で良好と判断される。特には、鮮やかな赤色発色の点を考慮すると、当該比率が75%以上、より好ましくは80%以上、更に好ましくは85%以上を示すものが好適である。
As the anthocyanin-based pigment composition according to the present invention, one having a compositional characteristic having a high content of a pelargonidin-based anthocyanin compound is preferable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
As the composition of the anthocyanin-based dye, the peak area ratio of the pelargonidin-based anthocyanin compound in the HPLC analysis shows 70% or more with respect to the peak area of the total anthocyanin compound.
If the ratio is 70% or more, it is judged to be good from the viewpoint of color development characteristics. In particular, in consideration of the point of vivid red color development, those having a ratio of 75% or more, more preferably 80% or more, still more preferably 85% or more are preferable.
また、本発明に係るアントシアニン系色素組成物としては、ペラルゴニジン以外のアントシアニジンを骨格構造に含むアントシアニン化合物の含量が低い組成的特徴を備えるものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記の特徴を備える:
アントシアニン系色素の組成として、HPLC分析におけるシアニジン系アントシアニン化合物及びペオニジン系アントシアニン化合物の合計のピーク面積比が、全アントシアニン化合物のピーク面積に対して30%未満を示す。
当該比率としては、30%未満の比率であれば、紫色調が低減された発色特性となり、発色特性の観点で良好と判断される。特には、鮮やかな赤色発色の点を考慮すると、当該比率が25%未満、より好ましくは20%未満、より好ましくは15%未満を示すものが好適である。
Further, as the anthocyanin-based dye composition according to the present invention, one having a composition characteristic that the content of anthocyanin compounds other than pelargonidin in the skeletal structure thereof is low is suitable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
As the composition of the anthocyanin dye, the total peak area ratio of the cyanidin anthocyanin compound and the paeonidine anthocyanin compound in the HPLC analysis is less than 30% with respect to the peak areas of all the anthocyanin compounds.
If the ratio is less than 30%, the purple tone is reduced and the color development characteristic is determined to be good from the viewpoint of the color development characteristic. Particularly, in consideration of vivid red color development, it is preferable that the ratio is less than 25%, more preferably less than 20%, and more preferably less than 15%.
発色特性に関する吸光度特性(極大吸収波長)
本発明に係るアントシアニン系色素組成物は、その鮮やかな赤色発色特性に関して、上記した組成的特徴を反映した吸光度に関する値を示す組成物である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記の特徴を備える:
前記アントシアニン系色素組成物を含有しクエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する。
ここで、極大吸収波長の値は、色素組成物の色調を示す値であり、赤ダイコン色素の極大吸収波長に近い値である程、鮮やかな赤色色調を示す値となり好適である。具体的には、pH3において赤ダイコン色素の極大吸収波長域である505~520nm(第四版 既存添加物自主規格)であれば良好と判断される。特には、pH3において当該値が505~518nm、好ましくは508~518nm、より好ましくは510~514nmを示すものが好適である。
Absorbance characteristics related to color development characteristics (maximum absorption wavelength)
The anthocyanin-based dye composition according to the present invention is a composition showing a value regarding absorbance reflecting the above-mentioned compositional characteristics with respect to its bright red color-developing characteristics.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
When an aqueous solution having a pH of 3 is prepared with a citrate buffer solution containing the anthocyanin-based dye composition, it has a maximum absorption wavelength of 505 to 520 nm in the visible light region.
Here, the value of the maximum absorption wavelength is a value indicating the color tone of the dye composition, and the closer the value is to the maximum absorption wavelength of the red radish dye, the more preferable a value is a bright red color tone. Specifically, it is judged to be good if it is 505 to 520 nm which is the maximum absorption wavelength range of the red radish dye at pH 3 (4th edition voluntary standard for existing additives). In particular, those having a pH of 505 to 518 nm, preferably 508 to 518 nm, and more preferably 510 to 514 nm are preferable.
本発明に係るアントシアニン系色素組成物の当該極大吸収波長の値は、ペラルゴニジン系アントシアニン化合物を高含有する組成的特徴を反映した値である。
当該値を指標とした場合、本発明に係るアントシアニン系色素組成物の発色特性に関する評価を、簡便な吸光度測定操作にて行うことが可能となる。
The value of the maximum absorption wavelength of the anthocyanin-based dye composition according to the present invention is a value that reflects the compositional characteristics that the pelargonidin-based anthocyanin compound is highly contained.
When the value is used as an index, it becomes possible to evaluate the color forming characteristics of the anthocyanin dye composition according to the present invention by a simple absorbance measurement operation.
[発色特性及び全体色調]
本発明に係るアントシアニン系色素組成物では、原料であるサツマイモ植物のアントシアニン化合物の組成的特性により、鮮やかな赤色色調を呈する発色特性を示す。
本発明に係るアントシアニン系色素組成物の色調としては、pH3において赤みの紫~黄みの赤の色調を呈する。
また、マンセル表色系におけるHUE値(又はJIS色名)で表現した場合では、10P(赤みの紫)~5RP(赤紫)~10RP(紫みの赤)~5R(赤)の色調を呈する色素組成物である。好適にはマンセル表色系におけるHUE値(又はJIS色名)で表現した場合に5RP(赤紫)~10RP(紫みの赤)~5R(赤)の色調を呈する色素組成物である。
なお、本発明に係る色素組成物を粉末状に調製した場合、やや黒っぽい色調となる傾向がある。また、中性~アルカリ性域の溶液中では、呈する色調が青味・緑味を帯びた色調に変化する傾向がある。
[Color development characteristics and overall color tone]
The anthocyanin-based pigment composition according to the present invention exhibits coloring characteristics exhibiting a bright red color tone due to the compositional characteristics of the anthocyanin compound of the sweet potato plant as a raw material.
As the color tone of the anthocyanin-based pigment composition according to the present invention, it exhibits a reddish purple to yellowish red color tone at
Further, when expressed by the HUE value (or JIS color name) in the Munsell color system, it exhibits a hue of 10P (reddish purple) to 5RP (reddish purple) to 10RP (purple red) to 5R (red). It is a dye composition. A dye composition preferably exhibits a hue of 5RP (magenta) to 10RP (purple red) to 5R (red) when expressed by the HUE value (or JIS color name) in the Munsell color system.
When the dye composition according to the present invention is prepared in powder form, it tends to have a slightly blackish color tone. Further, in a solution in the neutral to alkaline range, the color tone to be exhibited tends to change to a bluish / greenish color tone.
本発明に係るアントシアニン系色素組成物では、Hunter Lab表色系の各値として、赤色色相を示す「a値」及び黄色色相を示す「b値」が、赤ダイコン色素が示す値に近い値であることが好適である。好ましくは、これらに加えて、明度を示す「L値」及び彩度を示す「CHROMA値」も、赤ダイコン色素が示す値に近いものであることが好適である。 In the anthocyanin-based pigment composition according to the present invention, as each value of the Hunter Lab color system, the "a value" indicating the red hue and the "b value" indicating the yellow hue are values close to the values indicated by the red dicon dye. It is preferable to have. Preferably, in addition to these, the "L value" indicating the lightness and the "CHROMA value" indicating the saturation are also preferably close to the values indicated by the red radish dye.
本発明に係るアントシアニン系色素組成物としては、酸性域にて鮮やかな赤色色調を有する赤ダイコン色素に近い発色特性を備えるものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
0.3%クエン酸水を用いて色価E10%
1cm値80換算で0.1質量%となるように前記アントシアニン系色素組成物を含む水溶液を調製した場合において、前記アントシアニン系色素組成物の代わりに赤ダイコン色素を配合したことを除いては前記と同様にして調製した水溶液との色差ΔE値が10以下である。
ここで赤ダイコン色素は、当該色素を含有し、クエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において513nmに極大吸収波長を有する赤ダイコンに由来するアントシアニン系色素組成物を指す。
ここで、当該色差ΔE値は、Hunter Lab表色系における赤ダイコン色素との色調の差異を定量化して示した数値であるため、当該値が小さいほど赤ダイコン色素に近い鮮やかな赤色色調を示す値となり好適である。具体的には、pH3における赤ダイコン色素との色差ΔE値が、10以下であれば良好と判断される。特には、pH3における当該値が8以下、より好ましくは5以下、更に好ましくは3以下を示すものが好適である。
ここで、当該評価において比較として用いる赤ダイコン色素としては、可視光領域において513nmに極大吸収波長を有する赤ダイコン色素を用いることができる。当該赤ダイコン色素としては、市販品を用いることができる。一例としては、三栄源エフ・エフ・アイ株式会社製の色素製剤「ベジタレッド[登録商標]AD」を挙げることができる。
As the anthocyanin-based dye composition according to the present invention, one having a color-developing characteristic close to that of a red radish dye having a bright red color tone in an acidic region is preferable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
When an aqueous solution containing the anthocyanin dye composition is prepared using 0.3% citric acid water so that the color value E is 10% and the 1 cm value is 80%, the anthocyanin dye composition is prepared. The color difference ΔE value from the aqueous solution prepared in the same manner as described above is 10 or less except that the red dicon dye is blended instead of.
Here, the red radish dye is an anthocyanin-based dye composition derived from red radish having a maximum absorption wavelength at 513 nm in the visible light range when an aqueous solution containing the dye and having a pH of 3 is prepared with a citrate buffer. Point to.
Here, since the color difference ΔE value is a numerical value that quantifies and shows the difference in color tone from the red radish dye in the Hunter Lab color system, the smaller the value, the brighter the red color tone closer to the red radish dye. It becomes a value and is suitable. Specifically, if the color difference ΔE value from the red radish dye at
Here, as the red radish dye used for comparison in the evaluation, a red radish dye having a maximum absorption wavelength of 513 nm in the visible light region can be used. A commercial item can be used as the red radish dye. As an example, a pigment preparation "Vegita Red [registered trademark] AD" manufactured by Saneigen FFI Co., Ltd. can be mentioned.
色素に関する技術的用語
本明細書中にて用いた色素に関する用語のうち主要なものを以下に説明する。
本明細書中「Hunter Lab表色系(Lab系)」とは、色度を示すa軸及びb軸よりなる直交座標とこれに垂直なL軸とから構成される色立体を成す表色系である。
ここで、「L値」とは明度を数値で表した値である。L値=100の時は白色となり、L値=0の時は黒色となる。「a値」とは赤色と緑色の色調を数値で表現した値である。a値の値が高いほど赤色が強くなり、a値の値が低いほど緑色が強くなる。「b値」とは黄色と青色の色調を数値で表現した値である。b値の値が高いほど黄色が強くなり、b値の値が低いほど青色が強くなることを示す。
Technical Terms Related to Dyes The main terms related to dyes used herein are described below.
In the present specification, the “Hunter Lab color system (Lab system)” is a color system that forms a color solid composed of orthogonal coordinates consisting of a-axis and b-axis indicating chromaticity and an L-axis perpendicular thereto. Is.
Here, the "L value" is a value expressing the brightness numerically. When the L value = 100, it becomes white, and when the L value = 0, it becomes black. The "a value" is a value that numerically expresses the color tones of red and green. The higher the a value, the stronger the red color, and the lower the a value, the stronger the green color. The "b value" is a value that numerically expresses the color tones of yellow and blue. The higher the b value, the stronger the yellow color, and the lower the b value, the stronger the blue color.
本明細書中「CHROMA値」とは、Hunter Lab表色系における原点からの距離を下記式(1)によって数値で表した値である。彩度を示す値として用いられる。当該値が大きいほど色彩が鮮やかであることを示す。 In the present specification, the "CHROMA value" is a value obtained by numerically expressing the distance from the origin in the Hunter Lab color system by the following formula (1). It is used as a value indicating saturation. The larger the value is, the more vivid the color is.
本明細書中「色差(ΔE)」とは、Hunter Lab表色系において2色をプロットした点である(a1,b1,L1)及び(a2,b2,L2)の間の隔たりの距離を、下記式(2)によって算出して数値で表した値である。 In the present specification, the “color difference (ΔE)” is a point between (a 1 , b 1 , L 1 ) and (a 2 , b 2 , L 2 ) in which two colors are plotted in the Hunter Lab color system. It is a value expressed numerically by calculating the distance between the two by the following formula (2).
本明細書中「HUE値」とは、Hunter Lab表色系におけるa軸及びb軸の直交座標上のプロット(a値、b値)と原点とを結んだ直線の形成角度を、マンセル色相環における色相表記に変換して表現した色相を表す値である。色相を記号及び数値で表した値である。 In the present specification, the "HUE value" refers to the formation angle of a straight line connecting the origin and the plot (a value, b value) on the orthogonal coordinates of the a-axis and the b-axis in the Hunter Lab color system, and the Munsell hue circle. It is a value representing the hue expressed by being converted into the hue notation in. It is a value representing the hue with a symbol and a numerical value.
本明細書中「極大吸収波長」(λmax)とは、色素又は色素組成物における可視光領域における吸収度が極大となる光波長(nm)を示す。また、本明細書中「吸光度」とは、物質が光を吸収する度合を表す値である。例えば、極大吸収波長(λmax)の吸光度(Aλ)は、下記式(3)にて求めることができる。当該式中、Aは吸光度を、λは極大吸収波長を、Aλは極大吸収波長における吸光度を、Iは入射光強度を、I0は透過光強度を意味する。 In the present specification, the “maximum absorption wavelength” (λmax) refers to a light wavelength (nm) at which the dye or the dye composition has a maximum absorption in the visible light region. Further, in the present specification, the "absorbance" is a value indicating the degree to which a substance absorbs light. For example, the absorbance (A λ ) of the maximum absorption wavelength (λmax) can be obtained by the following equation (3). In the formula, A means absorbance, λ means maximum absorption wavelength, A λ means absorbance at maximum absorption wavelength, I means incident light intensity, and I 0 means transmitted light intensity.
本明細書中、「色価」とは、「色価E10%
1cm」を意味し、「色価E10%
1cm」とは、10質量%の色素組成物含有溶液を調製した場合において、光路長が1cmの測定セルを用いて、可視光領域における極大吸収波長(λmax)の吸光度(A:Absorbance)に基づいて算出される値である。
本明細書中、「色価換算」とは、色素(色素組成物)を色価当たりの数値に換算することをいう。例えば、色価80換算で0.05質量%とは、色素(色素組成物)を色価80となるように調整した場合において溶液中に含まれる色素含量が0.05質量%となる量を意味する。
In the present specification, the "color values" means "color value E 10% 1 cm", the "color value E 10% 1 cm", when the preparation of the 10 weight% of the dye composition-containing solution, It is a value calculated based on the absorbance (A: Absorbance) at the maximum absorption wavelength (λmax) in the visible light region using a measurement cell having an optical path length of 1 cm.
In the present specification, "conversion of color value" refers to conversion of a dye (a dye composition) into a numerical value per color value. For example, 0.05% by mass in terms of a color number of 80 means that the amount of the dye contained in the solution is 0.05% by mass when the dye (dye composition) is adjusted to have a color number of 80. means.
本明細書中、「クエン酸緩衝液(pH3.0)」とは、クエン酸及びリン酸塩(Na2HPO4)を用いてpH3.0に調整された緩衝液であり、詳細には、第9版食品添加物公定書(日本国厚生労働省)に記載の方法に従って調製することができる。McIlvaine(マッキルベイン)緩衝液としても知られている。 In the present specification, the “citrate buffer solution (pH 3.0)” is a buffer solution adjusted to pH 3.0 with citric acid and a phosphate (Na 2 HPO 4 ), and specifically, It can be prepared according to the method described in the 9th edition Food Additives Official Standard (Ministry of Health, Labor and Welfare of Japan). Also known as McIlvaine buffer.
本明細書中「色素残存率」とは、安定性等の試験前及び試験後に測定した各色素の極大吸収波長の吸光度を基にして、下記式(4)によって算出される値である。本明細書においては、極大吸収波長が維持されている色素化合物の残存割合を色素残存率として算出することによって、発色特性が安定維持された色素化合物の割合を評価する値として用いている。 In the present specification, the "dye residual ratio" is a value calculated by the following formula (4) based on the absorbance of the maximum absorption wavelength of each dye measured before and after the test such as stability. In the present specification, the residual ratio of the dye compound in which the maximum absorption wavelength is maintained is calculated as the dye residual ratio, and is used as a value for evaluating the ratio of the dye compound in which the color development characteristics are stably maintained.
[化合物安定性に関する組成的特性]
本発明に係るアントシアニン系色素組成物では、原料であるサツマイモ植物のアントシアニン系色素組成物に由来する化合物安定性に関する性質を示す。
なお、以下に示す実施形態での好適態様及び/又は技術的特徴に関しては、上記したサツマイモ植物に関する段落の記載を参照して用いることができる。
[Compositional characteristics relating to compound stability]
The anthocyanin-based pigment composition according to the present invention exhibits properties related to compound stability derived from the anthocyanin-based pigment composition of a sweet potato plant as a raw material.
In addition, about the suitable aspect and/or technical feature in embodiment shown below, it can be used with reference to the description of the above-mentioned paragraph regarding a sweet potato plant.
化合物安定性に関する組成的特性(アシル化修飾率等)
本発明に係るアントシアニン系色素組成物は、フェノール酸類にてアシル化されたアントシアニン化合物を高含有する組成的特性を有する。
ここで、アントシアニン化合物をアシル化修飾するフェノール酸類としては、ヒドロキシ桂皮酸類とヒドロキシ安息香酸類とを挙げることができるところ、本発明に係るアントシアニン系色素組成物は、詳しくは、ヒドロキシ桂皮酸類にてアシル化されたアントシアニン化合物を高含有する特徴を有する。一方、本発明に係るアントシアニン系色素組成物は、ヒドロキシ安息香酸類にてアシル化されたアントシアニン化合物の含有率が低い特徴を有する。
Compositional properties related to compound stability (acyllation modification rate, etc.)
The anthocyanin-based pigment composition according to the present invention has a compositional property containing a high content of an anthocyanin compound acylated with phenolic acids.
Here, examples of the phenolic acids for acylating and modifying the anthocyanin compound include hydroxycinnamic acids and hydroxybenzoic acids, and the anthocyanin-based dye composition according to the present invention, specifically, is acylated with hydroxycinnamic acids. It is characterized by a high content of the converted anthocyanin compound. On the other hand, the anthocyanin-based pigment composition according to the present invention is characterized in that the content of the anthocyanin compound acylated with hydroxybenzoic acids is low.
本発明に係るアントシアニン系色素組成物としては、ヒドロキシ桂皮酸類修飾率が高い組成的特性を備えるものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備える:
アントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
当該比率としては、50%以上の比率であれば、化合物安定性の観点で良好と判断される。特には、当該比率が55%以上、より好ましくは60%以上、更に好ましくは65%以上、より更に好ましくは70%以上、特に好ましくは75%以上、より特に好ましくは80%以上、更に特に好ましくは85%以上のものが好適である。
As the anthocyanin dye composition according to the present invention, those having compositional characteristics with a high modification rate of hydroxycinnamic acids are suitable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
As for the composition of the anthocyanin-based dye, the peak area ratio of the anthocyanin compound having a hydroxycaterous acid modifying group in the HPLC analysis shows 50% or more with respect to the peak area of all the anthocyanin compounds.
If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability. In particular, the ratio is 55% or more, more preferably 60% or more, still more preferably 65% or more, even more preferably 70% or more, particularly preferably 75% or more, even more preferably 80% or more, still more particularly preferably. Is preferably 85% or more.
また、本発明に係るアントシアニン系色素組成物は、HPLC分析におけるヒドロキシ安息香酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%未満を示す。
当該比率としては、50%未満の比率であれば、化合物安定性の観点で良好と判断される。特には、当該比率が45%未満、より好ましくは40%未満、更に好ましくは35%未満、より更に好ましくは30%未満、特に好ましくは25%未満、より特に好ましくは20%未満、更に特に好ましくは15%未満を示すものが好適である。
Further, in the anthocyanin dye composition according to the present invention, the peak area ratio of the anthocyanin compounds having a hydroxybenzoic acid modifying group in HPLC analysis is less than 50% with respect to the peak areas of all the anthocyanin compounds.
If the ratio is less than 50%, it is judged to be good from the viewpoint of compound stability. In particular, the proportion is less than 45%, more preferably less than 40%, even more preferably less than 35%, even more preferably less than 30%, particularly preferably less than 25%, even more preferably less than 20%, even more particularly preferably Is preferably less than 15%.
また、本発明に係るサツマイモ由来アントシアニン系色素組成物は、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。
当該比率としては、50%以上の比率であれば、化合物安定性の観点で良好と判断される。特には、当該比率が55%以上、より好ましくは60%以上、更に好ましくは65%以上、より更に好ましくは70%以上、特に好ましくは75%以上を示すアントシアニン系色素組成物が好適である。
Further, the sweet potato-derived anthocyanin dye composition according to the present invention has a peak area ratio of an anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis, relative to the peak areas of all anthocyanin compounds. 50% or more.
If the ratio is 50% or more, it is judged to be good from the viewpoint of compound stability. In particular, an anthocyanin-based dye composition having a ratio of 55% or more, more preferably 60% or more, further preferably 65% or more, still more preferably 70% or more, and particularly preferably 75% or more is suitable.
本発明に係るアントシアニン系色素組成物としては、全アントシアニン化合物に対する比率として、アシル化修飾率に関する組成的特性が上記比率を示すものが好適である。特にヒドロキシ桂皮酸類の修飾比率が上記比率を示すものが好適である。また、本発明に係るアントシアニン系色素組成物としては、アグリコンの種類に関わらずに、アシル化修飾率に関する組成的特性が上記と同傾向を示すものが好適である。 As the anthocyanin-based dye composition according to the present invention, it is preferable that the compositional characteristics regarding the acylation modification rate show the above ratio as the ratio to the total anthocyanin compounds. It is particularly preferable that the modification ratio of the hydroxycinnamic acids shows the above ratio. Further, as the anthocyanin-based dye composition according to the present invention, one having the same tendency as the above-mentioned compositional properties regarding the acylation modification rate is preferable regardless of the type of aglycone.
アントシアニン系色素組成に関する上記した比率は、HPLC分析して取得された値にて示される値である。ここで、HPLC分析を行うための測定波長、手法、及び条件等については、上記したサツマイモ植物に関する段落の記載と同様にして行うことが可能である。 The above-mentioned ratio regarding the anthocyanin-based dye composition is a value indicated by a value obtained by HPLC analysis. Here, the measurement wavelength, method, conditions, and the like for performing the HPLC analysis can be carried out in the same manner as described in the paragraph relating to the sweet potato plant described above.
化合物安定性に関する吸光度特性(A
320nm
/A
530nm
値)
本発明に係るアントシアニン系色素組成物は、その化合物安定性に関して、上記した組成的特徴を反映した吸光度に関する値を示す組成物である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備える:
色価E10%
1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。
ここで、A320nm/A530nm値は、A320nmとA530nmの比を示す値である。A320nmは、ヒドロキシ桂皮酸類に関する構造の吸収波長を示し、A530nmはアントシアニン化合物の吸収波長を示すため、当該値が高い程、ヒドロキシ桂皮酸類に関する構造の含有率が高いと判断できる。即ち、当該値が高いほど化合物安定性の点で好適なアントシアニン系色素組成物となる。
具体的には、A320nm/A530nm値が3以上を示せば良好と判断される。特には、pH3において当該値が3.1以上、好ましくは3.2以上、より好ましくは3.3以上、更に好ましくは3.4以上を示すアントシアニン系色素組成物が好適である。
Absorbance characteristics related to compound stability (A 320 nm / A 530 nm value)
The anthocyanin-based dye composition according to the present invention is a composition showing a value relating to the absorbance, which reflects the above-mentioned compositional characteristics with respect to its compound stability.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention has the following characteristics:
When an aqueous solution containing the anthocyanin dye composition and having a pH of 3 with a citric acid buffer solution was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7, the A 320 nm / A 530 nm value was obtained. 3 or more.
Here, the A 320nm /A 530nm value is a value indicating the ratio of A 320nm and A 530nm . A 320 nm indicates the absorption wavelength of the structure related to hydroxycinnamic acids, and A 530 nm indicates the absorption wavelength of the anthocyanin compound. Therefore , it can be determined that the higher the value, the higher the content of the structure related to hydroxycinnamic acids. That is, the higher the value, the more suitable anthocyanin-based dye composition in terms of compound stability.
Specifically, if the A 320 nm / A 530 nm value is 3 or more, it is judged to be good. In particular, an anthocyanin-based dye composition having a value of 3.1 or more, preferably 3.2 or more, more preferably 3.3 or more, and even more preferably 3.4 or more at
本発明に係るアントシアニン系色素組成物の当該吸光度の値は、ヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物を高含有する組成的特徴を反映した値であるため、当該アントシアニン系色素組成物では、化合物安定性が高い特性が発揮される。
当該値を指標とした場合、本発明に係るアントシアニン系色素組成物の安定性に関する評価を、簡便な吸光度測定操作にて行うことが可能となる。
The value of the absorbance of the anthocyanin-based dye composition according to the present invention is a value that reflects the compositional characteristics of containing a high amount of the anthocyanin compound having a hydroxycinnamon acid modifying group. Therefore, the anthocyanin-based dye composition is stable. Demonstrates high characteristics.
When this value is used as an index, the stability of the anthocyanin-based dye composition according to the present invention can be evaluated by a simple absorbance measurement operation.
[化合物安定性に関する評価]
本発明に係るアントシアニン系色素組成物は、原料であるサツマイモ植物のアントシアニン化合物の組成的特性により、化合物安定性に優れた特性を示す。本発明に係るアントシアニン系色素組成物は、特に光照射に対して優れた耐光性を示す。
[Evaluation of compound stability]
The anthocyanin-based pigment composition according to the present invention exhibits excellent compound stability due to the compositional properties of the anthocyanin compound of the sweet potato plant as a raw material. The anthocyanin dye composition according to the present invention exhibits excellent light resistance particularly to light irradiation.
光に対する安定性
本発明に係るアントシアニン系色素組成物は、光照射に対して非常に高い耐性を備えた色素組成物であり、光照射条件において発色特性が失われにくい特性を備える。当該耐光性の度合は、比較的安定性が高いと認知されている通常の紫サツマイモ色素や赤ダイコン色素と比較して、高い耐光性と評価できる。
Stability to light The anthocyanin-based dye composition according to the present invention is a dye composition having extremely high resistance to light irradiation, and has the property that the color forming properties are not easily lost under light irradiation conditions. The degree of light fastness can be evaluated as high light fastness as compared with ordinary purple sweet potato dyes and red radish dyes, which are recognized to have relatively high stability.
本発明に係るアントシアニン系色素組成物としては、光虐待試験を行った場合において高い色素残存率を示すものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
色価E10%
1cm値80換算0.03質量%となる前記アントシアニン系色素組成物を含み、果糖ブドウ糖液糖にてBrix10°に調整され、且つpH3.0に調整された水溶液を、白色蛍光灯20000ルクス及び25℃にて2日間保管した場合において、以下の式(11)を満たす:
式(11):LR1/LR0>1
ここで、「LR1」は、対象である前記アントシアニン系色素組成物を配合した水溶液に対して前記条件での光照射保管を行った後の色素残存率を示す。また、「LR0」は、前記アントシアニン系色素組成物の代わりに紫サツマイモ色素を配合したことを除いては、前記と同様にして調製した水溶液に対して前記条件での光照射保管を行った後の色素残存率を示す。
当該式の右辺の値は、耐光性試験における色素安定度を、通常の紫サツマイモ色素での値との比率により示した値である。当該値が1より大きい値であれば、通常の紫サツマイモ色素よりも耐光性に優れていることを示す値となり好適である。特には、当該値が1.1以上、好ましくは1.2以上を示すものがより好適である。
As the anthocyanin-based dye composition according to the present invention, those showing a high dye residual ratio in a light abuse test are preferable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to
Equation (11): LR 1 / LR 0 > 1
Here, "LR 1 " indicates the residual ratio of the dye after the aqueous solution containing the target anthocyanin-based dye composition is stored under the above conditions by light irradiation. Further, in "LR 0 ", the aqueous solution prepared in the same manner as above was subjected to light irradiation storage under the above conditions, except that a purple sweet potato dye was blended in place of the anthocyanin dye composition. The residual rate of the dye after that is shown.
The value on the right side of the formula is a value showing the dye stability in the light resistance test as a ratio with the value of a usual purple sweet potato dye. When the value is larger than 1, it is preferable because it shows that the light resistance is superior to that of a usual purple sweet potato dye. In particular, those having a value of 1.1 or more, preferably 1.2 or more are more preferable.
また、本発明に係るアントシアニン系色素組成物としては、光虐待試験を行った場合において試験前と比較した色調変化が小さいものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
色価E10%
1cm値80換算0.03質量%となる前記アントシアニン系色素組成物を含み、果糖ブドウ糖液糖にてBrix10°に調整され、且つpH3.0に調整された水溶液を、白色蛍光灯20000ルクス及び25℃にて2日間保管した場合において、以下の式(12)を満たす:
式(12):LE1/LE0<1
ここで「LE1」は、前記アントシアニン系色素組成物を配合した水溶液に対して前記条件での光照射保管を行った前後でのΔE値を示す。また、「LE0」は、前記アントシアニン系色素組成物の代わりに紫サツマイモ色素を配合したことを除いては、前記と同様にして調製した水溶液に対して前記条件での光照射保管を行った前後でのΔE値を示す。
当該式の右辺の値は、耐光性試験における色調変化の度合を、通常の紫サツマイモ色素での値との比率により示した値である。当該値が1より小さい値であれば、通常の紫サツマイモ色素よりも耐光性に優れていることを示す値となり好適である。特には、当該値が0.8以下、好ましくは0.6以下を示すものがより好適である。
Further, as the anthocyanin-based dye composition according to the present invention, it is preferable to use one having a small change in color tone in the light abuse test as compared with that before the test.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to
Formula (12): LE 1 /LE 0 <1
Here, “LE 1 ”represents the ΔE value before and after the light irradiation storage under the above conditions was performed on the aqueous solution containing the anthocyanin dye composition. Further, in "LE 0 ", the aqueous solution prepared in the same manner as above was subjected to light irradiation storage under the above conditions, except that a purple sweet potato dye was blended in place of the anthocyanin dye composition. The ΔE values before and after are shown.
The value on the right side of the equation is a value indicating the degree of color tone change in the light resistance test by the ratio with the value of a normal purple sweet potato dye. When the value is smaller than 1, it is preferable since it is a value showing that it is more excellent in light resistance than a usual purple sweet potato dye. Particularly, those having the value of 0.8 or less, preferably 0.6 or less are more suitable.
本発明に係るアントシアニン系色素組成物が示す上記値は、当該アントシアニン系色素組成物が光照射に対して高い耐光性を発揮していることを示す値であり、ヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物を高含有する組成的特徴を反映した値と認められる。
本発明に係るアントシアニン系色素組成物は、当該化合物安定性に関する特性により、長時間の蛍光灯照射等への耐性が要求される流通製品や陳列製品等への着色に好適に使用可能な色素組成物と認められる。
The above value shown by the anthocyanin dye composition according to the present invention is a value showing that the anthocyanin dye composition exhibits high light resistance to light irradiation, and an anthocyanin having a hydroxycinnamic acid-modifying group. It is recognized as a value that reflects the compositional characteristics of high content of the compound.
The anthocyanin-based dye composition according to the present invention is a dye composition that can be suitably used for coloring distribution products and display products that require resistance to long-term fluorescent light irradiation, etc., due to the characteristics relating to the compound stability. Recognized as a thing.
熱に対する安定性
本発明に係るアントシアニン系色素組成物は、熱に対しても耐性を備えた色素組成物であり、高温保管条件において発色特性が失われにくい特性を備える。当該耐熱性の度合は、比較的安定性が高いと認知されている通常の紫サツマイモ色素や赤ダイコン色素と比較して、同程度又は遜色の無い程度の高い耐熱性と評価できる。
Stability against heat The anthocyanin-based dye composition according to the present invention is a dye composition having resistance to heat, and has a property that the color development property is not easily lost under high temperature storage conditions. The degree of heat resistance can be evaluated to be as high as or comparable to that of ordinary purple sweet potato dyes and red radish dyes, which are recognized to have relatively high stability.
本発明に係るアントシアニン系色素組成物としては、熱虐待試験を行った場合において高い色素残存率を示すものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
色価E10%
1cm値80換算0.03質量%となる前記アントシアニン系色素組成物を含み、果糖ブドウ糖液糖にてBrix10°に調整され、且つpH3.0に調整された水溶液を、暗所及び50℃にて7日間保管した場合において、以下の式(13)を満たす:
式(13):HR1/HR0>0.9
ここで、「HR1」は、対象である前記アントシアニン系色素組成物を配合した水溶液に対して前記条件での高温保管を行った後の色素残存率を示す。また、「HR0」は、前記アントシアニン系色素組成物の代わりに紫サツマイモ色素を配合したことを除いては、前記と同様にして調製した水溶液に対して前記条件での高温保管を行った後の色素残存率を示す。
当該式の右辺の値は、耐熱性試験における色素安定度を、通常の紫サツマイモ色素での値との比率により示した値である。当該値が0.9より大きい値であれば、通常の紫サツマイモ色素と同程度又は遜色ない耐熱性を示す値となり好適である。特には、当該値が1以上を示すものがより好適である。
As the anthocyanin-based dye composition according to the present invention, those showing a high dye residual ratio when a heat abuse test is carried out are preferable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
An aqueous solution containing the anthocyanin-based pigment composition having a color value E of 10% and a 1 cm value of 80 equivalent of 0.03% by mass, adjusted to
Formula (13): HR 1 /HR 0 >0.9
Here, “HR 1 ”indicates a dye residual ratio after high temperature storage under the above conditions for an aqueous solution containing the anthocyanin dye composition of interest. Further, "HR 0 " is prepared after being stored at a high temperature under the above conditions in an aqueous solution prepared in the same manner as described above, except that a purple sweet potato dye is blended in place of the anthocyanin dye composition. Shows the residual rate of dye.
The value on the right side of the formula is a value showing the dye stability in the heat resistance test as a ratio with the value of a usual purple sweet potato dye. If the value is larger than 0.9, it is preferable because it shows a heat resistance comparable to or comparable to that of a normal purple sweet potato dye. In particular, it is more preferable that the value is 1 or more.
また、本発明に係るアントシアニン系色素組成物としては、熱虐待試験を行った場合において試験前と比較した色調変化が小さいものが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
色価E10%
1cm値80換算0.03質量%となる前記アントシアニン系色素組成物を含み、果糖ブドウ糖液糖にてBrix10°に調整され、且つpH3.0に調整された水溶液を、暗所及び50℃にて7日間保管した場合において、以下の式(14)を満たす:
式(14):HE1/HE0<1.1
ここで「HE1」は、前記アントシアニン系色素組成物を配合した水溶液に対して前記条件での高温保管を行った前後でのΔE値を示す。また、「HE0」は、前記アントシアニン系色素組成物の代わりに紫サツマイモ色素を配合したことを除いては、前記と同様にして調製した水溶液に対して前記条件での高温保管を行った前後でのΔE値を示す。
当該式の右辺の値は、耐熱性試験における色調変化の度合を、通常の紫サツマイモ色素での値との比率により示した値である。当該値が1.1より小さい値であれば、通常の紫サツマイモ色素と同程度又は遜色のない耐熱性を示す値となり好適である。特には、当該値が1以下を示すものがより好適である。
Further, as the anthocyanin-based dye composition according to the present invention, one having a small change in color tone as compared with that before the test when the heat abuse test is performed is preferable.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
An aqueous solution containing the anthocyanin dye composition having a color value E of 10% and 0.03 mass% in terms of 1 cm value of 80, adjusted to
Formula (14): HE 1 /HE 0 <1.1
Here, "HE 1 " indicates the ΔE value before and after the aqueous solution containing the anthocyanin-based dye composition was stored at a high temperature under the above conditions. In addition, “HE 0 ”is before and after performing high temperature storage under the above conditions on an aqueous solution prepared in the same manner as described above, except that a purple sweet potato dye is blended in place of the anthocyanin dye composition. Shows the ΔE value at.
The value on the right side of the equation is a value indicating the degree of color change in the heat resistance test as a ratio to the value of a normal purple sweet potato dye. When the value is less than 1.1, it is suitable because it has a heat resistance comparable to or comparable to that of a normal purple sweet potato dye. In particular, it is more preferable that the value is 1 or less.
本発明に係るアントシアニン系色素組成物が示す上記値は、当該アントシアニン系色素組成物が高温保管に対して耐熱性を発揮していることを示す値と認められる。
本発明に係るアントシアニン系色素組成物は、当該化合物安定性に関する特性により、長時間の高温保管等への耐性が要求される流通製品や陳列製品等への着色に好適に使用可能な色素組成物と認められる。また、レトルト殺菌、加工、調理等の加熱処理を想定する態様にも使用可能と認められる。
The above values shown by the anthocyanin-based dye composition according to the present invention are recognized as values indicating that the anthocyanin-based dye composition exhibits heat resistance to high-temperature storage.
The anthocyanin-based dye composition according to the present invention is a dye composition that can be suitably used for coloring distribution products, display products, etc., which are required to be resistant to high temperature storage for a long time due to the characteristics related to the compound stability. Is recognized. It is also recognized that it can be used in modes that assume heat treatment such as retort sterilization, processing, and cooking.
[他の特性]
本発明に係るアントシアニン系色素組成物は、上記した特性の他にも優れた特性を備えるものであることが好適である。
[Other characteristics]
It is preferable that the anthocyanin-based dye composition according to the present invention has excellent properties in addition to the above-mentioned properties.
匂い特性
本発明に係るアントシアニン系色素組成物は、赤ダイコン色素の色調に近い発色特性を示すところ、匂いに関する特性に関して通常のサツマイモ色素と同様に良好な匂い特性を有する。
Odor Properties The anthocyanin dye composition according to the present invention exhibits color development properties close to the color tone of red radish dyes, and has good odor properties with respect to odor properties similar to ordinary sweet potato dyes.
飲食品として摂取した際の吸収特性
本発明に係るアントシアニン系色素組成物は、飲食品として摂取した際に、従来の紫サツマイモ色素よりも腸管での吸収特性に優れたものであることが好適である。
即ち、本発明に係るサツマイモ由来アントシアニン系色素組成物は、下記に記載の特徴を備えるものが好適である:
色価E10%
1cm値が5.0となるように前記アントシアニン系色素組成物を含み且つHanks’ Balanced Salt Solution buffer(HBSS緩衝液)にてpH6.8±2の水溶液を調製した場合において、Caco-2細胞シートを利用した腸管吸収モデルの透過性試験における試験開始から6時間経過時のアントシアニン化合物の透過量が、紫サツマイモ色素の透過量の1.5倍以上である。
本発明においては当該値が1.5以上を示すものが好適である。好ましくは2以上、より好ましくは2.5以上、更に好ましくは3以上を示すものが特に好適である。
Absorption property when ingested as food or drink When the anthocyanin-based pigment composition according to the present invention is ingested as food or drink, it is preferable that the anthocyanin-based dye composition has excellent intestinal absorption properties than conventional purple sweet potato dyes. is there.
That is, the sweet potato-derived anthocyanin-based pigment composition according to the present invention preferably has the characteristics described below:
When an aqueous solution containing the anthocyanin dye composition and having a pH of 6.8 ± 2 was prepared with Hanks' Balanced Salt Solution buffer (HBSS buffer) so that the color value E 10% 1 cm value was 5.0. In the permeability test of the intestinal absorption model using the Caco-2 cell sheet, the permeation amount of the
In the present invention, it is preferable that the value is 1.5 or more. Those showing 2 or more, more preferably 2.5 or more, still more preferably 3 or more are particularly preferable.
[色素組成物の製造方法]
本発明に係るアントシアニン系色素組成物は、上記段落に記載したサツマイモ植物の植物体を原料として製造することができる。
即ち、本発明においては、上記したサツマイモ植物の植物体を原料として用いることを特徴とする、サツマイモ由来アントシアニン系色素組成物の製造方法、に関する発明が含まれる。ここで、サツマイモ植物の植物体としては、上記した作出方法によって得られたサツマイモ植物の植物体が含まれる。
なお、本発明に係る色素組成物の製造方法においては、下記に記載の工程により製造することが可能であるところ、原料植物体に関する特徴以外の各工程については、本発明に係る技術的特徴が奏する作用効果を実質的に妨げるものでなければ、下記に記載した工程に限定されるものではない。また、本発明に係る技術的範囲は、下記工程を全て含む態様に限定されるものではない。
[Method for producing dye composition]
The anthocyanin-based pigment composition according to the present invention can be produced from the plant body of the sweet potato plant described in the above paragraph as a raw material.
That is, the present invention includes an invention relating to a method for producing a sweet potato-derived anthocyanin pigment composition, which comprises using the above-mentioned plant body of a sweet potato plant as a raw material. Here, the plant body of the sweet potato plant includes the plant body of the sweet potato plant obtained by the above-described production method.
In the method for producing a dye composition according to the present invention, it is possible to produce the dye composition by the steps described below, but each step other than the characteristics relating to the raw material plant has the technical features according to the present invention. It is not limited to the steps described below as long as it does not substantially interfere with the effects. Further, the technical scope according to the present invention is not limited to the embodiment including all of the following steps.
原料
本発明に係るアントシアニン系色素組成物は、上記段落に記載したサツマイモ植物の植物体を原料として製造することができる。
本発明に係る色素組成物の製造方法の原料として用いる植物体としては、アントシアニン系色素を含む部位であれば植物体の全体であっても一部であっても良く、如何なる部位を用いることができる。例えば、塊根、根、葉、葉柄、つる、茎、花等の植物体組織のいずれの部位を用いることができる。好ましくは、原料収量や色素収量効率を考慮すると、塊根、特には成熟して発達した塊根を用いることが好適である。
即ち、当該原料としては、塊根の一部若しくは全部、又は、前記植物体が塊根を含む部分を好適に用いることができる。特には、当該原料としては塊根の一部又は全部を好適に用いることができる。
Raw Material The anthocyanin dye composition according to the present invention can be produced using the plant body of the sweet potato plant described in the above paragraph as a raw material.
The plant used as a raw material for the method for producing the pigment composition according to the present invention may be the whole or a part of the plant as long as it contains an anthocyanin pigment, and any part may be used. it can. For example, any part of plant tissue such as tuberous root, root, leaf, petiole, vine, stem and flower can be used. In consideration of raw material yield and pigment yield efficiency, it is preferable to use tuberous roots, particularly matured and developed tuberous roots.
That is, as the raw material, a part or all of tubers or a part of the plant body containing tubers can be preferably used. In particular, a part or all of the tuberous root can be preferably used as the raw material.
抽出物での態様
本発明に係る色素組成物の製造方法においては、原料植物体から抽出物を得ることにより色素組成物を製造することが可能である。
本発明に係る色素組成物を抽出物の形態として調製する場合、原料植物体からのアントシアニン化合物の抽出操作を行う。当該抽出手法としては、公知又は非公知の如何なる手法にて行うことが可能であるが、アントシアニン化合物の抽出収率が良好な手法を採用することが好適である。また、当該抽出を行う場合の原料としては、抽出後の残渣や搾汁残渣を利用することも可能である。
Aspect in Extract In the method for producing a pigment composition according to the present invention, the pigment composition can be produced by obtaining an extract from a raw material plant.
When the pigment composition according to the present invention is prepared in the form of an extract, an anthocyanin compound is extracted from a raw material plant. As the extraction method, any known or unknown method can be used, but it is preferable to adopt a method with a good extraction yield of the anthocyanin compound. In addition, as a raw material when performing the extraction, it is possible to use the residue after extraction or the juice residue.
原料植物体から抽出操作を行う態様としては、原料を切断、細断、小片化、粉砕、破砕、擂潰、粉末化等を行ったものを用いることが好適である。
抽出溶媒としては、アントシアニン系色素の抽出に使用可能な如何なる溶媒を用いることができるが、例えば、水、含水アルコール、又はアルコール等を用いることが好適である。含水アルコールを用いる場合は、アルコール含有率が1~80%(v/v)、好ましくは1~50%(v/v)程度のものが好適である。ここで、含水アルコール又はアルコールとして採用可能なアルコールの種類としては、炭素数1~4の低級アルコールを挙げることができるが、好ましくはエタノールを挙げることができる。
また、抽出溶媒としては、水を使用することも好適である。水として好適には、精製水、蒸留水、超純水等を用いることが好適であるが、飲食品製造や色素製剤等に用いるグレードの水であれば、当該溶媒として問題なく使用することができる。また当該溶媒としては、各種塩、有機酸、pH調整剤、pH緩衝剤、低級アルコール等を含む水溶液を用いることも可能である。
原料に対する溶媒の使用量としては、特に制限はないが、例えば原料1質量部に対して溶媒0.1~1000質量部、好ましくは原料1質量部に対して0.5~100質量部の溶媒を使用することができる。
当該抽出溶媒は、酸性溶液であることが好適である。具体的には、pH1~6、好ましくはpH1~5、より好ましくはpH1~4程度に調整された酸性溶液を用いることが好適である。抽出溶媒を酸性に調整する手段としては、無機酸及び/又は有機酸を用いた常法にて行うことができる。
抽出条件としては特に制限はないが、例えば、常圧であれば1~100℃が挙げられ、好ましくは10~90℃程度の温度条件を採用することができる。抽出時間は温度等の条件を勘案して適宜決定することが可能である。例えば1分~数日程度が挙げられるが特にこれに制限されない。
As a mode for performing the extraction operation from the raw material plant, it is preferable to use a raw material obtained by cutting, shredding, slicing, crushing, crushing, crushing, powdering or the like.
As the extraction solvent, any solvent that can be used for extracting the anthocyanin-based dye can be used, and for example, water, hydrous alcohol, alcohol or the like is preferably used. When a hydrous alcohol is used, an alcohol content of about 1 to 80% (v / v), preferably about 1 to 50% (v / v) is preferable. Examples of the hydrous alcohol or the type of alcohol that can be adopted as the alcohol include lower alcohols having 1 to 4 carbon atoms, and preferably ethanol.
It is also preferable to use water as the extraction solvent. Purified water, distilled water, ultrapure water, etc. are preferably used as the water, but any grade water used for food and drink production, pigment preparation, etc. can be used as the solvent without any problem. it can. As the solvent, it is also possible to use an aqueous solution containing various salts, organic acids, pH adjusters, pH buffers, lower alcohols and the like.
The amount of the solvent used with respect to the raw material is not particularly limited, but for example, 0.1 to 1000 parts by mass of the solvent with respect to 1 part by mass of the raw material, preferably 0.5 to 100 parts by mass with respect to 1 part by mass of the raw material. Can be used.
The extraction solvent is preferably an acidic solution. Specifically, it is preferable to use an acidic solution adjusted to
The extraction conditions are not particularly limited, but for example, at normal pressure, 1 to 100 ° C. can be mentioned, and preferably about 10 to 90 ° C. can be adopted. The extraction time can be appropriately determined in consideration of conditions such as temperature. For example, it is about 1 minute to several days, but is not particularly limited thereto.
搾汁物、ペースト状物、粉末化物等での態様
また、本発明に係る色素組成物の製造方法においては、抽出工程を経ることなく色素組成物を製造することも可能である。
本発明に係る色素組成物について、抽出工程を経ない植物体加工物の形態として調製する場合、上記段落で記載したサツマイモ植物体の一次加工品の態様をそのまま利用することが可能となる。例えば、植物体の搾汁物(搾汁液、圧搾液、半固形物、固形物等を含む)、植物体そのものの一次加工物(植物体の切断物、粉砕物、ペースト状物、ピューレ状物、乾燥物、粉末物、加熱処理物、冷凍処理物、各種物理的処理、各種化学的処理、各種酵素処理等)などを色素組成物とすることが可能である。また、当該態様では、発色特性等の条件を充足するものであれば、抽出後の残渣や搾汁残渣を色素組成物とすることも可能である。
当該態様において、搾汁、ペースト化、粉末化等の各種処理工程は、公知又は非公知の如何なる手法にて行うことが可能であるが、アントシアニン化合物の抽出収率が良好な手法を採用することが好適である。また、各種処理条件等については、抽出効率を勘案して適宜決定することが可能である。
Aspects for juices, pastes, powders, etc. Further, in the method for producing a pigment composition according to the present invention, it is also possible to produce a pigment composition without going through an extraction step.
When the pigment composition according to the present invention is prepared as a form of a processed plant product that does not undergo an extraction step, the mode of the primary processed product of a sweet potato plant described in the above paragraph can be used as it is. For example, the juice of the plant (including juice, pressed liquid, semi-solid, solid, etc.), the primary processed product of the plant itself (cut, ground, paste, puree, etc. of the plant). Dried products, powdered products, heat-treated products, frozen-treated products, various physical treatments, various chemical treatments, various enzyme treatments, etc.) can be used as the dye composition. Further, in this aspect, the residue after extraction and the squeezed residue can be used as the dye composition as long as the conditions such as color development characteristics are satisfied.
In this embodiment, various treatment steps such as squeezing, pasting, and pulverizing can be performed by any known or unknown method, but a method having a good extraction yield of the anthocyanin compound should be adopted. Is preferred. In addition, various processing conditions and the like can be appropriately determined in consideration of extraction efficiency.
各種処理等
本発明の色素組成物の製造方法においては、使用用途に応じて精製処理を行って、所望の品質及び形態の色素組成物とすることができる。特に、脱臭が重要である色素製剤や色素組成物の製品製造においては、当該工程を行うことが好適である。
当該精製処理及び/又は脱臭処理としては、常法の技術を用いて行うことが可能である。例えば、合成樹脂等を用いた吸着処理、イオン交換処理、膜分離処理等を行う態様を挙げることができる。
また、精製処理とは別途の脱臭処理として、使用用途に応じては、プロテアーゼ等の酵素処理、微生物処理等を行う態様も可能である。
In the method for producing a dye composition of the present invention such as various treatments, a purification treatment can be carried out depending on the intended use to obtain a dye composition of desired quality and form. In particular, in the production of dye preparations and dye compositions in which deodorization is important, it is preferable to carry out this step.
The purification treatment and/or the deodorization treatment can be performed using a conventional method. For example, an embodiment in which an adsorption treatment using a synthetic resin or the like, an ion exchange treatment, a membrane separation treatment or the like is performed can be mentioned.
In addition, as a deodorizing treatment separate from the purification treatment, it is also possible to perform an enzyme treatment such as protease, a microbial treatment, or the like depending on the intended use.
本発明に係るアントシアニン色素組成物の製造方法では、上記操作によって得られた植物体抽出物や抽出操作を伴わずに調製した植物体加工物等について、使用用途に応じて固液分離、精製処理、濃縮処理、希釈処理、pH調整、乾燥処理、殺菌処理等を行って、所望の品質及び/又は形態となるアントシアニン色素組成物とすることが可能である。
これらの工程は、所望の処理を組み合わせて行うことも可能であり、所望の処理を複数回行うことも可能である。
本発明に係るアントシアニン系色素組成物としては、液体状、ペースト状、ゲル状、半固形状、固形状、粉末状等の各種形態を挙げることができるが、特にこれらの形態に制限されるものではない。
また、本発明に係るアントシアニン系色素組成物としては、発色特性や化合物安定性等を実質的に損なわない限りは、他の機能成分等を配合する態様とすることが可能である。例えば、酸化防止剤、pH調整剤、増粘多糖類、その他食品素材等を配合することが可能であるが特にこれらに制限されない。また、本発明に係るアントシアニン系色素組成物とは異なる色素組成物又は色素製剤を混合することによって、所望の色調や性質を備えた色素組成物とすることも可能である。
In the method for producing an anthocyanin pigment composition according to the present invention, a plant extract obtained by the above operation, a processed plant product prepared without an extraction operation, and the like are subjected to solid-liquid separation and purification treatment according to the intended use. , Concentration treatment, dilution treatment, pH adjustment, drying treatment, sterilization treatment and the like can be performed to obtain an anthocyanin pigment composition having a desired quality and / or form.
These steps can be performed by combining desired processes, and the desired processes can be performed a plurality of times.
Examples of the anthocyanin-based pigment composition according to the present invention include various forms such as liquid, paste, gel, semi-solid, solid, and powder, but are particularly limited to these forms. is not.
Further, the anthocyanin-based dye composition according to the present invention may be in a mode in which other functional components and the like are blended as long as the color development characteristics, compound stability and the like are not substantially impaired. For example, antioxidants, pH adjusters, thickening polysaccharides, other food materials and the like can be blended, but the present invention is not particularly limited thereto. Further, it is also possible to obtain a dye composition having a desired color tone and properties by mixing a dye composition or a dye preparation different from the anthocyanin-based dye composition according to the present invention.
3.利用用途
本発明においては、上記に記載のアントシアニン系色素組成物を含有する色素製剤、飲食品、香粧品、医薬品、医薬部外品、衛生用日用品、又は飼料、に関する発明が含まれる。
また、本発明においては、上記のアントシアニン系色素組成物を原料として用いる工程を含むことを特徴とする、色素製剤、飲食品、香粧品、医薬品、医薬部外品、衛生用日用品、又は飼料の製造方法、に関する発明が含まれる。
ここで、アントシアニン系色素組成物としては、上記段落に記載のアントシアニン系色素組成物の製造方法によって得られたアントシアニン系色素組成物が含まれる。
3. Uses The present invention includes inventions relating to dye preparations, foods and drinks, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feeds containing the above-described anthocyanin dye composition.
Further, in the present invention, which is characterized by including the step of using the above-mentioned anthocyanin-based pigment composition as a raw material, pigment preparation, food and drink, cosmetics, pharmaceuticals, quasi-drugs, daily necessities for hygiene, or feed. An invention relating to a manufacturing method is included.
Here, the anthocyanin-based dye composition includes the anthocyanin-based dye composition obtained by the method for producing an anthocyanin-based dye composition described in the above paragraph.
[色素製剤]
本発明に係るアントシアニン系色素組成物の利用形態としては、色素製剤の形態として利用することが特に好適である。
本発明に係る色素製剤の形態としては、例えば液体状、ペースト状、ゲル状、半固形状、固形状、粉末状等が挙げられることができ特に制限されない。また、顆粒状、錠剤等の加工固形形状を挙げることができる。
また、本発明に係るアントシアニン系色素組成物は水溶性であるため、そのまま水溶性色素製剤として利用することが可能であるが、油溶性色素製剤(W/O型)、又は二重乳化色素製剤(W/O/W型)等に加工して用いることも可能である。
[Dye preparation]
As a usage form of the anthocyanin-based dye composition according to the present invention, it is particularly preferable to use it as a form of a dye preparation.
Examples of the form of the pigment preparation according to the present invention include liquid, paste, gel, semi-solid, solid, powder and the like, and are not particularly limited. In addition, processed solid shapes such as granules and tablets can be mentioned.
Further, since the anthocyanin-based pigment composition according to the present invention is water-soluble, it can be used as it is as a water-soluble pigment preparation, but it is an oil-soluble pigment preparation (W / O type) or a double emulsified dye preparation. It is also possible to process it into (W / O / W type) or the like and use it.
本発明に係る色素製剤において、アントシアニン系色素組成物の配合量又は含有量としては、色素製剤の種類や目的に応じて適宜調整することが可能であり、特に制限はないが、例えば、色価E10%
1cm値が20以上、好ましくは30以上、より好ましくは40以上となるように配合することが好適である。本発明に係る色素製剤の色価の上限は特に制限されないが、例えば色価E10%
1cm値800を挙げることができる。
また、色素製剤におけるアントシアニン系色素組成物の配合量又は含有量は上記色価ベースで計算すれば良いが、質量ベースとしては例えば0.1~99質量%、好ましくは1~90質量%、さらに好ましくは5~75質量%を挙げることができる。
In the dye preparation according to the present invention, the amount or content of the anthocyanin-based dye composition can be appropriately adjusted depending on the type and purpose of the dye preparation and is not particularly limited, but, for example, the color value E 10% It is preferable that the composition be blended so that the 1 cm value is 20 or more, preferably 30 or more, and more preferably 40 or more. The upper limit of the color value of the dye preparation according to the present invention is not particularly limited, but for example, the color value E 10% 1 cm value 800 can be mentioned.
The blending amount or content of the anthocyanin-based dye composition in the dye preparation may be calculated on the basis of the above-mentioned color value, and the mass base is, for example, 0.1 to 99% by mass, preferably 1 to 90% by mass, and further Preferably, it is 5 to 75% by mass.
本発明に係る色素製剤においては、本発明に係るアントシアニン系色素組成物が備えている発色特性や化合物安定性等を実質的に損なわない限りは、他の機能成分等を配合することが可能である。例えば、酸化防止剤、pH調整剤、増粘多糖類、香料化合物、その他食品素材等を配合することが可能であるが特にこれらに制限されない。 In the dye preparation according to the present invention, other functional ingredients and the like can be blended as long as the color development characteristics and compound stability of the anthocyanin-based dye composition according to the present invention are not substantially impaired. is there. For example, antioxidants, pH adjusters, thickening polysaccharides, flavor compounds, other food materials and the like can be blended, but the present invention is not particularly limited thereto.
本発明においては、上記したアントシアニン系色素組成物を配合する又は含有させることを特徴とする色素製剤の製造方法に関する発明が含まれる。即ち、本発明においては、本発明に係るアントシアニン系色素組成物を用いることを特徴とする、色素製剤の製造方法に関する発明が含まれる。
当該製造方法における上記アントシアニン系色素組成物の配合量又は含有量等としては、上記段落の記載を参照して用いることが可能である。また、当該製造方法における製造工程としては、上記段落の記載を参照して用いることが可能である。また、上記アントシアニン系色素組成物を用いることを除いては常法を採用することも可能である。
なお、ここで製造される色素製剤は、上記した本発明に係るアントシアニン化合物を含む色素製剤(又は色素剤)としての製品形態を示すものであるが、化合物組成としてはアントシアニン系色素を含む組成物の一形態とみなすことも可能である。
The present invention includes an invention relating to a method for producing a dye preparation, which comprises blending or containing the above-mentioned anthocyanin dye composition. That is, the present invention includes an invention relating to a method for producing a dye preparation, which comprises using the anthocyanin dye composition according to the present invention.
Regarding the compounding amount or content of the anthocyanin-based dye composition in the production method, it is possible to use with reference to the description in the above paragraph. The manufacturing process in the manufacturing method can be used with reference to the description in the above paragraph. Moreover, it is also possible to adopt a conventional method except that the above-mentioned anthocyanin dye composition is used.
The dye preparation produced here shows a product form as a dye preparation (or a dye agent) containing the anthocyanin compound according to the present invention described above, and the compound composition is a composition containing an anthocyanin-based dye. It can also be regarded as one form.
[各種製品]
本発明に係る赤色素組成物又は色素製剤は、飲食品、香粧品、医薬品、医薬部外品、衛生用日用品、又は飼料等の製品に使用する天然着色料として、好適に使用することが可能である。即ち、本発明においては、本発明に係る赤色素組成物又は色素製剤を含有する飲食品、香粧品、医薬品、医薬部外品、衛生用日用品、又は飼料を提供することが可能となる。
ここで、本発明に係る赤色素組成物又は色素製剤での着色が可能な製品例の一例を以下に示すが、本発明に係る着色可能な製品としてはこれらに限定されるものではない。
「飲食品」の例としては、飲料、冷菓、デザート、砂糖菓子(例えば、キャンディ、グミ、マシュマロ)、ガム、チョコレート、製菓(例えば、クッキー等)、製パン、農産加工品(例えば、漬物等)、畜肉加工品、水産加工品、酪農製品、麺類、調味料、ゼリー、シロップ、ジャム、ソース、酒類などを挙げることができる。
「香粧品」としては、スキンローション、口紅、日焼け止め化粧品、メークアップ化粧品、などを挙げることができる。
「医薬品」としては、各種錠剤、カプセル剤、ドリンク剤、トローチ剤、うがい薬、などを挙げることができる。
「医薬部外品」としては、栄養助剤、各種サプリメント、歯磨き剤、口中清涼剤、臭予防剤、養毛剤、育毛剤、皮膚用保湿剤、などを挙げることができる。
「衛生用日用品」としては、石鹸、洗剤、シャンプー、リンス、ヘアートリートメント、歯磨き剤、入浴剤、などを挙げることができる。
「飼料」としては、キャットフード、ドッグフード等の各種ペットフード、観賞魚用や養殖魚用の餌、等を挙げることができる。
[Various products]
The red pigment composition or pigment preparation according to the present invention can be suitably used as a natural colorant for products such as food and drink, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed. Is. That is, in the present invention, it is possible to provide food and drink, perfume, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed containing the red pigment composition or pigment preparation according to the present invention.
Here, an example of a product that can be colored with the red dye composition or dye preparation according to the present invention is shown below, but the colorable product according to the present invention is not limited thereto.
Examples of the "food and drink" include beverages, frozen desserts, desserts, sugar confectionery (for example, candy, gummy, marshmallow), gum, chocolate, confectionery (for example, cookies), bread, processed agricultural products (for example, pickles, etc.). ), processed meat products, processed marine products, dairy products, noodles, seasonings, jellies, syrups, jams, sauces, liquors and the like.
Examples of the "cosmetics" include skin lotions, lipsticks, sunscreen cosmetics, makeup cosmetics, and the like.
Examples of the “pharmaceutical product” include various tablets, capsules, drinks, troches, mouthwashes, and the like.
Examples of the "quasi drug" include nutritional supplements, various supplements, toothpaste, mouth freshener, odor preventive agent, hair restorer, hair restorer, skin moisturizer, and the like.
Examples of “hygiene products” include soaps, detergents, shampoos, rinses, hair treatments, toothpastes, bath salts, and the like.
Examples of the "feed" include various pet foods such as cat food and dog food, feed for ornamental fish and cultured fish, and the like.
本発明に係る色素組成物又は色素製剤は、鮮やかな赤色発色性に優れた特性を有し、特に酸性域において赤ダイコン色素と同様の発色特性を有する。そのため、本発明に係る色素組成物又は色素製剤としては、好ましくは、少なくとも一部又は全部のpHが酸性である製品の着色用途に好適に使用することができる。ここで、酸性条件としては、pH7未満を挙げることができ、好ましくはpH5以下、より好ましくはpH4以下を挙げることができる。
なお、本発明に係る色素組成物又は色素製剤は、pHが弱酸性~アルカリ性においても当該pH域における赤ダイコン色素に近い色調を呈するものであり、その色調を想定した使用が可能である。即ち、上記pHに関する記載は、好適な使用態様を記載したものであり、本発明に係る色素組成物又は色素製剤の使用態様を酸性域での使用のみに限定する趣旨の記載ではない。
The dye composition or dye preparation according to the present invention has excellent characteristics of bright red color development, and has the same color development characteristics as red radish dye, especially in an acidic region. Therefore, the dye composition or dye preparation according to the present invention can be preferably used for coloring a product in which at least a part or all of the pH is acidic. Here, as acidic conditions, a pH of less than 7 can be mentioned, preferably a pH of 5 or less, and more preferably a pH of 4 or less.
The dye composition or dye preparation according to the present invention exhibits a color tone close to that of the red radish dye in the pH range even when the pH is weakly acidic to alkaline, and it can be used by assuming that color tone. That is, the above description regarding pH describes a preferable usage mode, and does not mean that the usage mode of the dye composition or dye preparation according to the present invention is limited to use in an acidic range.
本発明に係る色素組成物又は色素製剤は、優れた耐光性を備えるものであるため、保管や陳列等における光暴露を前提とした製品等の着色に対しても好適に使用することが可能である。また、本発明に係る色素組成物又は色素製剤は、耐熱性を備えたものであるため高温保管に晒されることが想定される製品にも使用可能である。 Since the dye composition or dye preparation according to the present invention has excellent light resistance, it can be suitably used for coloring products and the like that are premised on light exposure during storage and display. is there. Further, since the dye composition or dye preparation according to the present invention has heat resistance, it can also be used for products that are expected to be exposed to high temperature storage.
本発明に係る色素組成物又は色素製剤は、上記製品の製造工程における着色用途に好適に使用することが可能である。
上記製品を着色する工程としては、本発明に係る色素組成物又は色素製剤を天然色素素材として配合する又は含有させることを除いては、各製品における定法の手法に従って行うことが可能である。
これらの製品に対する、本発明に係る色素組成物又は色素製剤の配合量又は含有量は、製品の種類や目的に応じて適宜調整することが可能である。例えば、色価80換算で、製品における色素組成物又は色素製剤の含有量が0.001~1質量%、好ましくは0.005~0.5質量%、より好ましくは0.01~0.2質量%、さらに好ましくは0.02~0.1質量%となるように配合する又は含有させることが可能である。
The dye composition or dye preparation according to the present invention can be suitably used for coloring purposes in the production process of the above products.
The step of coloring the above-mentioned product can be carried out according to a conventional method for each product, except that the dye composition or the dye preparation according to the present invention is blended or contained as a natural dye material.
The blending amount or content of the dye composition or the dye preparation according to the present invention with respect to these products can be appropriately adjusted according to the type and purpose of the product. For example, the content of the dye composition or the dye preparation in the product is 0.001 to 1% by mass, preferably 0.005 to 0.5% by mass, and more preferably 0.01 to 0.2, in terms of color value of 80. It is possible to mix or contain it so as to be mass%, more preferably 0.02 to 0.1 mass%.
本発明においては、上記したアントシアニン系色素組成物又は色素製剤を配合する又は含有させることを特徴とする、各種製品の製造方法に関する発明が含まれる。即ち、本発明においては、本発明に係るアントシアニン系色素組成物又は色素製剤を用いることを特徴とする、飲食品、香粧品、医薬品、医薬部外品、衛生用日用品、又は飼料等の製造方法に関する発明が含まれる。
当該製造方法における上記アントシアニン系色素組成物又は色素製剤の配合量又は含有量等としては、上記段落の記載を参照して用いることが可能である。また、各製造方法における製造工程としては、上記アントシアニン系色素組成物又は色素製剤を用いることを除いては、各種技術分野における常法を採用することが可能である。
なお、ここで製造される各種製品は、上記した本発明に係るアントシアニン化合物を含む製品形態を示すものであるが、化合物組成としてはアントシアニン系色素を含む組成物の一形態とみなすことも可能である。
The present invention includes an invention relating to a method for producing various products, which comprises blending or containing the above-mentioned anthocyanin-based pigment composition or pigment preparation. That is, in the present invention, characterized by using the anthocyanin pigment composition or pigment preparation according to the present invention, a method for producing food and drink, perfume, cosmetics, pharmaceuticals, quasi drugs, daily necessities for hygiene, or feed, etc. Includes inventions related to.
The blending amount or content of the anthocyanin-based dye composition or the dye preparation in the production method can be used with reference to the description in the above paragraph. In addition, as the production process in each production method, conventional methods in various technical fields can be adopted except that the above-mentioned anthocyanin-based pigment composition or pigment preparation is used.
The various products produced here show product forms containing the above-described anthocyanin compound according to the present invention, but the compound composition can also be regarded as one form of a composition containing an anthocyanin dye. is there.
以下、実施例を挙げて本発明を説明するが、本発明の範囲はこれらにより限定されるものではない。なお、下記表中の「N.D.」の記号は、シグナルピークが検出限界以下であることを示す。 Hereinafter, the present invention will be described with reference to examples, but the scope of the present invention is not limited thereto. The symbol "ND" in the table below indicates that the signal peak is below the detection limit.
[実施例1]『ペラルゴニジン系アントシアニンを高含有するサツマイモ系統の作出』
特定のサツマイモ品種系統を原品種とする後代集団から、ペラルゴニジン系アントシアニンを高含有する新規サツマイモ系統を作出した。当該系統の作出概略を図8に示した。
[Example 1] "Production of sweet potato line containing a high amount of pelargonidin anthocyanin"
A new sweet potato line with a high content of pelargonidin anthocyanins was created from the progeny population of a specific sweet potato line. The outline of the production of the system is shown in FIG.
(1)「新規サツマイモ系統の作出」
原品種として、本発明者らが保有する育成系統である九系89360-8(塊根が早期肥大性の系統、FERM BP-22365)を種子親、及び、同九系294(アントシアニン色素含量が高い高色価系統、FERM BP-22364)を花粉親として交配を行った。その結果、その子世代の集団では、通常のサツマイモ系統とは異なる塊根が赤色色調を呈する個体が約1割の頻度で複数個体が出現した。
ここで、原品種である九系89360-8及び九系294は、いずれも通常の紫色色調の塊根を有する系統であり、これらの原品種の遺伝的背景の組み合わせにより、赤色調を呈するアントシアニン色素の系統が独立して出現していると認められた。
(1) "Creation of a new sweet potato strain"
As the original varieties, the breeding line 89360-8 (line with early hypertrophy of clump roots, FERM BP-22365), which is the breeding line owned by the present inventors, is used as the seed parent, and the nine line 294 (high anthocyanin pigment content). Crosses were carried out using the high color value line, FERM BP-22364) as the pollen parent. As a result, in the offspring population, about 10% of the individuals in which tuberous roots differed from the usual sweet potato lines exhibited a red color tone, and a plurality of individuals appeared.
Here, the original varieties, 9-series 89360-8 and 9-series 294, are both lines having a normal purple-colored lump root, and an anthocyanin pigment exhibiting a red tone due to the combination of the genetic backgrounds of these original varieties. It was recognized that the strains of were appearing independently.
当該赤色色調を呈する個体の中から、特に赤色が鮮やかな個体を選抜し、その自家集団から新規の鮮赤系統である九系06353-19を作出した(図8)。当該系統を種子親として、これに塊根肥大の形質改善のための育成系統を花粉親として交配し、その子世代から赤色の発色特性が良好であり且つ塊根肥大に関する形質が良好な個体を選抜した。当該選抜個体から自家集団を得て、新規サツマイモ系統である九州187号を作出した(図8)。
なお、塊根肥大の形質供与親としては、九州125号(FERM BP-22363)を用いているが、当該系統はアントシアニン自体を含有しない系統であり、本発明に係るペラルゴニジン系アントシアニンを高含有する形質とは関係のない系統である。
Among the individuals exhibiting the red color tone, individuals having particularly vivid red color were selected, and a new bright red strain, 9 strain 06353-19, was created from the self-population (FIG. 8). This line was used as a seed parent, and a breeding line for improving the trait of lump root hypertrophy was bred as a pollen parent, and individuals having good red color development characteristics and good traits related to lump root hypertrophy were selected from the offspring. A private group was obtained from the selected individuals and a new sweet potato line, Kyushu 187, was created (Fig. 8).
Kyushu No. 125 (FERM BP-22363) is used as the trait donor parent for lump root hypertrophy, but the strain does not contain anthocyanin itself, and the trait containing a high amount of pelargonidin-based anthocyanin according to the present invention. It is a system that has nothing to do with.
(2)「抽出液の調製」
上記作出系統である九州187号の塊根50gを包丁にて角切りにし、これを0.5%硫酸水200gに浸漬して室温にて1晩静置することで抽出処理を行った。これをネットで絞り、濾紙(NO.5フィルター、アドバンテック東洋株式会社製)を用いて吸引濾過を行って濾液を回収した。
(2) "Preparation of extract"
50 g of the roots of Kyushu No. 187, which is the above production line, was cut into square pieces with a kitchen knife, immersed in 200 g of 0.5% sulfuric acid water, and allowed to stand overnight at room temperature for extraction treatment. This was squeezed with a net, and suction filtration was performed using a filter paper (NO.5 filter, manufactured by Advantech Toyo Co., Ltd.) to recover the filtrate.
(3)「HPLC/MS分析」
上記にて得られた濾液を九州187号の塊根からの抽出液として、HPLC/MS分析に供した。当該HPLC分析は、以下に示す装置及び条件により行った。得られたクロマトグラムの各ピークに対してMS分析による精密質量からの構造推定を行い、各アントシアニン化合物を示すピーク面積比を算出した。取得されたクロマトグラムを図1に示した。また、構造推定及び算出したピーク面積比率に関する結果を下記表に示した。
ここで、下記表において、ペラルゴニジン系アントシアニン化合物を示す各ピーク番号は、上記クロマトグラム中のペラルゴニジン系アントシアニンを示す各ピークに対応する番号を示す。また、シアニジン系アントシアニン及びペオニジン系アントシアニンの各ピーク番号は、ペラルゴニジン系アントシアニンにおける対応する修飾パターンのピーク番号に「’」又は「’’」等を付した修飾数字として示す。また、当該表における「R1」~「R3」は、上記構造式(I)における官能基を示し、「H」は水素原子を、「OH」は水酸基を、「OCH3」はメトキシ基を、「PHB」はp-ヒドロキシ安息香酸修飾基を、「Caf」はカフェ酸修飾基を、「Fer」はフェルラ酸修飾基を、それぞれ示す。
(3) "HPLC / MS analysis"
The filtrate obtained above was subjected to HPLC/MS analysis as an extract from tuber root of Kyushu 187. The said HPLC analysis was performed with the apparatus and conditions shown below. The structure of each peak of the obtained chromatogram was estimated from the precise mass by MS analysis, and the peak area ratio indicating each anthocyanin compound was calculated. The obtained chromatogram is shown in FIG. The table below shows the results of structural estimation and calculated peak area ratio.
Here, in the table below, each peak number indicating the pelargonidin-based anthocyanin compound indicates the number corresponding to each peak indicating the pelargonidin-based anthocyanin in the above chromatogram. Further, each peak number of cyanidin-based anthocyanins and peonidin-based anthocyanins is shown as a modified number in which the peak number of the corresponding modification pattern in pelargonidin-based anthocyanins is added with “′” or “″”. Further, “R 1 ”to “R 3 ”in the table represent functional groups in the structural formula (I), “H” is a hydrogen atom, “OH” is a hydroxyl group, and “OCH 3 ” is a methoxy group. , "PHB" indicates a p-hydroxybenzoic acid modifying group, "Caf" indicates a caffeic acid modifying group, and "Fer" indicates a ferulic acid modifying group.
[HPLC/MSに用いた装置及び条件]
装置: UltiMate 3000 HPLC systems
Q Exactive ハイブリッド四重極-オービトラップ質量分析計
(Thermo Fisher Scientific社製)
カラム: L-column ODS(2.1×150mm,3μm)
(一般社団法人 化学物質評価研究機構製)
移動相: 0.1%ギ酸水/0.1%ギ酸含有アセトニトリル
流速: 0.2mL/分
温度: 40℃
測定波長:530nm
[Devices and conditions used for HPLC / MS]
Equipment: UltraMate 3000 HPLC systems
Q Active Hybrid Quadrupole-Orbitrap Mass Spectrometer (manufactured by Thermo Fisher Scientific)
Column: L-column ODS (2.1 x 150 mm, 3 μm)
(Manufactured by Chemical Substance Evaluation Research Organization)
Mobile phase: 0.1% formic acid water/0.1% formic acid-containing acetonitrile Flow rate: 0.2 mL/min Temperature: 40°C
Measurement wavelength: 530 nm
[グラジエント条件]
(時間) (0.1%ギ酸水) (0.1%ギ酸含有アセトニトリル)
0分: 95% 5%
15分: 82% 18%
40分: 30% 70%
42分: 30% 70%
[Gradient condition]
(Time) (0.1% formic acid water) (0.1% formic acid-containing acetonitrile)
0 minutes: 95% 5%
15 minutes: 82% 18%
40 minutes: 30% 70%
42 minutes: 30% 70%
(4)「アントシアニン色素組成に関する各種解析」
上記により得られたHPLC/MS分析の測定データを用いて、九州187号の塊根抽出液におけるアントシアニン色素の組成的特徴を解析した。
(4) "Various analyzes of anthocyanin pigment composition"
Using the measurement data of the HPLC / MS analysis obtained above, the compositional characteristics of the anthocyanin dye in the Kyushu No. 187 mass root extract were analyzed.
アグリコンに関する特性
上記HPLC/MS分析の測定データにおいて、アグリコンの種類の相違に着目した解析を行った。アグリコンであるアントシアニジンの各ピーク面積比率の合計ピーク面積値を算出して比較した結果、九州187号の塊根抽出液から検出された全アントシアニン化合物のピーク面積のうち、その約85%がペラルゴニジン系アントシアニン化合物に由来するピーク面積であることが示された(表6)。
Characteristics relating to aglycone In the measurement data of the above HPLC/MS analysis, an analysis focusing on the difference in the type of aglycone was performed. As a result of calculating and comparing the total peak area value of each peak area ratio of aglycone anthocyanidin, about 85% of the peak area of all anthocyanin compounds detected from the mass root extract of Kyushu No. 187 is pelargonidin-based anthocyanin. It was shown to be the peak area derived from the compound (Table 6).
以上の結果から、新規作出系統である九州187号は、アントシアニン系色素の基本構造に関する特徴が通常のサツマイモ品種系統とは全く異なる組成的特徴を有するサツマイモ系統であることが示された。
これらの結果を鑑みると、九州187号は、シアニジンとペオニジンの生成及び蓄積が抑制され、ペラルゴニジンの生成及び蓄積を可能とする代謝系の機能が獲得されたサツマイモ系統であると認められた。
From the above results, it was shown that Kyushu No. 187, which is a newly produced line, is a sweet potato line which has completely different compositional characteristics from the ordinary sweet potato variety line in the characteristics relating to the basic structure of the anthocyanin pigment.
In view of these results, Kyushu No. 187 was recognized to be a sweet potato strain in which the production and accumulation of cyanidin and peonidin were suppressed and the metabolic function that enables the production and accumulation of pelargonidin was acquired.
アシル化修飾率に関する特性
上記HPLC/MS分析の測定データにおいて、アントシアニンのアシル化修飾に着目し、アシル化修飾部位に特定修飾基を含む化合物の各ピーク面積の合計を算出し、全体のピーク面積との比率を算出した。
その結果、九州187号の塊根抽出液からのアントシアニン色素では、全アントシアニン化合物のピーク面積のうち、その約91.5%がフェノール酸修飾基を有するアシル化アントシアニンであることが示された(表7)。また、当該アントシアニン色素におけるフェノール酸でのアシル化修飾様式としては、ヒドロキシ安息香酸類の修飾基を含む化合物のピーク面積の比率は、全アントシアニン化合物のピーク面積のうちの23.6%と低い割合であるところ、一方、安定性向上に作用するヒドロキシ桂皮酸類の修飾基を含む化合物のピーク面積の比率は、全アントシアニン化合物のピーク面積のうちの87.2%と極めて高い値を示した。
また、当該アシル化修飾様式の比率は、各アグリコンを基本骨格とする化合物の系列ごとに算出した比率値でも同傾向の結果を示した。特にヒドロキシ桂皮酸の修飾比率に関して、アグリコンの骨格構造の違う場合でも86~90.1%の範囲の値を示し、全アントシアニン化合物に対する比率と実質的に同比率を示す値となることが示された(表7)。
Characteristics Related to Acylation Modification Rate In the measurement data of the above-mentioned HPLC/MS analysis, focusing on the acylation modification of anthocyanin, the sum of each peak area of the compound containing a specific modification group at the acylation modification site was calculated, and the total peak area was calculated. The ratio with and was calculated.
As a result, in the anthocyanin pigment from the tuberous root extract of Kyushu 187, about 91.5% of the peak area of all anthocyanin compounds was an acylated anthocyanin having a phenolic acid modifying group (Table 7). Moreover, as a mode of acylation modification with a phenolic acid in the anthocyanin dye, the ratio of the peak areas of compounds containing a modifying group of hydroxybenzoic acids is as low as 23.6% of the peak areas of all anthocyanin compounds. On the other hand, on the other hand, the ratio of the peak areas of the compounds containing the modifying group of hydroxycinnamic acids, which acts to improve the stability, was 87.2% of the peak areas of all the anthocyanin compounds, which was a very high value.
In addition, the ratio of the acylation modification mode showed the same tendency even with the ratio value calculated for each series of compounds having each aglycone as a basic skeleton. In particular, regarding the modification ratio of hydroxycinnamic acid, a value in the range of 86 to 90.1% was shown even when the skeleton structure of aglycone was different, and it was shown that the ratio was substantially the same as the ratio to all anthocyanin compounds. (Table 7).
以上の結果から、新規作出系統である九州187号は、フェノール酸でアシル化修飾されたアントシアニン化合物を高含有し、そのうちの大部分(全アントシアニンのうちの約87.2%、フェノール酸修飾アントシアニンのうちの約95.3%)がヒドロキシ桂皮酸類の修飾基を含むアントシアニン化合物であるサツマイモ系統であることが示された。ヒドロキシ桂皮酸類は、アントシアニン化合物の安定性向上に作用することから、九州187号からのアントシアニン色素は、安定性に優れたアントシアニン化合物を高含有する色素組成物であると認められた。
また、当該アシル化の修飾様式は、アグリコンが異なる骨格構造間の化合物でも同傾向を示し、特にヒドロキシ桂皮酸類の修飾比率に関しては、アグリコンが異なる骨格構造の相違は実質的に認められなかった。
これらの結果は、九州187号では、ヒドロキシ安息香酸でのアシル化修飾を司る代謝活性が弱く、一方、ヒドロキシ桂皮酸類でのアシル化修飾を司る代謝活性が著しく強いサツマイモ系統であることを示唆する結果であった。
From the above results, Kyushu 187, which is a newly produced strain, contains a high content of anthocyanin compounds acylated and modified with phenolic acid, and most of them (about 87.2% of all anthocyanins, phenolic acid-modified anthocyanins) are contained. Approximately 95.3% of them) were shown to be of the sweet potato strain, which is an anthocyanin compound containing a modifying group of hydroxyphenolic acids. Since the hydroxycinnamic acids act to improve the stability of the anthocyanin compound, it was confirmed that the anthocyanin dye from Kyushu No. 187 is a dye composition containing a highly stable anthocyanin compound at a high content.
Further, the modification mode of the acylation showed the same tendency even in the compounds between the skeleton structures having different aglycones, and in particular, regarding the modification ratio of hydroxycinnamic acids, no difference in the skeleton structures having different aglycones was substantially observed.
These results suggest that Kyushu No. 187 is a sweet potato strain that has a weak metabolic activity that controls acylation modification with hydroxybenzoic acid, while a significantly strong metabolic activity that controls acylation modification with hydroxycinnamon acids. It was a result.
特定修飾部位のカフェ酸修飾率に関する特性
上記HPLC/MS分析の測定データにおいて、アントシアニンの一般構造式(I)のアシル化修飾部位であるR2及びR3の組み合わせにて規定される各修飾様式(表3~5にて検出された修飾様式A~H)の化合物を示すピーク面積について、全体のピーク面積との比率を算出した(表8)。
その結果、九州187号の塊根抽出液からのアントシアニン色素は、修飾様式E、G、Hにて表される構造のアントシアニン化合物を多く含有する組成的特徴を有することが示された。ここで、修飾様式E、G、Hで示される構造では、R2のアシル化修飾がカフェ酸修飾基である点で共通する構造であった。
Characteristics of Caffeic Acid Modification Rate of Specific Modification Site In the measurement data of the above HPLC/MS analysis, each modification mode defined by the combination of R 2 and R 3 which is the acylation modification site of the general structural formula (I) of anthocyanin The ratio of the peak area showing the compounds of the modification modes A to H detected in Tables 3 to 5 to the total peak area was calculated (Table 8).
As a result, it was shown that the anthocyanin pigment from the tuberous root extract of Kyushu 187 has a compositional characteristic that it contains a large amount of anthocyanin compounds having the structures represented by modification modes E, G, and H. Here, in the structure shown modified style E, G, with H, was structure common in terms acylation modification of the R 2 is a caffeic acid modifying group.
そこで、R2としてカフェ酸修飾基を有するアントシアニン化合物の合計のピーク面積を算出し、全体のピーク面積との比率を算出した。また、R2がカフェ酸修飾基でないアントシアニン化合物の合計のピーク面積も同様に算出し、全体のピーク面積との比率を算出した(表9)。
その結果、R2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積の合計値は、全アントシアニン化合物のピーク面積の80.4%を占めるものであった。当該修飾様式の比率は、各アグリコンを基本骨格とする化合物の系列ごとに算出した比率値でも同傾向の結果を示し、全アントシアニン化合物での比率と近似する値と認められた。
一方、R2としてカフェ酸修飾基を有さないアントシアニン化合物のピーク面積の合計値は、全アントシアニン化合物のピーク面積の19.6%に過ぎなかった。
Therefore, to calculate the sum of the peak areas of anthocyanin compounds with caffeic acid modifying group as R 2, and calculates the ratio between the total peak area. In addition, the total peak area of the anthocyanin compounds in which R 2 is not a caffeic acid modifying group was calculated in the same manner, and the ratio to the total peak area was calculated (Table 9).
As a result, the total peak area of the anthocyanin compounds having a caffeic acid modifying group as R 2 accounted for 80.4% of the peak areas of all the anthocyanin compounds. Regarding the ratio of the modification mode, the ratio value calculated for each series of compounds having each aglycone as a basic skeleton also showed the same tendency result, and it was recognized as a value close to the ratio for all anthocyanin compounds.
On the other hand, the total peak area of the anthocyanin compounds having no caffeic acid modifying group as R 2 was only 19.6% of the peak areas of all the anthocyanin compounds.
以上の結果から、新規作出系統である九州187号は、アントシアニンの一般構造式(I)のアシル化修飾部位であるR2が、カフェ酸でアシル化修飾されたアントシアニン化合物を高含有する(80%以上である)サツマイモ系統であることが示された。カフェ酸はアントシアニン化合物の安定性向上に作用するヒドロキシ桂皮酸類の一種であることから、九州187号からのアントシアニン色素は、化合物安定性に優れたアントシアニン化合物を高含有する色素組成物であると認められた。また、当該R2部位でのカフェ酸の修飾様式は、アグリコンが異なる骨格構造の化合物でも同傾向を示した。
これらの結果は、九州187号では、アントシアニンの一般構造式(I)のR2をカフェ酸にてアシル化修飾する代謝活性の強いサツマイモ系統であることを示唆する結果であった。
From the above results, in Kyushu No. 187, which is a newly produced strain, R 2 which is the acylation modification site of the general structural formula (I) of anthocyanin has a high content of anthocyanin compound acylated with caffeic acid (80 It was shown to be a sweet potato strain (% or more). Since caffeic acid is a kind of hydroxycinnamic acids that acts to improve the stability of anthocyanin compounds, the anthocyanin pigment from Kyushu 187 is recognized as a pigment composition containing a high content of anthocyanin compounds with excellent compound stability. Was done. In addition, the modification mode of caffeic acid at the R 2 site showed the same tendency even in compounds having skeleton structures different in aglycone.
These results indicate that Kyushu 187 is a sweet potato line having a strong metabolic activity in which R 2 of the general structural formula (I) of anthocyanin is acylated and modified with caffeic acid.
(5)「寄託された生物材料への言及」
上記作出過程にて用いたサツマイモであるイポメア・バタタス(Ipomoea batatas)の九系89360-8、九系294、及び九州125号は、2018年4月25日に、独立行政法人製品評価技術基盤機構 特許生物寄託センターに寄託申請され、九系89360-8に「FERM P-22365」、九系294に「FERM P-22364」、及び九州125号に「FERM P-22363」の受託番号が付与された。
これらについて、2018年11月19日に国際寄託への移管請求が同機関になされ、九系89360-8に「FERM BP-22365」、九系294に「FERM BP-22364」、及び九州125号に「FERM BP-22363」の国際受託番号が付与された。また、これらの生物材料に関して、2019年1月21日に原寄託についての受託証及び生存に関する証明書が発行された。
(5) "Reference to deposited biomaterials"
Ipomoea batatas 9 series 89360-8, 9 series 294, and Kyushu 125, which are sweet potatoes used in the above production process, were released on April 25, 2018 by the Product Evaluation Technology Infrastructure Organization. A deposit application was made to the Patent Organism Depositary, and the deposit number was given to the 9th series 89360-8 with "FERM P-22365", the 9th series 294 with "FERM P-22364", and Kyushu 125 with "FERM P-22363". It was.
Regarding these, a request for transfer to the international deposit was made to the same organization on November 19, 2018, "FERM BP-22365" for 9 series 89360-8, "FERM BP-22364" for 9 series 294, and Kyushu 125. The international deposit number of “FERM BP-22363” has been assigned to. In addition, regarding these biological materials, a deposit certificate regarding the original deposit and a certificate regarding survival were issued on January 21, 2019.
[寄託機関(国際寄託当局)の名称及び宛名]
名称: 独立行政法人製品評価技術基盤機構 特許生物寄託センター
住所: 郵便番号292-0818 千葉県木更津市かずさ鎌足2-5-8 120号室
[寄託に関する日付]
国内寄託日(国内受託日): 2018年 4月25日
国内受託証通知日: 2018年 7月 6日
国際寄託への移管請求日: 2018年11月19日
国際寄託当局によって発行される原寄託についての受託証発行日:
2019年 1月21日
国際寄託当局によって発行される生存に関する証明書発行日:
2019年 1月21日
[受託番号]
FERM BP-22365: イポメア・バタタス(Ipomoea batatas (L.) Lam.) 九系89360-8
FERM BP-22364: イポメア・バタタス(Ipomoea batatas (L.) Lam.) 九系294
FERM BP-22363: イポメア・バタタス(Ipomoea batatas (L.) Lam.) 九州125号
[寄託者]
氏名又は名称: 国立研究開発法人農業・食品産業技術総合研究機構 理事長
住所: 郵便番号305-8517 茨城県つくば市観音台三丁目1番地1
[寄託についての言及]
本寄託者は、本出願において寄託生物について言及する権限を本出願人に与えている。また、本寄託者は、寄託生物が公衆に利用可能となる旨の同意を本出願人に与えている。
[寄託生物に関する特徴]
i)FERM BP-22365、FERM BP-22364、及びFERM BP-22363に関する各寄託生物の特徴は、本願明細書に係る発明を実施するための形態における1.新規サツマイモ植物の段落(特に、原品種、原品種の交配集団又は後代集団、及び作出方法等の段落)、並びに、本願明細書に係る実施例(特に、実施例1、13~15等)、に記載の通りである。
ii)また、FERM BP-22365、FERM BP-22364、及びFERM BP-22363に共通する分類学上の位置及び科学的性質に関する情報は、次の通りである。
・・「分類学上の位置」
サツマイモ属かんしょ種(イポメア・バタタス、Ipomoea batatas (L.) Lam.)
・・「科学的性質に関する情報」
ゲノムは同質6倍体である。地上部は、茎、葉柄、及び葉身から主として構成され、葉柄は2/5互生葉序で主茎からは分枝が発生する。節部の根原基から伸長した不定根が肥大し、澱粉貯蔵器官である塊根を形成する。短日条件下で花芽が分化し、一定の気温があれば開花に至る。
[Name and address of depository organization (international depositary authority)]
Name: National Institute of Technology and Evaluation Patent Organism Deposit Center Address: 292-0818 Room 2-5-8 Kazusakamatari, Kisarazu City, Chiba Prefecture [Date of deposit]
Domestic Deposit Date (Domestic Deposit Date): April 25, 2018 Notification Date of Domestic Deposit: July 6, 2018 Request Date for Transfer to International Deposit: November 19, 2018 Original Deposit issued by International Depositary Authority Issuance date of consignment certificate:
January 21, 2019 Certificate of Survival Issued by International Depositary Authority Date:
January 21, 2019 [Accession number]
FERM BP-22365: Ipomoea batatas (L.) Lam. 9 series 89360-8
FERM BP-22364: Ipomoea batatas (L.) Lam. 9 series 294
FERM BP-22363: Ipomoea batatas (L.) Lam. Kyushu No. 125 [Deposit]
Name or name: National Research and Development Corporation Agriculture and Food Industry Technology Research Organization Chairman Address: Postal code 305-8517 3-1-1 Kannondai, Tsukuba City, Ibaraki Prefecture
[Mention on deposit]
The Depositary authorizes the Applicant to refer to the depositary organism in this application. In addition, the depositary has given the applicant consent to make the deposited organism available to the public.
[Characteristics of deposited organisms]
i) The characteristics of each deposited organism with respect to FERM BP-22365, FERM BP-22364, and FERM BP-22363 are described in 1. in the embodiment of the invention according to the present specification. Paragraphs of new sweet potato plants (particularly, paragraphs of original varieties, hybrid or progeny groups of original varieties, production methods, etc.), and examples according to the present specification (particularly, Examples 1, 13 to 15, etc.), As described in.
ii) Also, information on the taxonomic location and scientific properties common to FERM BP-22365, FERM BP-22364, and FERM BP-22363 is as follows.
.."Taxonomy position"
Sweet potato species (Ipomoea batatas (L.) Lam.)
.."Information on scientific properties"
The genome is homoploid. The aerial part is mainly composed of a stem, a petiole, and a leaf blade, and the petiole is a 2/5 alternans leaflet, and branching occurs from the main stem. Adventitious roots extending from the roots of the nodules grow and form tuberous roots, which are starch storage organs. Flower buds differentiate under short-day conditions and reach flowering at constant temperatures.
(6)「小括」
原品種である九系89360-8及び九系294の交配から得られた交配集団を選抜することにより、通常のサツマイモ系統とは異なる塊根が赤色色調を呈する個体が一定頻度にて独立に出現することが示された。本実施例における塊根が赤色調を呈する新規作出系統は、ペラルゴニジン系アントシアニンを主要色素として高含有する新規の赤サツマイモ系統であることが示された。
ここで、本実施例で用いた原品種は、いずれも通常の紫色色調の塊根を有する系統であり、鮮やかな赤色色調を呈する塊根の系統ではないことから、これらの原品種の遺伝的背景の組み合わせにより、通常では出現しないペラルゴニジン系アントシアニン色素を高含有する系統が出現していると認められた。
本発明に係る作出系統は、アントシアニン化合物の合成経路に関して、ヒドロキシ桂皮酸類でのアシル化修飾を司る代謝活性が著しく強い遺伝的背景のサツマイモ系統であり、特にアントシアニンの一般構造式(I)のR2をカフェ酸にてアシル化修飾する代謝活性の強い遺伝的背景を有するサツマイモ系統であると認められた。
なお、本実施例では、当該新規作出系統の一つから更に塊根形質を改良した系統である九州187号を作出した。
(6) "Summary"
By selecting the mating population obtained from the mating of the original varieties, 9-series 89360-8 and 9-series 294, individuals with red-colored clump roots different from the normal sweet potato strain appear independently at a certain frequency. Was shown. It was shown that the newly produced line in which the tuber root has a reddish tone in this example is a new red sweet potato line having a high content of pelargonidin anthocyanin as a main pigment.
Here, the original varieties used in the present example are all lines having a normal purple-colored tuber root, because it is not a tuber tube line exhibiting a bright red color tone, the genetic background of these original varieties By the combination, it was confirmed that a line with a high content of pelargonidin-based anthocyanin pigment, which does not usually appear, appeared.
The production line according to the present invention is a sweet potato line having a genetic background in which the metabolic activity governing the acylation modification with hydroxycaterous acids is remarkably strong with respect to the synthetic pathway of the anthocyanin compound, and in particular, the R of the general structural formula (I) of anthocyanin. It was confirmed to be a sweet potato line having a strong genetic background in which 2 is acylated with caffeic acid and has a strong metabolic activity.
In this example, Kyushu No. 187, which is a strain with further improved clot root trait, was created from one of the newly produced strains.
[実施例2]『アントシアニン系色素組成物(色素製剤)の調製』
上記実施例にて作出した鮮赤発色性に優れた新規サツマイモ系統の塊根を原料として用いて、アントシアニン系色素組成物である色素製剤を調製した。
[Example 2] "Preparation of anthocyanin-based pigment composition (pigment preparation)"
A pigment preparation, which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato strain having excellent bright red color development produced in the above example as a raw material.
上記作出系統である九州187号の塊根をフードプロセッサーにて微塵切りにし、原料重量の2倍量の0.3%硫酸水に浸漬した。その後、1時間攪拌機にて攪拌し1晩静置することで抽出操作を行った。
これをネットで絞り、50メッシュにて通液して残渣を除去して、得られた濾液のpHを水酸化ナトリウムにてpH2.5±0.2に調整した。90℃に加熱達温させた後40℃まで自然冷却して一晩静置し、10,000rpmで10分間の遠心分離を行って上澄み液を回収した。
得られた上澄み液を、珪藻土を予め層形成させておいた濾紙(NO.2フィルター、φ150mm、アドバンテック東洋株式会社製)を用いて吸引濾過を行って濾液を回収した。
The lump root of Kyushu No. 187, which was the above-mentioned production system, was finely chopped with a food processor and immersed in 0.3% sulfuric acid water, which was twice the weight of the raw material. Then, the extraction operation was performed by stirring with a stirrer for 1 hour and leaving still overnight.
This was squeezed with a net and passed through 50 mesh to remove the residue, and the pH of the obtained filtrate was adjusted to pH 2.5 ± 0.2 with sodium hydroxide. The mixture was heated to 90° C., naturally cooled to 40° C., allowed to stand overnight, and centrifuged at 10,000 rpm for 10 minutes to collect a supernatant.
The obtained supernatant was suction-filtered using a filter paper (NO.2 filter, φ150 mm, manufactured by Advantech Toyo Co., Ltd.) on which diatomaceous earth had been formed in advance to collect the filtrate.
得られた濾液を、合成吸着樹脂を充填したカラムに通液させて吸着させ、水道水にて水洗後、クエン酸を含む50%(v/v)エタノール水溶液にて吸着樹脂から色素成分を脱着させた。
回収液を減圧濃縮した後、色価E10%
1cm値80及びエタノール濃度20%(v/v)になるように濃縮溶液を調製した。これに70℃達温での加熱殺菌を行い、小分けして色素製剤(試料2-1)を調製した。
また、比較試料として、品種「アヤムラサキ」の塊根を用いたこと以外は上記と同様にして、紫サツマイモ色素製剤(試料2-2)を調製した。
The obtained filtrate is passed through a column filled with a synthetic adsorption resin for adsorption, washed with tap water, and then desorbed the dye component from the adsorption resin with a 50% (v/v) ethanol aqueous solution containing citric acid. I let you.
After concentrating the recovered solution under reduced pressure, a concentrated solution was prepared so that the color value E was 10%, the 1 cm value was 80, and the ethanol concentration was 20% (v / v). This was heat-sterilized at a temperature of 70° C. and divided into small portions to prepare a pigment preparation (Sample 2-1).
Further, a purple sweet potato pigment preparation (Sample 2-2) was prepared in the same manner as above, except that the tuber roots of the variety “Ayamurasaki” were used as a comparative sample.
[実施例3]『色素組成物の発色特性評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、その発色特性評価を行った。
[Example 3] "Evaluation of coloring characteristics of dye composition"
The color development characteristics of the anthocyanin pigment composition derived from the red sweet potato strain prepared in the above Examples were evaluated.
(1)「発色特性評価」
実施例2にて調製した赤サツマイモ色素について、0.3%クエン酸水を用いて色価E10%
1cm80換算で0.1質量%となる検液を調製して、分光光度計(V-560、日本分光株式会社製、測定セルの光路長1cm)を用いて測定波長380~780nmにおける透過光測色を行い、Hunter Lab表色系の3刺激値(L値、a値、及びb値)を測定した。
当該測定値を用いて明度、彩度、及び色相を評価した。「明度」としては上記測定したL値の値をそのまま用いて評価した。「彩度」は上記式(1)を用いてCHROMA値を算出して評価した。「色相」はHUE値を算出して評価した。また、対照試料(赤ダイコン色素)との発色特性の相違を定量的に評価するための値として、上記式(2)を用いて「ΔE値」を算出して評価した。
また、極大吸収波長(λmax)は、溶媒としてクエン酸緩衝液(pH3.0)を用いて、波長500~545nmの極大吸収部の吸光度を測定することにより算出した。
比較試験として、実施例2にて調製した紫サツマイモ色素を用いて、上記と同様にして検液を調製して試験を行った。また、対照試験として、市販の赤ダイコン色素(三栄源エフ・エフ・アイ株式会社製、「ベジタレッド[登録商標]AD」)を用いて、上記と同様にして検液を調製して試験を行った(表10)。
(1) "Evaluation of color development characteristics"
For the red sweet potato pigment prepared in Example 2, 0.3% citric acid water was used to prepare a test solution having a color value of
The measured values were used to evaluate lightness, saturation, and hue. As the "brightness", the measured L value was used as it was for evaluation. The “saturation” was evaluated by calculating the CHROMA value using the above formula (1). "Hue" was evaluated by calculating a HUE value. Further, as a value for quantitatively evaluating the difference in color development characteristics from the control sample (red radish dye), the "ΔE value" was calculated and evaluated using the above formula (2).
The maximum absorption wavelength (λmax) was calculated by measuring the absorbance of the maximum absorption portion having a wavelength of 500 to 545 nm using a citrate buffer (pH 3.0) as a solvent.
As a comparative test, a test solution was prepared and tested in the same manner as above using the purple sweet potato dye prepared in Example 2. Further, as a control test, a commercially available red radish dye (“Vegeta Red [registered trademark] AD” manufactured by San-Ei Gen FFI Co., Ltd.) was used to prepare a test solution in the same manner as above, and the test was conducted. (Table 10).
その結果、上記実施例にて製造した赤サツマイモ色素(試料3-1)は、全ての測定項目において赤ダイコン色素(試料3-3)と極めて近似する値を示し、色差ΔE値は僅か0.93であった。また、赤サツマイモ色素(試料3-1)のHUE値は4.6R(JIS色相での赤に近い色調)を示し、赤ダイコン色素(試料3-3)と完全に同一の値であった。また、赤サツマイモ色素(試料3-1)の極大吸収波長は512nmであり、赤ダイコン色素(試料3-3)の513nmとは極似していたことから、両者の発色特性の近似性が極大吸収波長の点からも確認された。また、充填試薬瓶を目視観察した場合においても、赤サツマイモ色素(試料3-1)は明るく鮮やかな赤い色調を呈した。
それに対して、通常のアヤムラサキ由来の紫サツマイモ色素(試料3-2)では、全ての測定項目において赤ダイコン色素(試料3-3)とは異なる値を示し、色差ΔE値は約28という大きな隔たりを示した。また、HUE値も8.4RP(JIS色相での赤紫~紫味の赤の中間色調)であり、赤ダイコン色素(試料3-3)とは全く異なる値であった。また、紫サツマイモ色素(試料3-2)の極大吸収波長は528nmを示し、赤ダイコン色素(試料3-3)の513nmとは大きく異なることから、両者の発色特性の違いが極大吸収波長の点からも確認された。また、充填試薬瓶を目視観察した場合においても、紫サツマイモ色素(試料3-2)は暗い紫色調を呈した。
As a result, the red sweet potato dye (Sample 3-1) produced in the above-mentioned examples showed values extremely close to those of the red radish dye (Sample 3-3) in all measurement items, and the color difference ΔE value was only 0. It was 93. Further, the HUE value of the red sweet potato dye (Sample 3-1) was 4.6R (color tone close to red in JIS hue), which was completely the same as that of the red radish dye (Sample 3-3). The maximum absorption wavelength of the red sweet potato dye (Sample 3-1) was 512 nm, which was very similar to the red radish dye (Sample 3-3) of 513 nm. It was also confirmed in terms of absorption wavelength. Further, even when the filling reagent bottle was visually observed, the red sweet potato pigment (Sample 3-1) exhibited a bright and vivid red color tone.
On the other hand, the usual purple sweet potato dye (Sample 3-2) derived from Ayamurasaki shows different values from the red radish dye (Sample 3-3) in all measurement items, and the color difference ΔE value is about 28, which is a large gap. showed that. Also, the HUE value was 8.4 RP (intermediate color tone of purplish red to purplish red in JIS hue), which was completely different from that of the red radish dye (Sample 3-3). In addition, the maximum absorption wavelength of the purple sweet potato dye (Sample 3-2) is 528 nm, which is significantly different from the 513 nm of the red radish dye (Sample 3-3). Therefore, the difference in color development characteristics between the two is the point of the maximum absorption wavelength. It was also confirmed from. Also, when the filled reagent bottle was visually observed, the purple sweet potato dye (Sample 3-2) exhibited a dark purple tone.
以上の結果から、本発明に係る赤サツマイモ系統の塊根を原料として色素組成物を製造することによって、通常の紫サツマイモ色素とは全く異なる鮮やかな赤色色調を呈するアントシアニン系色素を製造できることが示された。その発色特性は、赤ダイコン色素のアントシアニン系色素と極めて近似する色調であった。 From the above results, it is shown that by producing a pigment composition using the red sweet potato-based mass roots according to the present invention as a raw material, an anthocyanin-based pigment exhibiting a bright red color tone completely different from that of a normal purple sweet potato pigment can be produced. It was. Its color development characteristics were very similar to those of the red radish dye anthocyanin dye.
[実施例4]『pHの相違による発色評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、pHを変化させた場合の発色評価を行った。
[Example 4] "Evaluation of color development due to difference in pH"
The color development of the anthocyanin-based pigment composition derived from the red sweet potato strain prepared in the above example was evaluated when the pH was changed.
pH値を図2に示した値にしたことを除いては上記実施例3に記載の方法と同様にして検液を調製し、これを試料瓶に充填して色調の目視評価を行った(図2)。
その結果、上記実施例にて製造した赤サツマイモ色素(試料4-1)では、pH3~5のいずれに調整した場合でも、明るい鮮赤色調での発色が可能であることが確認された。特に赤ダイコン色素(試料4-3)では発色が薄くなるpH5付近においても、赤サツマイモ色素(試料4-1)では鮮やかな発色が維持されることが確認された。
一方、比較試料である紫サツマイモ色素(試料4-2)では、いずれのpHに調整した場合においても、赤サツマイモ色素(試料4-1)や赤ダイコン色素(試料4-3)よりも暗い紫味を帯びた色調を示すことが確認された。
A test solution was prepared in the same manner as in Example 3 except that the pH value was changed to the value shown in FIG. 2, and the test solution was filled in a sample bottle for visual evaluation of color tone ( Figure 2).
As a result, it was confirmed that the red sweet potato dye (Sample 4-1) produced in the above-mentioned examples was capable of developing a bright bright red tone even when the pH was adjusted to any of 3 to 5. In particular, it was confirmed that the red radish dye (Sample 4-3) maintained vivid color development even at around
On the other hand, the purple sweet potato dye (Sample 4-2), which is a comparative sample, has a darker purple color than the red sweet potato dye (Sample 4-1) and the red radish dye (Sample 4-3) regardless of the pH adjustment. It was confirmed that it exhibited a tinged color tone.
以上の結果から、本発明に係る赤サツマイモ系統を原料とする色素組成物は、弱酸性の幅広いpH域にて明るい鮮赤色調での発色が可能なアントシアニン系色素であることが確認された。
From the above results, it was confirmed that the red sweet potato lineage-based pigment composition according to the present invention is an anthocyanin pigment capable of producing a bright bright red color in a wide range of slightly acidic pH.
[実施例5]『吸光度比による安定性評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、320nm/530nmの吸光度比を算出することでアントシアニン化合物の安定性に関する評価を行った。
[Example 5] "Stability evaluation by absorbance ratio"
The stability of the anthocyanin compound was evaluated by calculating the absorbance ratio of 320 nm/530 nm for the anthocyanin pigment composition derived from the red sweet potato strain prepared in the above Examples.
実施例2にて調製した赤サツマイモ色素について、クエン酸緩衝液(pH3.0)を用いてE10%
1cm値0.3~0.7となるように検液を調製し、分光光度計(V-560、日本分光株式会社製、測定セルの光路長1cm)を用いて透過光測色を行った。測定した吸収スペクトルにおける値からA320nm/A530nm値を算出した。
比較試験として、実施例2にて調製した紫サツマイモ色素又は実施例3に記載の赤ダイコン色素を用いて、上記と同様にして検液を調製して試験を行った(表11)。
その結果、上記実施例にて製造した赤サツマイモ色素(試料5-1)は、紫サツマイモ色素(試料5-2)や赤ダイコン色素(試料5-3)と比較して、A320nm/A530nm値が著しく高い値を示した。
For the red sweet potato dye prepared in Example 2, a test solution was prepared using a citrate buffer solution (pH 3.0) so that the E 10% 1 cm value was 0.3 to 0.7, and the spectrophotometer ( Transmitted light colorimetry was performed using V-560, manufactured by JASCO Corporation, optical path length of measuring
As a comparative test, a test solution was prepared in the same manner as above using the purple sweet potato dye prepared in Example 2 or the red radish dye described in Example 3 (Table 11).
As a result, the red sweet potato dye (Sample 5-1) produced in the above-mentioned examples was compared with purple sweet potato dye (Sample 5-2) and red radish dye (Sample 5-3) at A 320 nm /A 530 nm. The value showed a remarkably high value.
以上の結果及び知見から、本発明に係る赤サツマイモ系統の塊根を原料とする色素組成物は、安定性に優れた吸光度特性を示すアントシアニン系色素であることが示された。当該結果は、上記実施例にて示されたヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物を高含有する組成的特徴と一致する結果と認められた。 From the above results and findings, it was shown that the dye composition using the red sweet potato line mass root as a raw material according to the present invention is an anthocyanin-based dye exhibiting excellent absorbance characteristics with excellent stability. The result was found to be consistent with the compositional characteristics of high content of the anthocyanin compound having a hydroxycinnamon acid modifying group shown in the above example.
[実施例6]『耐光性に関する評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、色素組成物の光安定性に関する評価を行った。
[Example 6] "Evaluation of light resistance"
The anthocyanin-based pigment composition derived from the red sweet potato strain prepared in the above example was evaluated for the light stability of the pigment composition.
(1)「飲料検液の調製」
アントシアニン系色素を色価E10%
1cm値80換算で0.03質量%、Brix10°(果糖ブドウ糖液糖 Brix75°:13.3質量%)、及びpH3.0(クエン酸無水及びクエン酸三ナトリウムにて調整)となるように水溶液を調製した。アントシアニン系色素としては、実施例2にて調製した赤サツマイモ色素、実施例2にて調製した紫サツマイモ色素、又は実施例3に記載の市販赤ダイコン色素を用いた。
調製した水溶液を93℃達温殺菌し、200mLペットボトルにホットパック充填して得られたペットボトル飲料を検液とした。
(1) "Preparation of beverage test solution"
Anthocyanin dyes with color value E 10%, 1 cm value 80 equivalent 0.03% by mass,
The prepared aqueous solution was sterilized to reach 93° C., and a 200 mL PET bottle was hot-pack filled to obtain a PET bottle beverage as a test solution.
(2)「耐光性試験」
各ペットボトル検液に対して蛍光灯照射機を用いて白色蛍光灯20000Luxを25℃にて3日間照射して、耐光性に関する安定性試験を行った。蛍光灯照射機としては、Cultivation chamber CLH-301(株式会社トミー精工製)を用いた。
安定性試験前及び試験後の検液について、分光光度計(V-560、日本分光株式会社製、測定セルの光路長1cm)を用いて測定波長380~780nmにおける透過光測色を行い、上記式(4)を用いて色素残存率を算出した(表12)。また、安定試験前と試験後の色調変化を定量的に評価するための値として、上記式(2)を用いてΔE値を算出して評価した(表13)。またペットボトル飲料を目視観察した結果を図3に示した。
(2) "Light resistance test"
Each PET bottle test solution was irradiated with a white fluorescent lamp 20000 Lux at 25° C. for 3 days using a fluorescent lamp irradiator, and a stability test regarding light resistance was performed. Cultivation chamber CLH-301 (manufactured by Tommy Seiko Co., Ltd.) was used as the fluorescent lamp irradiator.
The test liquid before and after the stability test was subjected to transmitted light colorimetry at a measurement wavelength of 380 to 780 nm using a spectrophotometer (V-560, manufactured by JASCO Corporation, optical path length of the measurement cell was 1 cm). The dye residual ratio was calculated using the formula (4) (Table 12). Further, as a value for quantitatively evaluating the change in color tone before and after the stability test, the ΔE value was calculated using the above formula (2) and evaluated (Table 13). The results of visual observation of the PET bottle beverage are shown in FIG.
その結果、上記実施例にて製造した赤サツマイモ色素を含む飲料(試料6-1)では、20000Luxの蛍光灯連続照射環境下に3日間晒された場合であっても、従来のアヤムラサキ由来のサツマイモ色素を含む飲料(試料6-2)や赤ダイコン色素を含む飲料(試料6-3)と比較して、色素残存率が大幅に高い値を示した(表12)。また、耐光性試験前後での色調変化-を示すΔE値についても、従来のアヤムラサキ由来のサツマイモ色素を含む飲料(試料6-2)と比較して低い値を示すこと(試験前後での色調変化が小さいこと)が確認された(表13)。検液の目視観察においても、色調変化抑制作用の優位性が確認された(図3)。 As a result, in the beverage containing the red sweet potato pigment (Sample 6-1) produced in the above example, even when exposed to a fluorescent lamp continuous irradiation environment of 20000 Lux for 3 days, the conventional sweet potato derived from Ayamurasaki Compared with the beverage containing the pigment (Sample 6-2) and the beverage containing the red radicon pigment (Sample 6-3), the residual dye ratio was significantly higher (Table 12). In addition, the ΔE value indicating the color tone change before and after the light resistance test is also lower than that of the conventional beverage containing sweet potato pigment derived from Ayamurasaki (Sample 6-2) (color tone change before and after the test). Was small) (Table 13). Visual observation of the test solution also confirmed the superiority of the effect of suppressing color change (Fig. 3).
ここで、本試験に係る安定性試験で採用している「20000ルクス」という光強度は、通常の小売店等が使用する蛍光灯照度の10~20倍という光虐待に相当する強い光強度である。
以上の結果及び知見から、本発明に係る赤サツマイモ系統を原料とする色素組成物は、光照射に対する安定性が非常に優れたアントシアニン系色素であることが示された。当該結果は、上記実施例にて示されたヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物を高含有する組成的特徴と一致する結果と認められた。
Here, the light intensity of “20,000 lux” used in the stability test of this test is a strong light intensity corresponding to light abuse, which is 10 to 20 times the illuminance of fluorescent lamps used by ordinary retail stores. is there.
From the above results and findings, it was shown that the dye composition made from the red sweet potato line according to the present invention is an anthocyanin-based dye having extremely excellent stability against light irradiation. The result was found to be consistent with the compositional characteristics of high content of the anthocyanin compound having a hydroxycinnamon acid modifying group shown in the above example.
[実施例7]『耐熱性に関する評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、色素組成物の熱安定性に関する評価を行った。
[Example 7] "Evaluation of heat resistance"
The anthocyanin-based pigment composition derived from the red sweet potato strain prepared in the above example was evaluated for the thermal stability of the pigment composition.
(1)「飲料検液の調製」
実施例6に記載の方法と同様にして200mLペットボトルにホットパック充填したアントシアニン系色素を含む水溶液を調製し、得られたペットボトル飲料を検液とした。
(1) "Preparation of beverage test solution"
A 200 mL PET bottle was hot-packed in the same manner as in Example 6 to prepare an aqueous solution containing an anthocyanin dye, and the obtained PET bottle beverage was used as a test solution.
(2)「耐熱性試験」
各ペットボトル検液を50℃の高温条件の暗所に7日間保管して、耐熱性に関する安定性試験を行った。
安定性試験前及び試験後の検液について、分光光度計(V-560、日本分光株式会社製、測定セルの光路長1cm)を用いて測定波長380~780nmにおける透過光測色を行い、実施例6に記載の方法と同様にして色素残存率を算出した。結果を表14に示した。
また、安定試験前と試験後の色調変化を示すΔE値を、実施例6に記載の方法と同様にして算出して評価した。結果を表15に示した。
(2) "Heat resistance test"
Each PET bottle test liquid was stored in a dark place under a high temperature condition of 50° C. for 7 days, and a stability test regarding heat resistance was performed.
With respect to the test liquid before and after the stability test, a transmitted light colorimetry at a measurement wavelength of 380 to 780 nm is performed using a spectrophotometer (V-560, manufactured by JASCO Corporation, optical path length of the measurement cell is 1 cm), and the measurement is performed. The residual dye ratio was calculated in the same manner as in Example 6. The results are shown in Table 14.
Further, the ΔE value indicating the change in color tone before and after the stability test was calculated and evaluated in the same manner as in the method described in Example 6. The results are shown in Table 15.
その結果、上記実施例にて製造した赤サツマイモ色素を含む飲料(試料7-1)では、50℃の高温条件環境下に7日間晒された場合であっても、従来のアヤムラサキ由来のサツマイモ色素を含む飲料(試料7-2)と同程度以上の高い色素残存率を示した。また、耐熱性試験前後での色調変化を示すΔE値についても、従来のアヤムラサキ由来のサツマイモ色素を含む飲料(試料7-2)と同程度以下であること(試験前後での色調変化が小さいこと)が確認された。 As a result, in the beverage containing the red sweet potato pigment (Sample 7-1) produced in the above example, the conventional sweet potato pigment derived from Ayamurasaki was used even when exposed to a high temperature environment of 50 ° C. for 7 days. The pigment residual rate was as high as or higher than that of the beverage containing (Sample 7-2). In addition, the ΔE value, which indicates the color change before and after the heat resistance test, should be about the same as or less than that of the conventional beverage containing sweet potato pigment derived from Ayamurasaki (Sample 7-2) (the color change before and after the test is small). ) Was confirmed.
ここで、本試験に係る安定性試験で採用している「50℃」という温度は、一般的な室温である20℃で保管した場合に比べて約8倍速く化学反応が進行する熱虐待に相当する温度である。
以上の結果及び知見から、本発明に係る赤サツマイモ系統を原料とする色素組成物は、従来のサツマイモ色素と同様に熱に対する安定性に優れたアントシアニン系色素であることが示された。なお、当該耐熱性試験の結果と実施例6に係る耐光性試験の結果を併せて考察すると、本発明に係る赤サツマイモ色素が有する安定性に関する組成的特徴は、熱安定性よりも光安定性に大きく貢献していると認められた。
Here, the temperature of “50° C.” used in the stability test according to the present test is about 8 times faster than the case of storing at 20° C. which is a general room temperature, and the temperature is about 8 times as fast as the chemical reaction. It is a corresponding temperature.
From the above results and knowledge, it was shown that the pigment composition of the present invention, which uses the red sweet potato strain as a raw material, is an anthocyanin-based pigment excellent in heat stability as in the conventional sweet potato pigments. When the results of the heat resistance test and the results of the light resistance test according to Example 6 are considered together, the compositional characteristics regarding the stability of the red sweet potato dye according to the present invention are light stability rather than thermal stability. It was recognized that it contributed greatly to.
[実施例8]『匂いに関する官能評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、匂いに関する評価を行った。
[Example 8] "Sensory evaluation of odor"
The anthocyanin pigment composition derived from the red sweet potato strain prepared in the above Examples was evaluated for odor.
実施例2にて調製した赤サツマイモ色素、実施例2にて調製した紫サツマイモ由来のアントシアニン系色素、及び実施例3に記載の市販の赤ダイコン色素を、30g容量の試料瓶に20gずつ充填し、各試料(試料8-1~試料8-3)を調製した。瓶中の試料から発せられる香気成分について、ブラインドによる官能評価を行った。結果を表16に示した。 20 g each of the red sweet potato dye prepared in Example 2, the anthocyanin dye derived from purple sweet potato prepared in Example 2, and the commercially available red daikon dye described in Example 3 is filled in a sample bottle having a capacity of 30 g. Each sample (Sample 8-1 to Sample 8-3) was prepared. The sensory evaluation by blinds was performed on the aroma components emitted from the sample in the bottle. The results are shown in Table 16.
その結果、赤ダイコン色素を含む試料(試料8-3)では、ダイコン特有の硫黄臭が知覚されたところ、上記実施例にて製造した赤サツマイモ色素を含む試料(試料8-1)では、対照である紫サツマイモ色素を含む試料(試料8-2)と同様に匂いがほとんど知覚されず、良好な匂い特性を示した。
以上の結果から、本発明に係る赤サツマイモ色素は、匂いに関する特性が通常のサツマイモ色素と同様の良好な匂い特性を有するアントシアニン系色素組成物であることが確認された。この点、本発明に係る赤サツマイモ色素は、赤ダイコン色素の臭気特性に関する課題を根本的に克服した赤ダイコン色素と同色調のアントシアニン系色素組成物であると認められた。
As a result, a sulfur odor peculiar to Japanese radish was perceived in the sample containing the red radish dye (Sample 8-3), and the sample containing the red sweet potato dye (Sample 8-1) produced in the above-mentioned example was used as a control. Similar to the sample containing the purple sweet potato pigment (Sample 8-2), the odor was hardly perceived and showed good odor characteristics.
From the above results, it was confirmed that the red sweet potato pigment according to the present invention is an anthocyanin-based pigment composition having good odor characteristics similar to those of a normal sweet potato pigment. In this respect, the red sweet potato dye according to the present invention was recognized as an anthocyanin-based dye composition having the same color tone as the red radish dye, which fundamentally overcomes the problem concerning the odor characteristics of the red radish dye.
[実施例9]『飲食品として摂取した際の吸収特性に関する評価』
上記実施例にて調製した赤サツマイモ系統由来のアントシアニン系色素組成物について、In vitroでの腸管膜透過性試験により、飲食品として摂取した際の吸収特性を評価した。
[Example 9] "Evaluation of absorption characteristics when ingested as food and drink"
The anthocyanin pigment composition derived from the red sweet potato strains prepared in the above Examples was evaluated for absorption characteristics when ingested as a food or drink by an in vitro intestinal membrane permeability test.
(1)「腸管膜透過性試験」
実施例2にて調製した赤サツマイモ色素について、HBSS緩衝液を用いて色価E10%
1cm値が5.0で且つpHが6.8±0.2となる検液を調製した。これを小腸吸収評価用の細胞アッセイキットであるPOCA(R)小腸吸収(CACO-2)(DSファーマバイオメディカル株式会社製)のCoca-2細胞シート管腔側に配置し、当該細胞シートの基底膜側の溶液を経時的に採取して分光光度計(V-560、日本分光株式会社製、測定セルの光路長1cm)を用いて吸光度測定を行った。当該吸光度測定は、赤サツマイモ色素の極大吸収波長を考慮して、波長500nmにて行った。
比較試験としては、前記赤サツマイモ色素の代わりに実施例2にて調製した紫サツマイモ色素を用い、測定波長として紫サツマイモ色素の極大吸収波長を考慮して530nmを採用したことを除いては、上記と同様にして試験を行った(図4)。
(1) "Intestinal membrane permeability test"
With respect to the red sweet potato pigment prepared in Example 2, a test solution having a color value E 10% 1 cm value of 5.0 and a pH of 6.8±0.2 was prepared using an HBSS buffer solution. This was placed on the lumen side of the Coca-2 cell sheet of POCA(R) small intestine absorption (CACO-2) (DS Pharma Biomedical Co., Ltd.), which is a cell assay kit for evaluating small intestinal absorption, and the base of the cell sheet was placed. The solution on the membrane side was sampled over time, and the absorbance was measured using a spectrophotometer (V-560, manufactured by JASCO Corporation, optical path length of 1 cm in the measurement cell). The absorbance measurement was performed at a wavelength of 500 nm in consideration of the maximum absorption wavelength of the red sweet potato dye.
As a comparative test, the purple sweet potato dye prepared in Example 2 was used instead of the red sweet potato dye, and 530 nm was adopted as the measurement wavelength in consideration of the maximum absorption wavelength of the purple sweet potato dye. The test was conducted in the same manner as in (Fig. 4).
その結果、上記実施例にて製造した赤サツマイモ色素(試料9-1)は、数時間の間に腸管膜細胞に急激に取り込まれて基底膜側に透過されることが示された。赤サツマイモ色素の腸管膜透過量は、従来技術であるアヤムラサキ由来の紫サツマイモ色素(試料9-2)と比較して、大幅に高い値であった。具体的には、赤サツマイモ色素の腸管膜透過量は、3時間経過時で紫サツマイモ色素の約2.1倍、6時間経過時では紫サツマイモ色素の約3.2倍に達していた。 As a result, it was shown that the red sweet potato pigment (Sample 9-1) produced in the above example was rapidly taken up by the intestinal membrane cells and permeated to the basement membrane side within a few hours. The permeation amount of the red sweet potato pigment into the intestinal membrane was significantly higher than that of the purple sweet potato pigment (Sample 9-2) derived from Ayamurasaki, which is a conventional technique. Specifically, the permeation amount of the red sweet potato pigment into the intestinal membrane reached about 2.1 times that of the purple sweet potato pigment after 3 hours and about 3.2 times that of the purple sweet potato pigment after 6 hours.
以上の結果から、本発明に係る赤サツマイモ色素は、飲食品として摂取した際の吸収特性に優れたアントシアニン系色素であることが明かになった。その吸収効率は、従来の紫サツマイモ色素よりも大幅に高い組成的性質を有するものと認められた。
From the above results, it was revealed that the red sweet potato pigment according to the present invention is an anthocyanin pigment excellent in absorption characteristics when ingested as a food or drink. Its absorption efficiency was recognized to have significantly higher compositional properties than conventional purple sweet potato dyes.
[実施例10]『サツマイモ搾汁液の調製』
上記実施例にて作出した鮮赤発色性に優れた新規サツマイモ系統の塊根を原料として用いて、アントシアニン系色素組成物であるサツマイモ搾汁液を調製した。
[Example 10] "Preparation of sweet potato juice"
The sweet potato squeezed juice, which is an anthocyanin-based pigment composition, was prepared by using, as a raw material, the tuber roots of the novel sweet potato line which were excellent in bright red color development produced in the above examples.
(1)「サツマイモ搾汁液の調製」
上記作出系統である九州187号の塊根をブランチングし、加水してミキサーを用いて微細に粉砕した。次いで、糖化処理を行い、遠心分離により固液分離して上澄み液を回収した。回収液を減圧濃縮した後、Brix50°±5になるように濃縮溶液を調製した。これに70℃達温での加熱殺菌を行い小分けして、サツマイモ搾汁液を調製した。
比較試料として、前記九州187号の代わりに品種アヤムラサキを用いたこと以外は上記と同様にして、サツマイモ搾汁液を調製した。
(1) "Preparation of sweet potato juice"
The roots of Kyushu No. 187, which is the above-mentioned production line, were blanched, water was added and finely pulverized using a mixer. Next, saccharification treatment was performed, and solid-liquid separation was performed by centrifugation to collect a supernatant. After concentrating the recovered liquid under reduced pressure, a concentrated solution was prepared so as to have a Brix of 50°±5. This was subjected to heat sterilization at a temperature of 70° C. and subdivided to prepare a sweet potato juice.
As a comparative sample, a sweet potato juice was prepared in the same manner as described above except that the variety Ayamurasaki was used in place of Kyushu 187.
(2)「発色特性評価」
上記調製した搾汁液について、イオン交換水を用いてBrix10°に希釈した溶液を調製して、Hunter Lab表色系の3刺激値を測定して明度、彩度、及び色相を評価した。各値の測定及び算出は実施例3に記載の方法と同様にして行った(表17)。また、色調を目視観察した結果を図5に示した。
(2) "Evaluation of color development characteristics"
With respect to the above-mentioned squeezed juice, a solution diluted with
その結果、調製した赤サツマイモ搾汁液(試料10-1)は、通常の紫サツマイモ搾汁液(試料10-2)と比較して、色相を示すa値及びb値がそれぞれ赤色側及び黄色側の値を示し、明度を示すL値及び彩度を示すCHROMA値も高い値を示した。また、赤サツマイモ搾汁液(試料10-1)のHUE値は8.9RP(JIS色相での紫味の赤に近い色調)を示し、紫サツマイモ搾汁液(試料10-2)の2.1RP(JIS色相での赤味の紫~赤紫の中間色調)とは大きく異なる色調を示した。また、目視観察においても、赤サツマイモ搾汁液(試料10-1)は明るく鮮やかな赤い色調を呈し、紫サツマイモ搾汁液(試料10-2)は暗い紫色調を呈した。 As a result, the prepared red sweet potato juice (Sample 10-1) has a and b values indicating hues on the red side and the yellow side, respectively, as compared with the normal purple sweet potato juice (Sample 10-2). The L value indicating the lightness and the CHROMA value indicating the saturation also showed high values. The HUE value of the red sweet potato juice (Sample 10-1) was 8.9 RP (color tone close to purple red in the JIS hue), and 2.1 RP (Sample 10-2) of the purple sweet potato juice (Sample 10-2). It showed a color tone that was significantly different from the reddish purple to reddish purple intermediate color tone in the JIS hue. Further, in visual observation, the red sweet potato juice (Sample 10-1) exhibited a bright and vivid red color, and the purple sweet potato juice (Sample 10-2) exhibited a dark purple color.
(3)「食味に関する官能評価」
上記(1)にて調製したサツマイモ搾汁液について、パネラー10名によるブラインドによる食味官能評価を行った。結果を表18に示した。
その結果、赤サツマイモ搾汁液(試料10-1)は、サツマイモの甘味及び風味が紫サツマイモであるアヤムラサキ搾汁液(試料10-2)よりもやや少ないと感じられるところ、全体としては良好な食味であることが確認された。
(3) "Sensory evaluation of taste"
The sweet potato juice prepared in (1) above was subjected to a blind taste sensory evaluation by 10 panelists. The results are shown in Table 18.
As a result, the red sweet potato juice (Sample 10-1) seems to have a slightly less sweetness and flavor than the Ayamurasaki juice (Sample 10-2), which is purple sweet potato, but the overall taste is good. It was confirmed that there was.
(4)「小括」
以上の結果から、本発明に係る赤サツマイモ系統の塊根を原料として搾汁液を製造することによって、通常の紫サツマイモ色素とは全く異なる鮮やかな赤色色調を呈するサツマイモ搾汁液を製造できることが示された。また、当該搾汁液は、喫食した際の風味も良好であることが示された。
(4) "Summary"
From the above results, it was shown that by producing a squeezed liquid from the lump root of the red sweet potato line according to the present invention, a sweet potato squeezed liquid exhibiting a bright red color completely different from that of a normal purple sweet potato pigment can be produced. .. In addition, it was shown that the squeezed juice had a good flavor when eaten.
[実施例11]『サツマイモペーストの調製』
上記実施例にて作出した鮮赤発色性に優れた新規サツマイモ系統の塊根を原料として用いて、アントシアニン系色素組成物であるサツマイモペーストを調製した。
[Example 11] "Preparation of sweet potato paste"
A sweet potato paste, which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato line having excellent bright red color development produced in the above example as a raw material.
(1)「サツマイモペーストの調製」
上記作出系統である九州187号の塊根を包丁にてスライスし蒸し器で蒸煮した。これをメッシュにゴムペラで押し付けて裏漉しすることで、サツマイモペーストを製造した。
比較試料として、前記九州187号の代わりに品種アヤムラサキを用いたこと以外は上記と同様にして、サツマイモペーストを調製した。
(1) "Preparation of sweet potato paste"
The root of Kyushu No. 187, which is the above-mentioned production line, was sliced with a kitchen knife and steamed with a steamer. A sweet potato paste was manufactured by pressing this on a mesh with a rubber peller and back straining.
As a comparative sample, a sweet potato paste was prepared in the same manner as above except that the variety Ayamurasaki was used instead of Kyushu No. 187.
(2)「発色特性評価」
上記調製したペーストについて、Hunter Lab表色系の3刺激値を測定して明度、彩度、及び色相を評価した。各値の測定及び算出は実施例3に記載の方法と同様にして行った(表19)。また、色調を目視観察した結果を図6に示した。
(2) "Evaluation of color development characteristics"
With respect to the prepared paste, the tristimulus values of the Hunter Lab color system were measured to evaluate the brightness, saturation, and hue. Each value was measured and calculated in the same manner as in the method described in Example 3 (Table 19). Further, the result of visually observing the color tone is shown in FIG.
その結果、調製した赤サツマイモペースト(試料11-1)は、通常の紫サツマイモペースト(試料11-2)と比較して、色相を示すa値及びb値がそれぞれ赤色側及び黄色側の値を示し、明度を示すL値及び彩度を示すCHROMA値も高い値を示した。また、赤サツマイモペースト(試料11-1)のHUE値は7.7RP(JIS色相での赤紫~紫味の赤の中間色調)を示し、紫サツマイモペースト(試料11-2)の9.9P(JIS色相での赤味の紫の色調)とは大きく異なる色調を示した。また、目視観察においても、赤サツマイモペースト(試料11-1)は明るく鮮やかな赤い色調を呈し、紫サツマイモペースト(試料11-2)は暗い紫色調を呈した。 As a result, the prepared red sweet potato paste (Sample 11-1) had the a value and the b value indicating the hue on the red side and the yellow side, respectively, as compared with the normal purple sweet potato paste (Sample 11-2). The L value indicating the brightness and the CHROMA value indicating the saturation also showed high values. The HUE value of red sweet potato paste (Sample 11-1) was 7.7 RP (intermediate color tone of reddish purple to purplish red in JIS hue), and 9.9P of purple sweet potato paste (Sample 11-2). It showed a color tone significantly different from (reddish purple color tone in JIS hue). Further, in visual observation, the red sweet potato paste (Sample 11-1) exhibited a bright and vivid red color, and the purple sweet potato paste (Sample 11-2) exhibited a dark purple color.
(3)「食味に関する官能評価」
上記(1)にて調製したサツマイモペーストについて、パネラー10名によるブラインドによる食味官能評価を行った。結果を表20に示した。
その結果、赤サツマイモペースト(試料11-1)は、サツマイモの甘味が紫サツマイモであるアヤムラサキペースト(試料11-2)よりもやや少ないと感じられるところ、舌触りや食感が良く全体としては良好な食味であることが確認された。
(3) "Sensory evaluation of taste"
The sweet potato paste prepared in (1) above was subjected to a sensory evaluation of taste by blinds by 10 panelists. The results are shown in Table 20.
As a result, the red sweet potato paste (Sample 11-1) has a slightly less sweet potato taste than the purple sweet potato Ayamurasaki paste (Sample 11-2), but has a good texture and texture as a whole. It was confirmed that it had a good taste.
(4)「小括」
以上の結果から、本発明に係る赤サツマイモ系統の塊根を原料としてペースト状の粘性固形物を製造することによって、通常の紫サツマイモ色素とは全く異なる鮮やかな赤色色調を呈するサツマイモペーストを製造できることが示された。また、当該ペーストは、喫食した際の風味も良好であることが示された。
(4) "Summary"
From the above results, it is possible to produce a sweet potato paste having a bright red color tone completely different from that of a normal purple sweet potato pigment by producing a paste-like viscous solid using the red sweet potato line mass root according to the present invention as a raw material. Shown. It was also shown that the paste had a good flavor when eaten.
[実施例12]『サツマイモパウダーの調製』
上記実施例にて作出した鮮赤発色性に優れた新規サツマイモ系統の塊根を原料として用いて、アントシアニン系色素組成物であるサツマイモパウダーを調製した。
[Example 12] "Preparation of sweet potato powder"
A sweet potato powder, which is an anthocyanin-based pigment composition, was prepared using the mass roots of a novel sweet potato line having excellent bright red color development produced in the above example as a raw material.
(1)「サツマイモパウダーの調製」
実施例11で調製したサツマイモペーストを圧延してオーブンレンジで乾燥させた後、ミルで粉砕することでサツマイモパウダーを製造した。
比較試料として、前記九州187号のサツマイモペーストの代わりに品種アヤムラサキのサツマイモペーストを用いたこと以外は上記と同様にして、サツマイモパウダーを調製した。
(1) "Preparation of sweet potato powder"
The sweet potato paste prepared in Example 11 was rolled, dried in an oven, and then pulverized in a mill to produce sweet potato powder.
As a comparative sample, a sweet potato powder was prepared in the same manner as described above except that the sweet potato paste of the variety Ayamurasaki was used in place of the sweet potato paste of Kyushu No. 187.
(2)「発色特性評価」
上記調製したパウダーについて、Hunter Lab表色系の3刺激値を測定して色相を評価した。各値の測定及び算出は実施例3に記載の方法と同様にして行った。結果を表21に示した。また、色調を目視観察した結果を図7に示した。
(2) "Evaluation of color development characteristics"
The hue of the prepared powder was evaluated by measuring tristimulus values in the Hunter Lab color system. The measurement and calculation of each value were carried out in the same manner as in the method described in Example 3. The results are shown in Table 21. The result of visually observing the color tone is shown in FIG.
その結果、調製した赤サツマイモパウダー(試料12-1)及び紫サツマイモパウダー(試料12-2)は、実施例11で製造したサツマイモペーストと同一の発色特性を示した。色調について詳しくは、赤サツマイモパウダー(試料12-1)のHUE値は7.7RP(JIS色相での赤紫~紫味の赤の中間色調)を示し、紫サツマイモパウダー(試料12-2)の9.9P(JIS色相での赤味の紫の色調)とは大きく異なる色調を示した。また、目視観察においても、赤サツマイモパウダー(試料12-1)は明るく鮮やかな赤い色調を呈し、紫サツマイモパウダー(試料12-2)は暗い紫色調を呈した。 As a result, the prepared red sweet potato powder (Sample 12-1) and purple sweet potato powder (Sample 12-2) showed the same color development characteristics as the sweet potato paste produced in Example 11. For details on the color tone, the HUE value of red sweet potato powder (Sample 12-1) is 7.7 RP (intermediate color tone of reddish purple to purplish red in JIS hue), and that of purple sweet potato powder (Sample 12-2). It showed a color tone significantly different from 9.9P (reddish purple color tone in JIS hue). Further, in visual observation, the red sweet potato powder (Sample 12-1) exhibited a bright and vivid red color, and the purple sweet potato powder (Sample 12-2) exhibited a dark purple color.
以上の結果から、本発明に係る赤サツマイモ系統の塊根を原料としてパウダー状の粉末物を製造することによって、通常の紫サツマイモ色素とは全く異なる鮮やかな赤色色調を呈するサツマイモパウダーが製造できることが示された。 From the above results, it is shown that by producing a powdery powder from the red sweet potato line mass root according to the present invention, a sweet potato powder having a bright red color tone completely different from that of a normal purple sweet potato pigment can be produced. Was done.
[実施例13]『ペラルゴニジン系アントシアニンの由来に関する解析』
実施例1に係る新規の赤サツマイモ系統の作出過程において、ペラルゴニジン系アントシアニンを高含有する形質の由来に関する解析を行った。
[Example 13] "Analysis on the origin of pelargonidin-based anthocyanins"
In the process of producing the new red sweet potato line according to Example 1, analysis of the origin of the trait having a high content of pelargonidin anthocyanin was performed.
実施例1における九州187号の系統作出に用いた原品種及びその作出過程で生じた各系統について(図8参照)、塊根における色調観察及びアントシアニン色素の色素組成解析を行った。アントシアニン色素の解析は、実施例1に記載の方法と同様にして、各系統の植物体の塊根から抽出液を調製し、HPLC/MS分析に供することにより行った。 For the original varieties used for the line production of Kyushu No. 187 in Example 1 and each line generated in the production process (see FIG. 8), color tone observation in the mass root and pigment composition analysis of the anthocyanin pigment were performed. The analysis of the anthocyanin pigment was carried out by preparing an extract from the roots of the plant body of each line and subjecting it to HPLC / MS analysis in the same manner as in the method described in Example 1.
その結果、原品種である九系89360-8及び九系294の交配から出現した塊根部が鮮やかな赤色を呈する個体を解析したところ、ペラルゴニジン系アントシアニンを含有する個体が当該世代の全個体の約12%の割合にて独立して出現していることが確認された。これらは、塊根の色調とも一致する結果であった。
また、当該原品種交配後の第1世代の選抜個体である九系06353-19、並びにその後代系統である九州187号では、ペラルゴニジン系アントシアニンを主たるアントシアニン色素として含有する系統であることが確認された。また、これらの系統の塊根色調は、鮮やかな赤色色調であることが確認された。
As a result, when we analyzed the individuals whose mass roots that appeared from the mating of the original varieties 9-series 89360-8 and 9-series 294 showed a bright red color, the individuals containing pelargonidin-based anthocyanins were about all the individuals of the generation. It was confirmed that they appeared independently at a rate of 12%. These results were in agreement with the color tone of tuberous roots.
In addition, it was confirmed that the 9-series 06353-19, which is the first-generation selected individual after the crossing of the original varieties, and the successor line, Kyushu 187, contain pelargonidin-based anthocyanins as the main anthocyanin pigment. It was. It was also confirmed that the tuberous root color tone of these strains was a bright red color tone.
以上の結果から、原品種である九系89360-8及び九系294は、ペラルゴニジン系アントシアニンを含まない色素組成であるところ、これら2系統の組み合わせの交配により得られる交配集団からは、ペラルゴニジン系アントシアニンを含有する個体が約12%の頻度にて出現することが確認された。通常のサツマイモ系統の交配では、このようなペラルゴニジン系アントシアニンを含む系統は出現しないことから、これらの原品種の組み合わせにより生じる遺伝的背景により、当該形質を発生させる作用機序が存在すると推測された。
また、ペラルゴニジン系アントシアニンを高含有する形質は、その後代においても遺伝的に伝達される安定した形質であることが確認された。
From the above results, the original varieties 9-series 89360-8 and 9-series 294 have a pigment composition that does not contain pelargonidin-based anthocyanins. From the mating population obtained by mating these two strains, pelargonidin-based anthocyanins It was confirmed that individuals containing the above appeared with a frequency of about 12%. Since such lines containing pelargonidin anthocyanins do not appear in normal sweet potato line mating, it was speculated that there is a mechanism of action that causes the trait due to the genetic background generated by the combination of these original varieties. ..
In addition, it was confirmed that the trait containing a high amount of pelargonidin anthocyanin is a stable trait that is genetically transmitted even in the progeny.
[実施例14]『アシル化修飾様式の由来に関する解析』
実施例1に係る新規の赤サツマイモ系統の作出過程において、ヒドロキシ桂皮酸類修飾型アントシアニンを高含有する形質の由来に関する解析を行った。
[Example 14] "Analysis regarding origin of acylation modification mode"
In the process of producing the new red sweet potato line according to Example 1, analysis of the origin of the trait having a high content of hydroxycinnamic acid-modified anthocyanin was performed.
実施例1における九州187号の系統作出に用いた原品種について(図8参照)、塊根におけるアントシアニン色素組成を解析した。アントシアニン色素の解析は、実施例1に記載の方法と同様にして、各系統の植物体の塊根から抽出液を調製し、HPLC/MS分析に供することにより行った。結果を表23に示した。 The anthocyanin pigment composition in the lump root was analyzed for the original cultivar used for the strain production of Kyushu No. 187 in Example 1 (see FIG. 8). The analysis of the anthocyanin pigment was carried out by preparing an extract from the roots of the plant body of each line and subjecting it to HPLC / MS analysis in the same manner as in the method described in Example 1. The results are shown in Table 23.
その結果、原品種における九系89360-8のヒドロキシ桂皮酸修飾型のアントシアニンの比率は、全アントシアニン化合物の93.3%という高い値を示した。即ち、当該系統では、アシル化修飾としてヒドロキシ桂皮酸修飾率が高い修飾様式であることが示された。また、当該系統のアシル化修飾様式は、アントシアニンの一般構造式(I)のアシル化修飾部位であるR2について、カフェ酸でアシル化修飾されたアントシアニンを多く含むものであった。
一方、原品種である九系294のヒドロキシ桂皮酸修飾型のアントシアニンの比率も、全アントシアニン化合物の80.4%という高い値を示したが、そのアシル化修飾様式は交配後の作出系統である九州187号系統とは異なる傾向を示した。
As a result, the ratio of hydroxycinnamic acid-modified anthocyanin of 9 series 89360-8 in the original variety showed a high value of 93.3% of all anthocyanin compounds. That is, it was shown that in this system, the acylation modification was a modification mode with a high hydroxycinnamic acid modification rate. In addition, the acylation modification mode of this system was such that R 2 which is the acylation modification site of the general structural formula (I) of anthocyanin contained a large amount of anthocyanins acylated with caffeic acid.
On the other hand, the ratio of the hydroxycinnamic acid-modified anthocyanins of the original cultivar Kyushu 294 also showed a high value of 80.4% of all the anthocyanin compounds, but the mode of acylation modification is the production line after mating. It showed a different tendency from the Kyushu 187 system.
以上の結果から、本発明にて作出された赤サツマイモ系統のヒドロキシ桂皮酸類修飾型アントシアニンを高含有する形質は、原品種の一つである九系89360-8に由来する形質であると推察された。
なお、原品種である九系89360-8に、アントシアニン組成に関する当該アシル化修飾様式の遺伝的背景が存在することは、当該解析により初めて明らかになった知見である。
From the above results, it is inferred that the trait containing a high amount of hydroxycinnamon acid-modified anthocyanin of the red sweet potato strain produced in the present invention is a trait derived from one of the original varieties, 9 series 89360-8. It was.
It is the first finding that the analysis revealed that the original variety, Kyushu 89360-8, has a genetic background of the acylation modification mode regarding the anthocyanin composition.
[実施例15]『九州187号からの後代系統の作出』
実施例1にて作出された九州187号のペラルゴニジン系アントシアニンを高含有する形質が、その後代系統においても保持される安定形質であるかを検証した。
[Example 15] "Creation of a progeny system from Kyushu 187"
It was verified whether the trait containing a high amount of pelargonidin anthocyanin of Kyushu No. 187 produced in Example 1 is a stable trait that is retained even in the subsequent strains.
実施例1にて作出された九州187号と九系10302-25系統との交雑を行い、その後代より鮮赤発色性が更に強い個体を選抜して、九系14258-2を作出した。また、同様にして、九州187号と九系11184-10系統との交雑を行い、九系14259-13を作出した(図8参照)。
これらの塊根から抽出液を調製してHPLC/MS分析に供し、アントシアニン色素の組成的特徴を分析した。当該分析は実施例1と同様にして行った。結果を表24に示した。なお、当該表中には、実施例1での九州187号の測定結果も対比のために合わせて記載した。
Kyushu No. 187 produced in Example 1 was crossed with Kyushu 10302-25 strain, and individuals having a stronger bright red color development than their progeny were selected to produce Kyushu 14258-2. Further, in the same manner, Kyushu No. 187 was crossed with the 9 series 11184-10 to produce the 9 series 14259-13 (see FIG. 8).
Extracts were prepared from these tuberous roots and subjected to HPLC/MS analysis to analyze the compositional characteristics of the anthocyanin pigment. The analysis was performed in the same manner as in Example 1. The results are shown in Table 24. In addition, in the said table, the measurement result of Kyushu No. 187 in Example 1 is also shown together for comparison.
その結果、九州187号の後代集団から選抜した九系14258-2及び九系14259-13は、ペラルゴニジン系アントシアニン含有比率が九州187号よりも更に高い赤サツマイモ系統であることが示された。また、これらの後代系統では、九州187号と同様に、アシル化修飾としてヒドロキシ桂皮酸修飾率が高い修飾様式であることが示された。また、これらの系統のアシル化修飾様式では、アントシアニンの一般構造式(I)のアシル化修飾部位であるR2について、カフェ酸でアシル化修飾されたアントシアニンを多く含む系統であった。 As a result, it was shown that 9 series 14258-2 and 9 series 14259-13 selected from the progeny population of Kyushu 187 are red sweet potato strains having a higher pelargonidin anthocyanin content ratio than Kyushu 187. In addition, it was shown that these progeny lines have a high rate of modification of hydroxycinnamic acid as an acylation modification, similar to Kyushu No. 187. In addition, in the acylation modification mode of these strains, R 2 which is the acylation modification site of the general structural formula (I) of anthocyanins was a strain containing a large amount of anthocyanins acylated with caffeic acid.
以上の結果から、実施例1で用いた原品種2系統の交配により作出した赤サツマイモ系統の後代集団においては、塊根の赤色色調が強い個体を選抜することによって、ペラルゴニジン系アントシアニン含有比率が高く(例えば85%以上、特には91%以上)且つヒドロキシ桂皮酸修飾率が高い(例えば73%以上、特には87%以上の)系統を作出できることが示された。
このことから、実施例1で用いた原品種2系統の交配により作出した赤サツマイモ系統のペラルゴニジン系アントシアニンを主要色素として高含有する新規形質は、その後代においても遺伝的に安定して伝達される形質であることが示された。
From the above results, in the progeny population of the red sweet potato line produced by crossing the two original varieties used in Example 1, the pelargonidin-based anthocyanin content ratio was high by selecting individuals with a strong red color tone of the clump roots ( For example, it has been shown that it is possible to produce a line having a high hydroxycinnamic acid modification rate (for example, 85% or more, particularly 91% or more) (for example, 73% or more, particularly 87% or more).
From this, the novel trait containing a high amount of pelargonidin anthocyanin of the red sweet potato line produced by crossing the two original varieties used in Example 1 as a main pigment is genetically and stably transmitted even in the subsequent generations. It was shown to be a trait.
[検討例1]『RSWP系統との対比』
特許文献1にて開示されているペラルゴニジン系アントシアニン含有系統である「RSWP」系統に関して、当該文献の開示情報を検討して本発明に係る作出系統との対比を行った。
[Study Example 1] "Comparison with RSWP system"
Regarding the "LSWP" strain, which is a pelargonidin-based anthocyanin-containing strain disclosed in
(1)「ペラルゴニジン系アントシアニン含量」
本発明に係る作出系統である九州187号は、ペラルゴニジン系アントシアニンが全アントシアニン化合物ピーク面積の約85%を占めることから、ペラルゴニジン系アントシアニンを高含有する系統であると認められた。
それに対して、特許文献1実施例1の段落0084には、RSWP系統のペラルゴニジン系アントシアニン含量は、全アントシアニン化合物に対して58mоl%に過ぎないことが記載されていた。この点、アグリコンであるアントシアニジン(ペラルゴニジン、シアニジン、及びペオニジン)の種類の相違によってアントシアニン化合物の全体の分子量に大きな差異が生じない点、並びに、サツマイモでは当該アントシアニジンの相違によってアシル化修飾様式に実質的な差異が生じない点(実施例1参照)を考慮すると、全アントシアニン化合物に対して58mоl%という値は、全アントシアニン化合物に対する含量比(ピーク面積比)に換算しても70%に及ばない値と認められた。
(1) “Pelargonidin-based anthocyanin content”
Kyushu No. 187, which is a line produced according to the present invention, was recognized as a line containing a high amount of pelargonidin-based anthocyanins because pelargonidin-based anthocyanins occupy about 85% of the total peak area of the anthocyanin compounds.
On the other hand, paragraph 0084 of Example 1 of
(2)「アシル化の修飾様式」
本発明に係る作出系統である九州187号は、ヒドロキシ桂皮酸類で修飾されたアントシアニン化合物のピーク面積が全アントシアニン化合物ピーク面積の約87%を占めることから、ヒドロキシ桂皮酸類修飾アントシアニンを高含有する系統であると認められた。特に、構造式(I)について、R2部位がヒドロキシ桂皮酸類であるカフェ酸でアシル化された修飾様式E~Hのアントシアニン化合物が全アントシアニン化合物ピーク面積の約80%を占める組成的特徴を有すると認められた。また、九州187号では、別のフェノール酸類修飾基であるヒドロキシ安息香酸類で修飾されたアントシアニン化合物のピーク面積の割合が少なく、全アントシアニン化合物ピーク面積の約24%に過ぎないと認められた。
(2) "Modification mode of acylation"
Kyushu No. 187, which is a produced strain according to the present invention, is a strain containing a high content of hydroxycinnamic acid-modified anthocyanins because the peak area of anthocyanin compounds modified with hydroxycinnamic acids occupies about 87% of the total anthocyanin compound peak area. Was accepted. In particular, for the compound of formula (I), have a compositional features anthocyanin compound of the modified style E ~ H where R 2 site was acylated with caffeic acid is a hydroxy cinnamic acids account for about 80% of the total anthocyanins compound peak area Then it was admitted. Further, in Kyushu No. 187, it was recognized that the ratio of the peak area of the anthocyanin compound modified with another phenolic acid modifying group, hydroxybenzoic acid, was small, and it was only about 24% of the total peak area of the anthocyanin compound.
それに対して、特許文献1の実施例1~3及びFig.1に記載の吸光度520nmでのHPLCクロマトグラムを精査したところ、RSWP系統では、アントシアニンの一般構造式(I)のR3がヒドロキシ安息香酸類でアシル化された修飾様式Bのアントシアニン化合物が主要成分であり、R2部位がヒドロキシ桂皮酸類であるカフェ酸でアシル化された修飾様式E~Hのアントシアニン化合物のピーク面積は、全ピークに対して少ない割合であると認められた。また、R3部位がヒドロキシ桂皮酸類でアシル化された修飾様式C及びDのピーク量は、これよりも更に少ないと認められた。
On the other hand, Examples 1 to 3 of
(3)「小括」
上記の対比結果から、特許文献1にて開示されているペラルゴニジン系アントシアニン含有系統であるRSWP系統は、アントシアニン色素組成物のアシル化修飾様式が九州187号と大きく異なり、ヒドロキシ安息香酸修飾型のアントシアニンを主要ピークとして高含有し、安定性向上に寄与するヒドロキシ桂皮酸類修飾型のアントシアニンの含量が少ない組成的特徴を有するサツマイモ系統であると認められた。
また、特許文献1のRSWP系統は、本発明に係る作出系統の九州187号と比較してペラルゴニジン系アントシアニンの含量が十分に高くない系統であると認められた。この点、RSWP系統の色調が紫みのある赤色である点とも一致する結果と認められた。
(3) "Summary"
From the above comparison results, the RSWP strain, which is a pelargonidin-based anthocyanin-containing strain disclosed in
In addition, the RSWP strain of
1: 修飾様式Aのアントシアニンを示すピーク
2: 修飾様式Bのアントシアニンを示すピーク
3: 修飾様式Cのアントシアニンを示すピーク
4: 修飾様式Dのアントシアニンを示すピーク
5: 修飾様式Eのアントシアニンを示すピーク
6: 修飾様式Fのアントシアニンを示すピーク
7: 修飾様式Gのアントシアニンを示すピーク
8: 修飾様式Hのアントシアニンを示すピーク
1: Peak showing anthocyanin of modified style A 2: Peak showing anthocyanin of modified style B 3: Peak showing anthocyanin of modified style C 4: Peak showing anthocyanin of modified style D 5: Peak showing anthocyanin of modified style E 6: Peak showing modification mode F anthocyanins 7: Peak showing modification mode G anthocyanins 8: Peak showing modification mode H anthocyanins
FERM BP-22363
FERM BP-22364
FERM BP-22365
FERM BP-22363
FERM BP-22364
FERM BP-22365
Claims (11)
(1)九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)の交配集団に属するサツマイモ植物、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属するサツマイモ植物である、
(2)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す、及び、
(3)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。 A sweet potato plant containing a pelargonidin-based anthocyanin compound as a pigment component having the characteristics described below:
(1) A sweet potato plant belonging to the crossing group of Kyushu 89360-8 (FERM BP-22365) and Kyushu 294 (FERM BP-22364), or a progeny group whose parent is a sweet potato plant belonging to the crossing group It is a sweet potato plant,
(2) As the composition of the anthocyanin-based pigment contained in the root tuber, the peak area ratio of the pelargonidin-based anthocyanin compound in HPLC analysis is 70% or more with respect to the peak area of all the anthocyanin compounds, and
(3) As a composition of the anthocyanin dye contained in the root tuber, the peak area ratio of the anthocyanin compounds having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak areas of all the anthocyanin compounds.
塊根に含まれるアントシアニン系色素の組成として、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す:
As the composition of the anthocyanin dye contained in the root tuber, the peak area ratio of the anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Indicates:
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、前記アントシアニン系色素組成物を含有しクエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する、及び、
塊根を原料として0.3%硫酸水にて抽出して得たアントシアニン系色素組成物に関して、色価E10% 1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。 The sweet potato plant according to claim 1 or 2, which has the following characteristics:
Regarding an anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, when an aqueous solution containing the anthocyanin dye composition and having a pH of 3 is prepared with a citrate buffer solution, visible light It has a maximum absorption wavelength in the region from 505 to 520 nm, and
Regarding the anthocyanin dye composition obtained by extracting tuberous root with 0.3% sulfuric acid water, the anthocyanin dye composition was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7. A 320 nm / A 530 nm value is 3 or more when an aqueous solution having a pH of 3 is prepared with a citrate buffer solution.
(1)九系89360-8(FERM BP-22365)及び九系294(FERM BP-22364)を交配して交配集団に属するサツマイモ植物を得る工程、又は、前記交配集団に属するサツマイモ植物を交配親とする後代集団に属するサツマイモ植物を得る工程、
(2)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示すものを選抜する工程、及び、
(3)塊根に含まれるアントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示すものを選抜する工程。 A method for producing a sweet potato plant containing a pelargonidin-based anthocyanin compound as a pigment component, which comprises the following steps:
(1) A step of crossing 9 lines 89360-8 (FERM BP-22365) and 9 lines 294 (FERM BP-22364) to obtain sweet potato plants belonging to the crossing group, or crossing the sweet potato plants belonging to the crossing group The process of obtaining sweet potato plants belonging to the progeny group,
(2) As a composition of the anthocyanin-based pigment contained in the root tuber, a step of selecting one having a pelargonidin-based anthocyanin compound peak area ratio in HPLC analysis of 70% or more with respect to the peak areas of all anthocyanin compounds, and
(3) As the composition of the anthocyanin-based pigment contained in the root tuber, select the one in which the peak area ratio of the anthocyanin compound having a hydroxycinnamic acid modifying group in HPLC analysis is 50% or more with respect to the peak area of all the anthocyanin compounds. Process.
アントシアニン系色素の組成として、HPLC分析におけるペラルゴニジン系アントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して70%以上を示す、及び、
アントシアニン系色素の組成として、HPLC分析におけるヒドロキシ桂皮酸類修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す。 Sweet potato-derived anthocyanin-based pigment composition having the following characteristics:
As the composition of the anthocyanin-based dye, the peak area ratio of the pelargonidin-based anthocyanin compound in the HPLC analysis shows 70% or more with respect to the peak area of the total anthocyanin compound, and
As for the composition of the anthocyanin-based dye, the peak area ratio of the anthocyanin compound having a hydroxycaterous acid modifying group in the HPLC analysis shows 50% or more with respect to the peak area of all the anthocyanin compounds.
アントシアニン系色素の組成として、HPLC分析における構造式(I)中のR2としてカフェ酸修飾基を有するアントシアニン化合物のピーク面積比が、全アントシアニン化合物のピーク面積に対して50%以上を示す:
As the composition of the anthocyanin dye, the peak area ratio of the anthocyanin compound having a caffeic acid modifying group as R 2 in the structural formula (I) in HPLC analysis is 50% or more based on the peak area of all the anthocyanin compounds:
前記アントシアニン系色素組成物を含有し、クエン酸緩衝液にてpH3の水溶液を調製した場合において、可視光領域において505~520nmに極大吸収波長を有する、及び、
色価E10% 1cm値が0.3~0.7となるように前記アントシアニン系色素組成物を含み且つクエン酸緩衝液にてpH3の水溶液を調製した場合において、A320nm/A530nm値が3以上である。 Sweet potato-derived anthocyanin-based pigment composition having the following characteristics:
When an aqueous solution containing the anthocyanin-based dye composition and having a pH of 3 is prepared with a citrate buffer, it has a maximum absorption wavelength of 505 to 520 nm in the visible light region, and
When an aqueous solution containing the anthocyanin dye composition and having a pH of 3 with a citric acid buffer solution was prepared so that the color value E 10% 1 cm value was 0.3 to 0.7, the A 320 nm / A 530 nm value was obtained. 3 or more.
アヤムラサキに由来するアントシアニン系色素組成物の細胞透過量の1.5倍以上である。 The anthocyanin-based pigment composition according to any one of claims 7 to 9, which has the following characteristics relating to absorbability in the body:
The amount is 1.5 times or more the cell permeation amount of the anthocyanin dye composition derived from Ayamurasaki.
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Cited By (3)
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| CN112616648A (en) * | 2020-11-26 | 2021-04-09 | 湖南省作物研究所 | Method for optimizing sweet potato group hybridization scheme and application thereof |
| CN113951132A (en) * | 2021-11-25 | 2022-01-21 | 石家庄市农林科学研究院 | Sweet potato cross breeding method |
| JP2023086625A (en) * | 2021-12-11 | 2023-06-22 | 国立研究開発法人農業・食品産業技術総合研究機構 | Method for preparing blue-violet sweet potato pigment |
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| CN112616648A (en) * | 2020-11-26 | 2021-04-09 | 湖南省作物研究所 | Method for optimizing sweet potato group hybridization scheme and application thereof |
| CN113951132A (en) * | 2021-11-25 | 2022-01-21 | 石家庄市农林科学研究院 | Sweet potato cross breeding method |
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| JP2023086625A (en) * | 2021-12-11 | 2023-06-22 | 国立研究開発法人農業・食品産業技術総合研究機構 | Method for preparing blue-violet sweet potato pigment |
| JP7728579B2 (en) | 2021-12-11 | 2025-08-25 | 国立研究開発法人農業・食品産業技術総合研究機構 | Method for preparing blue-purple sweet potato pigment |
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