NL1001956C2 - Werkwijze voor het bereiden van gezuiverd inuline. - Google Patents

Werkwijze voor het bereiden van gezuiverd inuline. Download PDF

Info

Publication number: NL1001956C2
Authority: NL; Netherlands
Prior art keywords: inulin; hydrolysis; sucrose; fructose; glucose
Prior art date: 1995-12-21

Application number

NL1001956A

Other languages

English (en)

Dutch (nl)

Inventor

Henricus Wilhelmus Raaymakers

Original Assignee

Suiker Unie

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-12-21

Filing date

1995-12-21

Publication date

1997-06-24

1995-12-21 Application filed by Suiker Unie filed Critical Suiker Unie

1995-12-21 Priority to NL1001956A priority Critical patent/NL1001956C2/nl

1996-12-20 Priority to AU11538/97A priority patent/AU1153897A/en

1996-12-20 Priority to PCT/NL1996/000494 priority patent/WO1997023511A2/fr

1997-06-24 Application granted granted Critical

1997-06-24 Publication of NL1001956C2 publication Critical patent/NL1001956C2/nl

Links

229920001202 Inulin Polymers 0.000 title claims description 38
229940029339 inulin Drugs 0.000 title claims description 38
JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 title claims description 36
238000000034 method Methods 0.000 title claims description 24
238000002360 preparation method Methods 0.000 title description 5
230000007062 hydrolysis Effects 0.000 claims description 23
238000006460 hydrolysis reaction Methods 0.000 claims description 23
229920001542 oligosaccharide Polymers 0.000 claims description 16
150000002482 oligosaccharides Chemical class 0.000 claims description 15
239000003054 catalyst Substances 0.000 claims description 13
230000002378 acidificating effect Effects 0.000 claims description 9
150000002772 monosaccharides Chemical class 0.000 claims description 9
229920002670 Fructan Polymers 0.000 claims description 8
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 7
150000002016 disaccharides Chemical class 0.000 claims description 7
150000004043 trisaccharides Chemical class 0.000 claims description 6
239000007787 solid Substances 0.000 claims description 4
229920005990 polystyrene resin Polymers 0.000 claims 3
238000004519 manufacturing process Methods 0.000 claims 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 22
229930006000 Sucrose Natural products 0.000 description 22
239000005720 sucrose Substances 0.000 description 22
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 19
229930091371 Fructose Natural products 0.000 description 18
239000005715 Fructose Substances 0.000 description 18
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 17
239000008103 glucose Substances 0.000 description 17
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 15
ODEHMIGXGLNAKK-OESPXIITSA-N 6-kestotriose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)O1 ODEHMIGXGLNAKK-OESPXIITSA-N 0.000 description 10
239000011347 resin Substances 0.000 description 9
229920005989 resin Polymers 0.000 description 9
238000004132 cross linking Methods 0.000 description 8
FLDFNEBHEXLZRX-DLQNOBSRSA-N Nystose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(O[C@@H]3[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 FLDFNEBHEXLZRX-DLQNOBSRSA-N 0.000 description 6
230000003247 decreasing effect Effects 0.000 description 6
FLDFNEBHEXLZRX-UHFFFAOYSA-N nystose Natural products OC1C(O)C(CO)OC1(CO)OCC1(OCC2(OC3C(C(O)C(O)C(CO)O3)O)C(C(O)C(CO)O2)O)C(O)C(O)C(CO)O1 FLDFNEBHEXLZRX-UHFFFAOYSA-N 0.000 description 6
238000004440 column chromatography Methods 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
ZFTFOHBYVDOAMH-XNOIKFDKSA-N (2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-5-[[(2r,3s,4s,5r)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4-dihydroxy-2-(hydroxymethyl)oxolan-2-yl]oxymethyl]-2-(hydroxymethyl)oxolane-2,3,4-triol Chemical class O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@@H]1[C@@H](O)[C@H](O)[C@](CO)(OC[C@@H]2[C@H]([C@H](O)[C@@](O)(CO)O2)O)O1 ZFTFOHBYVDOAMH-XNOIKFDKSA-N 0.000 description 4
YJGAQZSJEQXYGO-JTIPTFDKSA-N (3S,4R,5R)-1-[(3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]-1,3,4,5,6-pentahydroxyhexan-2-one Chemical compound OCC1([C@@H](O)[C@H](O)[C@H](O1)CO)C(O)C(=O)[C@@H](O)[C@H](O)[C@H](O)CO YJGAQZSJEQXYGO-JTIPTFDKSA-N 0.000 description 4
239000004793 Polystyrene Substances 0.000 description 4
-1 inulin oligosaccharides Chemical class 0.000 description 4
229920002223 polystyrene Polymers 0.000 description 4
150000004044 tetrasaccharides Chemical class 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000003377 acid catalyst Substances 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
150000004676 glycans Chemical class 0.000 description 3
229920001282 polysaccharide Polymers 0.000 description 3
239000005017 polysaccharide Substances 0.000 description 3
238000000926 separation method Methods 0.000 description 3
239000011949 solid catalyst Substances 0.000 description 3
HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
150000001720 carbohydrates Chemical class 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
230000002255 enzymatic effect Effects 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
235000000346 sugar Nutrition 0.000 description 2
150000008163 sugars Chemical class 0.000 description 2
239000000725 suspension Substances 0.000 description 2
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
AWFYPPSBLUWMFQ-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=C2 AWFYPPSBLUWMFQ-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
244000298479 Cichorium intybus Species 0.000 description 1
235000007542 Cichorium intybus Nutrition 0.000 description 1
244000019459 Cynara cardunculus Species 0.000 description 1
235000019106 Cynara scolymus Nutrition 0.000 description 1
244000115658 Dahlia pinnata Species 0.000 description 1
235000012040 Dahlia pinnata Nutrition 0.000 description 1
240000008892 Helianthus tuberosus Species 0.000 description 1
235000003230 Helianthus tuberosus Nutrition 0.000 description 1
108090000604 Hydrolases Proteins 0.000 description 1
102000004157 Hydrolases Human genes 0.000 description 1
102100024295 Maltase-glucoamylase Human genes 0.000 description 1
240000001949 Taraxacum officinale Species 0.000 description 1
235000005187 Taraxacum officinale ssp. officinale Nutrition 0.000 description 1
108010028144 alpha-Glucosidases Proteins 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
235000016520 artichoke thistle Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000013375 chromatographic separation Methods 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000002734 clay mineral Substances 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
239000003599 detergent Substances 0.000 description 1
238000000502 dialysis Methods 0.000 description 1
235000013325 dietary fiber Nutrition 0.000 description 1
235000019621 digestibility Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000007071 enzymatic hydrolysis Effects 0.000 description 1
238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
235000013341 fat substitute Nutrition 0.000 description 1
239000003778 fat substitute Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000013305 food Nutrition 0.000 description 1
125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
238000007210 heterogeneous catalysis Methods 0.000 description 1
239000002638 heterogeneous catalyst Substances 0.000 description 1
239000008241 heterogeneous mixture Substances 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
108010090785 inulinase Proteins 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
230000028327 secretion Effects 0.000 description 1
239000000758 substrate Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000010457 zeolite Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0051—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Fructofuranans, e.g. beta-2,6-D-fructofuranan, i.e. levan; Derivatives thereof
- C08B37/0054—Inulin, i.e. beta-2,1-D-fructofuranan; Derivatives thereof

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Materials Engineering (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Saccharide Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NL1001956A 1995-12-21 1995-12-21 Werkwijze voor het bereiden van gezuiverd inuline. NL1001956C2 (nl)

Priority Applications (3)

Application Number	Priority Date	Filing Date	Title
NL1001956A NL1001956C2 (nl)	1995-12-21	1995-12-21	Werkwijze voor het bereiden van gezuiverd inuline.
AU11538/97A AU1153897A (en)	1995-12-21	1996-12-20	Process for the preparation of purified inulin
PCT/NL1996/000494 WO1997023511A2 (fr)	1995-12-21	1996-12-20	Procede de preparation d'inuline purifiee

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NL1001956A NL1001956C2 (nl)	1995-12-21	1995-12-21	Werkwijze voor het bereiden van gezuiverd inuline.
NL1001956		1995-12-21

Publications (1)

Publication Number	Publication Date
NL1001956C2 true NL1001956C2 (nl)	1997-06-24

Family

ID=19762068

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL1001956A NL1001956C2 (nl)	1995-12-21	1995-12-21	Werkwijze voor het bereiden van gezuiverd inuline.

Country Status (3)

Country	Link
AU (1)	AU1153897A (fr)
NL (1)	NL1001956C2 (fr)
WO (1)	WO1997023511A2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE1010449A3 (fr) *	1996-08-01	1998-08-04	Raffinerie Tirlemontoise Sa	Procede de preparation d'une composition polydipersee de saccharides, composition polydispersee de saccharides, produit alimentaire, pharmaceutique et/ou cosmetique comprenant ladite composition polydispersee.
MX2014011327A (es) *	2012-03-23	2015-02-24	Ciranda Inc	Alimentos de agave modificado y metodo para producir los mismos.
WO2014145276A1 (fr)	2013-03-15	2014-09-18	Cargill, Incorporated	Compositions d'hydrate de carbone

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4613377A (en) *	1984-07-24	1986-09-23	Hiroshi Yamazaki	Production of fructose syrup
JPH03281601A (ja) *	1990-03-30	1991-12-12	Ajinomoto Co Inc	フラクタン組成物の製造法
WO1994012541A1 (fr) *	1992-11-24	1994-06-09	Raffinerie Tirlemontoise S.A.	Procede de separation d'une composition polydispersee de saccharides, produits obtenus par ce procede et utilisation des produits obtenus dans des compositions alimentaires
WO1996017962A1 (fr) *	1994-12-07	1996-06-13	Agrichimie	Procede et installation de fabrication d'une solution pure de sucres simples par hydrolyse d'au moins un sucre compose en presence d'un adsorbant selectif

1995
- 1995-12-21 NL NL1001956A patent/NL1001956C2/nl not_active IP Right Cessation
1996
- 1996-12-20 AU AU11538/97A patent/AU1153897A/en not_active Abandoned
- 1996-12-20 WO PCT/NL1996/000494 patent/WO1997023511A2/fr not_active Ceased

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4613377A (en) *	1984-07-24	1986-09-23	Hiroshi Yamazaki	Production of fructose syrup
JPH03281601A (ja) *	1990-03-30	1991-12-12	Ajinomoto Co Inc	フラクタン組成物の製造法
WO1994012541A1 (fr) *	1992-11-24	1994-06-09	Raffinerie Tirlemontoise S.A.	Procede de separation d'une composition polydispersee de saccharides, produits obtenus par ce procede et utilisation des produits obtenus dans des compositions alimentaires
WO1996017962A1 (fr) *	1994-12-07	1996-06-13	Agrichimie	Procede et installation de fabrication d'une solution pure de sucres simples par hydrolyse d'au moins un sucre compose en presence d'un adsorbant selectif

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 9205, Derwent World Patents Index; AN 36226, XP002010574 *

Also Published As

Publication number	Publication date
WO1997023511A3 (fr)	1997-08-28
WO1997023511A2 (fr)	1997-07-03
AU1153897A (en)	1997-07-17

Publication	Publication Date	Title
US5478732A (en)	1995-12-26	Process for the preparation of long-chain inulin with inulinase
Ponce et al.	2003	Fucoidans from the brown seaweed Adenocystis utricularis: extraction methods, antiviral activity and structural studies
Patankar et al.	1993	A revised structure for fucoidan may explain some of its biological activities.
Schröder et al.	2001	Purification and characterisation of a galactoglucomannan from kiwifruit (Actinidia deliciosa)
Lin et al.	2002	Preparation of chitosan oligomers by immobilized papain
Ring et al.	1981	An arabinogalactoxyloglucan from the cell wall of Solanum tuberosum
Misaki et al.	1968	Structure of the cell-wall glucan of yeast (Saccharomyces cerevisiae)
Mao et al.	2020	Investigating the influence of pectin content and structure on its functionality in bio-flocculant extracted from okra
Tako	1991	Synergistic interaction between xanthan and tara-bean gum
Saake et al.	2000	Detailed investigation on the molecular structure of carboxymethyl cellulose with unusual substitution pattern by means of an enzyme‐supported analysis
JPH04211388A (ja)	1992-08-03	グルコース、フルクトース及びスクロース含量の少ないイヌロオリゴ糖生成物の製造方法
Kolender et al.	2002	Sulfated polysaccharides from the red seaweed Georgiella confluens
NL1001956C2 (nl)	1997-06-24	Werkwijze voor het bereiden van gezuiverd inuline.
US5502180A (en)	1996-03-26	Inulin derivatives, process for their preparation and their use
CZ2002948A3 (cs)	2002-09-11	Způsob současného čištění a separace pektinu a pektických cukrů či oligomerů z kaše z cukrové řepy
Redgwell et al.	1992	Structures of the pectic polysaccharides from the cell walls of kiwifruit
Shoda et al.	1998	Glycanase-catalyzed synthesis of non-natural oligosaccharides
Wolf et al.	2023	Depolymerization of hemicelluloses utilizing hydrothermal and acid catalyzed processes proceed by ultrafiltration as fractionation media
de Pinto et al.	2001	Structural features of the polysaccharide gum from Acacia glomerosa
DE69521450T2 (de)	2002-05-16	Glukane mit cyclischer Struktur und Verfahren zu deren Herstellung
KR100200547B1 (ko)	1999-06-15	다단계 분리막 공정을 이용한 저분자 키토산의 분리 및 정제방법
Lima et al.	1995	Oligosaccharides derived from the xyloglucan isolated from the seeds of Hymenaea courbaril var. stilbocarpa
Bertoft et al.	1993	Studies on the structure of pea starches Part 4: intermediate material of wrinkled pea starch
JP4588205B2 (ja)	2010-11-24	キチンオリゴ糖製造方法
Nunn et al.	1973	Sulphated polysaccharides of the Solieriaceae family: Part II. The acidic components of the polysaccharide from the red alga Anatheca dentata

Legal Events

Date	Code	Title	Description
1997-08-01	PD2B	A search report has been drawn up
2000-09-01	VD1	Lapsed due to non-payment of the annual fee	Effective date: 20000701