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WO2018122383A1 - Sweetening compositions - Google Patents

Sweetening compositions Download PDF

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Publication number
WO2018122383A1
WO2018122383A1 PCT/EP2017/084826 EP2017084826W WO2018122383A1 WO 2018122383 A1 WO2018122383 A1 WO 2018122383A1 EP 2017084826 W EP2017084826 W EP 2017084826W WO 2018122383 A1 WO2018122383 A1 WO 2018122383A1
Authority
WO
WIPO (PCT)
Prior art keywords
range
present
amount
rubusoside
tannic acid
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2017/084826
Other languages
French (fr)
Inventor
Josef Nachbagauer
Manfred Urban-Klik
Volker Boehringer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Red Bull GmbH
Original Assignee
Red Bull GmbH
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.)
Filing date
Publication date
Priority claimed from EP16207626.9A external-priority patent/EP3342294B1/en
Priority claimed from US15/395,432 external-priority patent/US11076619B2/en
Priority to CA3048941A priority Critical patent/CA3048941A1/en
Priority to AU2017385786A priority patent/AU2017385786A1/en
Priority to CN202310220974.XA priority patent/CN115968996A/en
Priority to BR112019013436A priority patent/BR112019013436A2/en
Priority to CN202310220964.6A priority patent/CN116035154A/en
Priority to CN201780087267.0A priority patent/CN110650631A/en
Application filed by Red Bull GmbH filed Critical Red Bull GmbH
Priority to NZ755861A priority patent/NZ755861A/en
Priority to MX2019007879A priority patent/MX2019007879A/en
Priority to JP2019535835A priority patent/JP7088936B2/en
Publication of WO2018122383A1 publication Critical patent/WO2018122383A1/en
Priority to ZA2019/04266A priority patent/ZA201904266B/en
Anticipated expiration legal-status Critical
Priority to JP2022093704A priority patent/JP2022120089A/en
Priority to AU2023201503A priority patent/AU2023201503B2/en
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L2/00Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52Adding ingredients
    • A23L2/60Sweeteners
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/31Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/33Artificial sweetening agents containing sugars or derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/33Artificial sweetening agents containing sugars or derivatives
    • A23L27/34Sugar alcohols
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30Artificial sweetening agents
    • A23L27/33Artificial sweetening agents containing sugars or derivatives
    • A23L27/36Terpene glycosides
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/88Taste or flavour enhancing agents
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L29/00Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/30Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • the present invention relates to sweetening compositions, their use for the preparation of sweetening syrups and beverages as well as to the preparation of said beverages.
  • Common soft drinks usually contain significant amounts of natural sugars such as sucrose, glucose, fructose or mixtures thereof.
  • the caloric content of these natural sugars usually is in the range from 3.6 to 3.9 kcal/g.
  • Many attempts have been made to reduce the caloric content of beverages such as soft drinks.
  • natural sugars have been replaced by steviol glycosides.
  • Some steviol glycosides have a sweetening power which is about 240 to 400 times that of natural sugar sucrose.
  • Steviol glycosides are derived from extracts of the leaves of the stevia plant [Sterna rebaudiana Bertoni).
  • the four major steviol glycosides found in the leaves of the stevia plant are stevioside (about 5 to 10 wt-%), rebaudioside A (about 2 to 4 wt-%), rebaudioside C (about 1 to 2 wt-%) and dulcoside A (about 0.5 to 1 wt-%).
  • Further steviol glycosides which are found in the extract of the leaves of the stevia plant, however in rather minute quantities, are rebaudioside B, rebaudioside D and rebaudioside E.
  • the common aglycon of all steviol glycosides is steviol which belongs to the class of diterpenes.
  • beverages sweetened with steviol glycosides suffer some drawbacks which for many consumers outway the caloric content of conventional beverages.
  • Steviol glycosides are known to cause a bitter and/or licorice-like aftertaste, in some instances also a metallic aftertaste.
  • the sweet sensation is retarded to some extent, that is, the sweetening exhibit a so-called lingering.
  • steviol glycosides are also responsible for a blunt or dry mouthfeel.
  • sweetening compositions containing a sweetener and at least one sweetness enhancer chosen from terpenes, flavonoids, amino acids, proteins, polyols, other known natural sweeteners, seco-dammarane glycosides, and analogues thereof.
  • Suit- able sweetening enhancer are reported to include stevia sweeteners, such as stevioside, ste- violbioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside F, and dulcoside A.
  • the at least one sweetness enhancer has to be present in the composition in an amount at or below the sweetness detection threshold level of the at least one sweetness enhancer, and the at least one sweetener and the at least one sweetness enhancer are different.
  • rubusoside for masking, reducing or suppressing a bitter, sour and/or astringent taste impression of a bitter, sour and/or astringent-tasting substance.
  • Compositions containing rubusoside shall mask, reduce or suppress in food products and in pharmaceuticals the bitter, sour and/or astringent taste impression of compounds such as steviosides and rebaudioside A,
  • WO 2008/049256 addresses a sweetened consumable comprising a) at least 0.0001
  • % of at least one sweetener wherein said sweetener includes sucrose, fructose, glucose, high fructose corn syrup, corn syrup, xylose, arabinose, rhamnose, erythritol, xylitol, man- nitol, sorbitol, inositol, acesulfame potassium., aspartame, neotame, sucralose, saccharine, or combinations thereof, wherein said at least one sweetener or sweetener combination is present in a concentration above the sweetness detection threshold in a concentration of at least isosweet to 2% sucrose, and b) at least one sweetness enhancer selected from the group consisting of naringin dihydrochalcone, mogroside V, swingle extract, rubusoside, rubus extract, stevioside, and rebaudioside A, Each sweetness enhancer shall be present in a concentration near its sweetness detection threshold.
  • this concentration shall be from 2 to 60 ppm, for rubusoside from 1.4 ppm to 56 ppm, for rubus extract from 2 ppm to 80 ppm, for mogroside ⁇ from 0.4 ppm to 12.5 ppm, for swingle extract from 2 to 60 ppm, for stevioside from 2 to 60 ppm, and for rebaudioside A from 1 to 30 ppm.
  • the bitter aftertaste of steviol glycosides shall be decreased or eliminated by the reduction or elimination of rebaudioside C or dulcoside A or both from stevia compositions.
  • the reduction of rebaudioside C and/or dulcoside A as such does not guarantee a reduction in bitter aftertaste.
  • stevia compositions being void of rebaudioside C or dulcoside A consumers experience a slow onset and sometimes even a longer duration of the sweetness sensation.
  • sweetener compositions comprising at least a) one sweetness enhancer such as urea or thiourea, b) at least one sweetener comprising a carbohydrate sweetener, a natural high- potency sweetener, a synthetic high-potency sweetener or a combination thereof such as rebaudioside compounds, sucralose, aspartame or acesulfame potassium, and c) at least one sweet taste improving composition selected from the group consisting of carbohydrates, polyols, amino acids, or mixtures thereof.
  • sweetness enhancer such as urea or thiourea
  • sweetener comprising a carbohydrate sweetener, a natural high- potency sweetener, a synthetic high-potency sweetener or a combination thereof such as rebaudioside compounds, sucralose, aspartame or acesulfame potassium
  • at least one sweet taste improving composition selected from the group consisting of carbohydrates, polyols, amino acids, or mixtures thereof.
  • New sweetened beverage formulations which do not exhibit a bitter aftertaste shall be obtained according to EP 2 474 240 Ai by use of rebaudioside D and an acidulant comprising at least lactic acid and one or both of tartaric acid and citric acid, and no phosphoric acid.
  • EP 2 486 806 Ai discloses a low-calorie orange juice drink which makes use of a mixture of 84 wt-% rebaudioside A and 16 wt-% rebaudioside D. Different from a low-calorie orange juice having been sweetened with a conventional stevia extract a pleasant taste similar to sucrose, a Ml mouthfeel, and no bitterness and no aftertaste shall be observed during sensory evaluation. A similar outcome was reported for a zero-calorie carbonated beverage.
  • sweetening compositions comprising a blend of rebaudioside A, rebaudioside B and steviol glycosides, in particular when the ratio of rebaudioside B to total steviol glycosides in the blend ranges from 0.5 % to about 50 % and more preferably from about 5 % to about 40 %,
  • Sucrose being the standard natural sweetener has a characteristic time and intensity sweetness profile. Whereas some artificial sweeteners have a more rapid onset of sweetness than sucrose, most artificial sweeteners such as stevia compounds have not only a significantly slower onset but also exhibit a significantly longer linger than sucrose. The afore- mentioned drawbacks associated with the use of steviol glycosides are still not overcome to a satisfactory extent. It is therefore desirable to obtain beverages, which contain less or no natural sweeteners, and which have a much improved sweetness and aroma profile.
  • a sweetening composition comprising a) at least one natural sweet- tasting carbohydrate, b) at least one stevia compound, c) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/ or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, and d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative in an amount, based on the at least one tannin, in particular tannic acid and the at least
  • the at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative are to be present in an amount, based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, in the range from i mg/1. to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1, if the composition of said first embodiment is an aqueous composition, in particular in the form of a beverage.
  • said first embodiment of a sweetening composition can be characterized in that, based on the total weight of component b), component c), in particular the rubusoside and/ or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 45 to 75 wt-%, the component c), in particular the rubusoside and/or at least one rubusoside derivative, is present in an amount in the range from 2 to 40 wt-%, and the component d), in particular tannic aeid and/or at least one tannic acid derivative, is present in an amount in the range from 2 to 40 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt-%.
  • the weight ranges are in particular applicable for an alternative embodiment in which the composition of said first embodiment represents a dry mixture, in particular in powder
  • the aforementioned alternate forms of the first embodiment of a sweetening composition based on the total weight of component b), component c), in particular the rubusoside and/or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 50 to 70 wt-%, in particular 55 to 65 wt-%, the component c), in particular the rubusoside and/or at least one rubusoside derivative, is present in an amount in the range from 5 to 35 wt-%, in particular io to 30 wt-%, and the component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount in the range from 5 to 35 wt-%, in particular 10 to 30 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt
  • the at least one natural sweet-tasting carbohydrate of the first embodiment in. particular is sucrose.
  • the at least one stevia compound of the first embodiment those are preferred selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof.
  • rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
  • Tannins in the meaning of the present invention shall comprise polyphenols, in particular so-called plant polyphenols, which exhibit an astringent sensation. It is presently believed that said astringent sensation is caused by or associated with a binding reaction of said polyphenols to proteins.
  • tannic acid coagulates albumen and gelatin.
  • Tannins usually have two or three phenolic hydroxy! groups 011 the phenyl ring. Tannins can, for example, be classified into pyrogallol type tannins and the catechol type tannins. Tannins can also be classified into so-called hydrolysable tannins, e.g. based on ellagic acid and gallic acid, and condensed tannins, e.g.
  • Tannins of the present invention can be derived from any of the aforementioned classified groups.
  • Suitable tannins encompass for example ellagitannins, such as punicalagin and geranii, and gailotannins which belong to the class of hydrolysable tannins, as well as stilbenoids such as astringin or resveratrol.
  • Ellagitannins usually contain various numbers of hexahy- droxydiphenoyl (HHDP) units, as well as galloyl units and/or sanguisorboyl units bound to sugar moiety.
  • HHDP hexahy- droxydiphenoyl
  • Suitable representatives of tannins also comprise cpigalloeateehin gallate, epicatechin gallate, and phlorotannins.
  • Tannins can for example be obt ained from extracts of oak or of pomegranates, in particular pomegranate rind extracts.
  • gallic acid is found in gallnuts, sumac, witch hazel, tea leaves, oak bark,
  • composition or extract containing at least one tannin, in particular tannic acid and/or at least one tannic acid derivative can be derived from seeds, bark, cones, husk, and/or hearrvvood of oak, pomegranate, chestnut, gallnut or mimosa, in particular from oak or pomegranate.
  • Tannic acid in the meaning of the present invention in particular comprises polygalloyl glucoses and polygalloyl quinic acid esters with the number of galloyl moieties per molecule in particular ranging from 2 up to 12, in particular 3 to 12, e.g. decagalloyl glucose.
  • tannic acid in the meaning of the present invention can be understood to be, for example, formed of gallic acid molecules and glucose. Tannic acid will usually hydrolyze into glucose and gallic acid and/or ellagic acid units. In general, with the term tannic acid both an individual compound as well as a mixture of two or more compounds is meant.
  • Enzyme -treated steviol glycosides include those steviol glycosides having been treated with, for example, cyclomaltodextrin gl ucanotransferase (CGTase).
  • CCTase cyclomaltodextrin gl ucanotransferase
  • the compounds of component c) of the first embodiment of the present invention in particular rubusoside or a rubusoside derivative or neohesperidin or enzyme-treated steviol glycosides, and even more particular rubusoside, have been found with the compositions of the present invention to assist in improving its sweetening profile at the onset so that the sweetening sensation is shifted towards the actual consumption of the sweetening composition of a product containing said sweetening composition of the first embodiment of the present invention.
  • Rubusoside (CAS No: 64849-39-4) can be found in leaves of Rubus suavissimus S. Lee (Chinese sweet leaf).
  • Rubusosides in the meaning of the present invention shall also comprise enzymatically-treated rubusosides.
  • the at least one natural sweet-tasting carbohydrate in particular sucrose
  • rubusoside and/or at least one rubusoside derivative preferably is present in an amount in the range from 20 to 200 mg/1, more preferably in the range from 20 mg/1 to 150 mg/1 and in particular in the range from, 30 to 125 mg/1.
  • a sweetening composition also referred to as second embodiment of a sweetening composition of the present invention, comprising a) at least one natural sweet-tasting carbohydrate, in particular sucrose, b) at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, c) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, d) tannic acid and/or at least one tannic acid derivative and e) oak extract and/or
  • rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
  • the at least one natural sweet-tasting carbohydrate, in particular sucrose is preferably present in an amount in the range from 5 to 80 g/1, more preferably in the range from 15 g/1 to 70 g/1 and in particular in the range from 25 to 55 g/1.
  • rubusoside and/or at least one rubusoside derivative is preferably present in an amount in the range from. 20 to 200 mg/1, more preferably in the range from. 20 mg/1 to 150 mg/1 and in particular in the range from 30 to 125 mg/1.
  • the total amount of tannic acid and/or at least one tannic acid derivative is preferably present in an amount in the range from 1 mg/1 to 400 mg/1, more preferably in the range from 10 mg/1 to 300 mg/1 and in particular in the range from 25 to 250 mg/1.
  • a sweetening composition also referred to as third embodiment of a sweetening composition of the present invention, comprising a) aeesulfam and/or aspartam, in particular acesulfam, b) sncralose and/or at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, and/or saccharin and/or cyclamate, c) neohesperidin and/or thaumatine and/or rubusoside and/or at least one rubusoside derivative and/or phloretm and/or trilobatin and/or monatin. and/or hesperetin, d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative.
  • neohesperidine and rubusoside are preferred, neohesperi- dine being particularly preferred.
  • this third embodiment component d) based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, is present in an amount in the range from i mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1.
  • Such a sweetening composition according to the third embodiment of the invention is particularly preferred which comprises a) acesulfam and/or aspartame, in particular acesulfam, b) sncralose or saccharin or at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, e) neohesperidin, and d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative, wherein component d), based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, is present in an amount in the range from 1 mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1 if the composition of said third embodiment is an aqueous composition, in
  • said third embodiment of a sweetening composition can. be characterized in that, based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neohesperidine, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component a) is present in an amount in the range from 10 to 50 wt-%, the component b) is present in an amount in the range from 15 to 65 wt-%, the component c) is present in an amount in the range from 0,1 to 4 wt-%, and the component d) is present in an amount in the range from 5 to 50 wt-%, wherein in each case the sum of components a, b), c) and d) always adds up to 100 wt-%.
  • the aforementioned alternate forms of the third embodiment of a sweetening composition based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neo- hesperidine, and component d), in particular tannic acid and/or at least one tannic acid derivative,
  • the component a) is present in an amount in the range from 15 to 45 wt-%, in particular 20 to 40 wt-%
  • the component b) is present in an amount in the range from 20 to 55 wt-%, in particular 30 to 45 wt-%
  • the component c) is present in an amount in the range from 0,2 to 3 wt-%, in particular 0,5 to 2 wt-%
  • the component d) is present in an amount in the range from 10 to 40 wt-%, in particular 15 to 35 wt-%, wherein in each case the sum of components a), b), c) and d
  • component b) comprises or consists of sucralose, saccharin and cyclamate or, alternatively, in which component b) comprises or consists of at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, saccharin and cyclamate.
  • acesulfam and/or aspartame is preferably present in an amount in the range from 25 to 250 mg/1, more preferably in the range from 50 to 200 mg/1 and in particular in the range from 75 to 150 mg/1.
  • sucralose in said sweetening compositions of the third embodiment of the invention preferably is present in an amount in the range from 20 to 750 mg/1, more preferably in the range from 40 mg/1 to 550 mg/1 and in particular in the range from 60 to 450 mg/1.
  • neohesperidin in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, neohesperidin preferably is present in an amount in the range from 0.01 mg/1 to 20 mg/1, more preferably in the range from. 0,1 mg/1 to 15 mg/1 and in particular in the range from 1,0 to 10 mg/1.
  • saccharin in said sweetening compositions of the third embodiment of the invention, saccharin preferably is present in an amount in. the range from to mg/1 to 750 mg/1, more preferably in the range from. 20 mg/1 to 500 mg/1 and in particular in the range from 30 to 400 mg/1.
  • cycla- mate preferably is present in an amount in the range from 10 mg/1 to 500 mg/1, more preferably in the range from 50 mg/1 to 300 mg/1 and in particular in the range from 75 to 200 mg/1.
  • thaumatine preferably is present in an amount in the range from 0.01 mg/1 to 10 mg/1, more preferably in the range from 0,05 mg/1 to 5 mg/1 and in particular in the range from 0,1 to 2 mg/1.
  • rubusoside and/or at least one rubusoside derivative preferably is present in an amount in the range from 5 to 200 mg/1, more preferably in the range from 10 mg/1 to 150 mg/1 and in particular in the range from 20 to 125 mg/1.
  • phloretin preferably is present in an amount in the range from 1 to 250 mg/1, more preferably in the range from 5 mg/1 to 200 mg/1 and in particular in the range from 10 to 150 mg/1.
  • trilobatin in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, trilobatin preferably is present in an amount in the range from 0,1 to 250 mg/1, more preferably in the range from 1 mg/1 to 200 mg/1 and in particular in the range from. 5 to 150 mg/1.
  • monatin preferably is present in an amount in the range from 0.01 mg/1 to 20 mg/1, more preferably in the range from 0,1 mg/1 to 10 mg/1 and in particular in the range from 0,05 to 5 mg/L
  • hesperetin preferably is present in an amount in the range from 1 to 750 mg/1, more preferably in the range from 10 mg/1 to 500 mg/1 and in particular in the range from 25 to 250 mg/L
  • the at least one stevia compound preferably is a mixture comprising, in particular consisting of, rebaudioside A, rebaudioside B and rebaudioside D wherein, based 011 the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in an amount in the range from 80.0 to 99.0 wt-%, rebaudioside B is present in an amount in the range from 0.1 to 1.5 wt-%, and rebaudioside D is present in an amount in the range from 0.9 to 18.5 wt-%.
  • the at least one stevia compound preferably is a mixture comprising, in particular consisting of, rebaudioside A, rebaudioside B and rebaudioside D wherein, based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in an amount in the range from 85.0 to 95.0 wt-%, rebaudioside B is present in an amount in the range from 0.2 to 1.2 wt-%, and rebaudioside D is present in an amount in the range from 4.8 to 13,8 wt-%.
  • rebaudioside A is present in. an amount in the range from 86.0 to 94.3 wt-%
  • rebaudioside B is present in an amount in the range from 0.3 to 0.9 wt-%
  • rebaudioside D is present in an amount in the range from 5.4 to 13.1 wt-%, in each case based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D.
  • rebaudioside A is present in an amount in the range from 90.5 to 94,0 wt-%
  • rebaudioside B is present in amount in the range from 0,2 to 1.0 wt-%
  • rebaudioside D is present in amount in the range from 5,8 to 8,5 wt-%, based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D
  • rebaudioside A is present in an amount in the range from 90.9 to 94.4 wt-%
  • rebaudioside B is present in amount in the range from 0.2 to 0,5 wt-%
  • rebaudioside D is present in amount in the range from 5.4 to 8.6 wt-%, in each case based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D.
  • Steviolglycosides such as rebaudioside A, rebaudioside B, rebaudioside D, rebaudioside C, rebaudioside E, rebaudioside F, stevioside, dulcoside, rubusoside and steviolbioside can be detected and determined according to HPLC-UV as specified in JECFA (2010) Steviol Glycosides, FAO JECFA Monograph 10, FAO, Rome.
  • a sweetening composition also referred to as fourth embodiment of a sweetening composition of the present invention, comprising a) o,i to 50 g/1 of a natural sweet-tasting carbohydrate, in particular selected from the group consisting of natural sweet-tasting monosaccharides, b) 40 to 120 g/1 of a natural sweet-tasting carbohydrate different from a), in particular selected from the group consisting of natural sweet-tasting disaceharides, and c) 30 to 300 mg/1 rubusoside and/or at least one rubusoside derivative and/or 0.01 mg/1 to 20 mg/1, preferably in the range from 0,1 mg/1 to 15 mg/1 and more preferably in the range from 1,0 to 10 mg/1, neo- hesperidin, or 0.01 mg/1 to 10 mg/1, preferably in the range from 0,05 mg/1 to 5 mg/1 and more preferably in the range from 0,1 to 2 mg/1, thaumatine or
  • rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
  • Said versions of the fourth embodiment of the present invention are particularly preferred which comprise a) 0,5 to 30 g/1 of a natural sweet-tasting carbohydrate selected from the group consisting of natural sweet-tasting monosaccharides, b) 70 to 110 g/1 of a natural sweet-tasting carbohydrate selected from the group consisting of natural sweet-tasting di- saccharides, and c) 40 to 220 mg/1 rubusoside and /or at least one rubusoside derivative or 0,1 mg/1 to 15 mg/1 and preferably 1,0 to 10 mg/1 neohesperidm, or 0,05 mg/1 to 5 mg/1 and preferably 0,1 to 2 mg/1 thaumatine or 5 mg/1 to 200 mg/1 and preferably 10 to 150 mg/1 phloretin or i mg/1 to 200 mg/1 and preferably 5 to 150 mg/1 trilobatin or 0,1 mg/1 to to mg/1 and preferably 0,05 to 5 mg/l monatin or 10 mg/1 to 500 mg/1 and preferably 25 to
  • the at least one natural sweet-tasting carbohydrate preferably is selected from the group consisting of a natural sweet-tasting monosaccharide, a natural sweet-tasting disaccharide, a sweet-tasting sugar alcohol and a mixture thereof.
  • said sweet-tasting natural monosaccharide preferably is selected from the group consisting of fructose, glucose, man- nose, rhamnose, xylose, tagatose, galactose, and mixtures thereof
  • said sweet-tasting natural disaccharide is preferably selected from the group consisting of sucrose, lactose, maltose and mixtures thereof.
  • said sweet-tasting sugar alcohol preferably is selected from the group consisting of erythritol, glycerol, lactitol, maltitol, mannitol, sorbitol, xylitol, galactitol and mixtures thereof,
  • sucrose as the sweet-tasting natural disaecha- ride.
  • the sweetening compositions of the first to fourth embodiment of the present invention can further comprise at least one flavoring ingredient selected from the group consisting of ga- langal, cocoa, cinnamon, lemon, lemon juice concentrate, coca leaf, orange, orange oil, corn mint, pine, cardamom, mace, clove, lime, lime oil, nutmeg, nutmeg oil, mustard seeds, mustard seed oil, caramel, rosemary, pepper, honey, ginger, vanilla, licorice, licorice extract, cola nut and cola nut extract or mixtures thereof.
  • at least one flavoring ingredient selected from the group consisting of ga- langal, cocoa, cinnamon, lemon, lemon juice concentrate, coca leaf, orange, orange oil, corn mint, pine, cardamom, mace, clove, lime, lime oil, nutmeg, nutmeg oil, mustard seeds, mustard seed oil, caramel, rosemary, pepper, honey, ginger, vanilla, licorice, licorice extract, cola nut and cola nut extract or mixtures thereof.
  • the sweetening compositions of the first to fourth embodiment of the present invention further comprise taurine and/or caffeine. Accordingly, the sweetening compositions of the first to fourth embodiment of the present invention can be used for sweetening beverages, in particular soft drinks or energy drinks.
  • sweetening compositions of the present invention are also suited to prepare precursor compositions in the form of a syrup which can be easily stored and transported and can be used on demand for the preparation of in particular carbonated beverages.
  • a beverage comprising a sweetening composition according to any of the first to fourth embodiment of the present invention.
  • the sweetening composition according to any of the first to fourth embodiments of the present invention can already as such represent an aqueous composition, in particular a beverage.
  • said sweetening composition according to any of the first to fourth embodiments of the present invention without added water present, can also represent a dry mixture, in particular in powder and/or particulate form.
  • the sweetening composition according to any of the first to fourth embodiments of the present invention represent aqueous compositions still further ingredients such as flavors or thickening agents may be added to form, for example, a commercial beverage.
  • Suitable beverages according to preferred embodiments are characterized in that rebaudi- oside A, B and D in combination are present in the beverage in a concentration in the range from o.oi to 1.0 g/1, preferably from 0.05 to 0.75 g/1 and more preferably from 0.1 to 0.6 g/1 (determined at ambient temperature and 1 bar). Also those beverages according to the present invention are preferred in which the sweet- tasting natural carbohydrates and the sweet-tasting sugar alcohols are present in combination in the beverage in a concentration not above 40 g/1, preferably in the range from 5 g/1 to 35 g/1 and more preferably in the range from 10 g/1 to 25 g/1 (determined at ambient temperature and 1 bar). Ambient temperature in. the meaning of the present invention shall mean room, temperature, i.e. a temperature in the range from 20°C to 25°C.
  • the beverages of the present invention comprise, in particular carbonated, soft drinks and energy drinks.
  • Suitable soft drinks also include cola-flavored soft drinks, wherein cola- flavored soft drinks also encompass cola-flavored-type soft drinks.
  • these beverages when being sweetened with the sweetening composition in accordance with the present invention, do not or do essentially not exhibit a slow onset of the sensation of sweetness but provide a rather harmonic sweetening profile and do not or do essentially not have a bitter or licorice-like aftertaste.
  • sweetening compositions of the first to fourth embodiment of the present invention that beverages can be obtained which, if at all, contain natural sugars such as sweet-tasting carbohydrates and/or sweet-tasting sugar alcohols in a very reduced amount.
  • the sweetening compositions of the first to fourth embodiment of present invention can also comprise, for example when used with energy drinks, further ingredients such as sodium citrate, glucoronolactone, inositol, at least one vitamin, e.g. niacin, pantothenic acid, vitamin B6, vitamin B12, riboflavin, caustic caramel, caustic sulfite caramel, ammonia caramel, sulfite ammonia caramel or ascorbic acid or mixtures thereof.
  • further ingredients such as sodium citrate, glucoronolactone, inositol, at least one vitamin, e.g. niacin, pantothenic acid, vitamin B6, vitamin B12, riboflavin, caustic caramel, caustic sulfite caramel, ammonia caramel, sulfite ammonia caramel or ascorbic acid or mixtures thereof.
  • the sweetening composition of the present invention can be used for sweetening beverages, in particular soft drinks or energy drinks.
  • the beneficial effects coming along with the use of the sweetening composition of the present invention can in particular also be accomplished with carbonated beverages.
  • the problem of the present invention has also been solved by a method comprising the steps of a) providing a sweetening composition according to the first to fourth embodiment of the present invention, b) providing water and c) mixing components provided under a) and b).
  • the process of the present invention particularly further comprises the step (step d)) of carbonating the beverage.
  • the process of the present invention can further comprise the step of adding at least one thickening agent, at least one sweet-tasting natural carbohydrate, at least one sweet-tasting sugar alcohol, at least one organic acid and/or at least one flavoring ingredient to the sweetening composition according to the first to fourth embodiment of the present invention or to a mixture comprising water and one of said sweetening compositions of the present invention.
  • sweetening compositions of the present invention may also be added to water prior to mixing with any of said sweetening compositions of the present invention.
  • sweetening agent sweet-tasting natural carbohydrate, sweet-tasting sugar alcohol, organic acid and flavoring ingredient are applicable as well both in terms of general information and preferred embodiments.
  • sweet-tasting natural carbohydrates and/or at least one sweet-tasting sugar alcohol are added to the mixture comprising water and one of the first to fourth embodiment of the sweetening compositions of the present invention prior to and/or after the carbonating step, preferably prior to the carbonating step.
  • the first to fourth embodiments of the sweetening compositions of the present invention as well as the beverages of the present invention can also comprise common additives such as amino acids, coloring agents, bulking agents, modified starches, texturizers, preservatives, antioxidants, emulsifiers, stabilizers, gelling agents or arbitrary mixtures thereof.
  • sweetening compositions are accessible which do not exhibit a slow onset in the sweetening sensation.
  • an aroma or sweetening profile can be accomplished which resembles that of beverages having been sweetened with natural sugars, even with carbonated beverages.
  • the long-lasting sweetening sensations of artificial sweeteners as, for example, stevia compounds can. be shortened furnishing a natural or an essential natural sweetening sensation, that is a sweetening profile regularly caused by known high caloric sugars.
  • sweetening composition of the present invention it is, thus, possible with the sweetening composition of the present invention to prepare beverages, in particular carbonated beverages, such as soft drinks and energy drinks which though having a significantly reduced caloric content exhibit an improved sweetness and aroma profile and which in a preferred embodiment also do not differ significantly in their taste from conventional beverages having been sweetened with natural sugars and/ or artificial sweeteners. This also includes that a sweetened sensation is perceived by the consumer already at the very beginning.
  • beverages can be obtained which do not have an insipid or blunt taste or mouth- feel.
  • artificial sweeteners shall comprise all sweeteners different from natural sweeteners such as natural monosaccharide and disaccharide sweeteners, e.g. glucose and sucrose.
  • the beverages of the present invention comprise, in particular carbonated, soft drinks and energy drinks.
  • Suitable soft drinks also include cola-flavored soft drinks, wherein cola- flavored soft drinks also encompass cola-flavored-type soft drinks.
  • these beverages when being sweetened with the sweetening composition in accordance with the present invention, do not or do essentially not exhibit a slow onset of the sensation of sweetness but provide a rather harmonic sweetening profile and do not or do essentially not have a bitter or licorice-like aftertaste.
  • the present invention not only allows shifting the slow onset of, for example, stevia compounds towards that of sucrose, i.e. thereby exhibiting a more rapid onset, but also aids in significantly reducing the lingering effect.

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Abstract

The invention relates to a sweetening composition comprising a natural sweet-tasting carbohydrate, a stevia compound, rubusoside, and tannin, wherein component d) is present in an amount in the range from 1 mg/l to 400 mg/l. The invention also relates to a sweetening composition comprising a natural sweet-tasting carbohydrate, a stevia compound, rubusoside, tannin and oak extract or pomegranate extract. The invention further relates to a sweetening composition comprising acesulfam or aspartame, sucralose, a stevia compound, saccharin or cyclamate, neohesperidin, and tannin in an amount in the range from 1 mg/l to 400 mg/l. Moreover, the invention relates to a sweetening composition comprising a) 0,1 to 50 g/l of a natural sweet-tasting carbohydrate, b) 40 to 120 g/l of a natural sweet-tasting carbohydrate different from a), and c) 30 to 300 mg/l of rubusoside. And, the invention is about the use of said sweetening compositions for sweetening and preparing beverages.

Description

Sweetening compositions
Description
The present invention relates to sweetening compositions, their use for the preparation of sweetening syrups and beverages as well as to the preparation of said beverages.
Common soft drinks usually contain significant amounts of natural sugars such as sucrose, glucose, fructose or mixtures thereof. The caloric content of these natural sugars usually is in the range from 3.6 to 3.9 kcal/g. Many attempts have been made to reduce the caloric content of beverages such as soft drinks. In some instances natural sugars have been replaced by steviol glycosides. Some steviol glycosides have a sweetening power which is about 240 to 400 times that of natural sugar sucrose. Steviol glycosides are derived from extracts of the leaves of the stevia plant [Sterna rebaudiana Bertoni). The four major steviol glycosides found in the leaves of the stevia plant are stevioside (about 5 to 10 wt-%), rebaudioside A (about 2 to 4 wt-%), rebaudioside C (about 1 to 2 wt-%) and dulcoside A (about 0.5 to 1 wt-%). Further steviol glycosides which are found in the extract of the leaves of the stevia plant, however in rather minute quantities, are rebaudioside B, rebaudioside D and rebaudioside E. The common aglycon of all steviol glycosides is steviol which belongs to the class of diterpenes.
Unfortunately, beverages sweetened with steviol glycosides suffer some drawbacks which for many consumers outway the caloric content of conventional beverages. Steviol glycosides are known to cause a bitter and/or licorice-like aftertaste, in some instances also a metallic aftertaste. In addition, the sweet sensation is retarded to some extent, that is, the sweetening exhibit a so-called lingering. In some cases steviol glycosides are also responsible for a blunt or dry mouthfeel.
In EP 2 519 118 sweetening compositions are disclosed containing a sweetener and at least one sweetness enhancer chosen from terpenes, flavonoids, amino acids, proteins, polyols, other known natural sweeteners, seco-dammarane glycosides, and analogues thereof. Suit- able sweetening enhancer are reported to include stevia sweeteners, such as stevioside, ste- violbioside, rebaudioside A, rebaudioside B, rebaudioside C, rebaudioside D, rebaudioside F, and dulcoside A. The at least one sweetness enhancer has to be present in the composition in an amount at or below the sweetness detection threshold level of the at least one sweetness enhancer, and the at least one sweetener and the at least one sweetness enhancer are different.
In EP 2 386 211 the use of rubusoside for masking, reducing or suppressing a bitter, sour and/or astringent taste impression of a bitter, sour and/or astringent-tasting substance is described. Compositions containing rubusoside shall mask, reduce or suppress in food products and in pharmaceuticals the bitter, sour and/or astringent taste impression of compounds such as steviosides and rebaudioside A,
And, WO 2008/049256 addresses a sweetened consumable comprising a) at least 0.0001
% of at least one sweetener, wherein said sweetener includes sucrose, fructose, glucose, high fructose corn syrup, corn syrup, xylose, arabinose, rhamnose, erythritol, xylitol, man- nitol, sorbitol, inositol, acesulfame potassium., aspartame, neotame, sucralose, saccharine, or combinations thereof, wherein said at least one sweetener or sweetener combination is present in a concentration above the sweetness detection threshold in a concentration of at least isosweet to 2% sucrose, and b) at least one sweetness enhancer selected from the group consisting of naringin dihydrochalcone, mogroside V, swingle extract, rubusoside, rubus extract, stevioside, and rebaudioside A, Each sweetness enhancer shall be present in a concentration near its sweetness detection threshold. For naringin dihydrochalcone this concentration shall be from 2 to 60 ppm, for rubusoside from 1.4 ppm to 56 ppm, for rubus extract from 2 ppm to 80 ppm, for mogroside ¥ from 0.4 ppm to 12.5 ppm, for swingle extract from 2 to 60 ppm, for stevioside from 2 to 60 ppm, and for rebaudioside A from 1 to 30 ppm.
Also many other attempts have been made to overcome the afore-mentioned shortcomings of steviol glycoside sweeteners such as a bitter and/or licorice-like aftertaste, a blunt or dry mouth feel and/or a sweet aftertaste.
For example, according to WO 2012/073121 A2 the bitter aftertaste of steviol glycosides shall be decreased or eliminated by the reduction or elimination of rebaudioside C or dulcoside A or both from stevia compositions. However, it has been found that the reduction of rebaudioside C and/or dulcoside A as such does not guarantee a reduction in bitter aftertaste. Moreover, even with stevia compositions being void of rebaudioside C or dulcoside A consumers experience a slow onset and sometimes even a longer duration of the sweetness sensation.
In WO 2008/147726 it is described that a more sugar-like flavor profile shall be obtained by sweetener compositions comprising at least a) one sweetness enhancer such as urea or thiourea, b) at least one sweetener comprising a carbohydrate sweetener, a natural high- potency sweetener, a synthetic high-potency sweetener or a combination thereof such as rebaudioside compounds, sucralose, aspartame or acesulfame potassium, and c) at least one sweet taste improving composition selected from the group consisting of carbohydrates, polyols, amino acids, or mixtures thereof.
New sweetened beverage formulations which do not exhibit a bitter aftertaste shall be obtained according to EP 2 474 240 Ai by use of rebaudioside D and an acidulant comprising at least lactic acid and one or both of tartaric acid and citric acid, and no phosphoric acid.
From. WO 2011/146463 A2 it can be derived that the bitterness in an otherwise sweet composition containing steviol glycosides shall be masked by incorporating an increased amount, relative to naturally occurring compositions, of rebaudioside D.
EP 2 486 806 Ai discloses a low-calorie orange juice drink which makes use of a mixture of 84 wt-% rebaudioside A and 16 wt-% rebaudioside D. Different from a low-calorie orange juice having been sweetened with a conventional stevia extract a pleasant taste similar to sucrose, a Ml mouthfeel, and no bitterness and no aftertaste shall be observed during sensory evaluation. A similar outcome was reported for a zero-calorie carbonated beverage.
According to WO 2008/112967 Ai the metallic aftertaste experienced with beverages containing conventional steviol glycosides shall be masked by the presence of anisic acid.
And, in WO 2012/109585 Ai it is disclosed that attributes such as bitterness, sweet aftertaste and licorice flavor of steviol glycosides may be overcome by sweetening compositions comprising a blend of rebaudioside A, rebaudioside B and steviol glycosides, in particular when the ratio of rebaudioside B to total steviol glycosides in the blend ranges from 0.5 % to about 50 % and more preferably from about 5 % to about 40 %,
Sucrose being the standard natural sweetener has a characteristic time and intensity sweetness profile. Whereas some artificial sweeteners have a more rapid onset of sweetness than sucrose, most artificial sweeteners such as stevia compounds have not only a significantly slower onset but also exhibit a significantly longer linger than sucrose. The afore- mentioned drawbacks associated with the use of steviol glycosides are still not overcome to a satisfactory extent. It is therefore desirable to obtain beverages, which contain less or no natural sweeteners, and which have a much improved sweetness and aroma profile.
Accordingly, there still is a need to provide low-calorie beverages which do not exhibit a delayed onset of the sensation of sweetness and which, optionally, also do not suffer from a bitter or licorice-like aftertaste and/or which do not cause a blunt or dry mouthfeel. Hence, it has been a major goal of the present invention to attain a temporal sweetening profil similar or even essentially identical to that of natural sugar, i.e. a natural sweetening profile, in particular with respect to both the onset of sweetness and its lingering time.
The problem underlying the present invention has surprisingly been solved by a sweetening composition according to a first embodiment comprising a) at least one natural sweet- tasting carbohydrate, b) at least one stevia compound, c) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/ or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, and d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative in an amount, based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative.
With said first embodiment the at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative, are to be present in an amount, based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, in the range from i mg/1. to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1, if the composition of said first embodiment is an aqueous composition, in particular in the form of a beverage.
Alternatively or simultaneously, said first embodiment of a sweetening composition can be characterized in that, based on the total weight of component b), component c), in particular the rubusoside and/ or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 45 to 75 wt-%, the component c), in particular the rubusoside and/or at least one rubusoside derivative, is present in an amount in the range from 2 to 40 wt-%, and the component d), in particular tannic aeid and/or at least one tannic acid derivative, is present in an amount in the range from 2 to 40 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt-%. The weight ranges are in particular applicable for an alternative embodiment in which the composition of said first embodiment represents a dry mixture, in particular in powder and/or particulate form.
According to a preferred embodiment the aforementioned alternate forms of the first embodiment of a sweetening composition, based on the total weight of component b), component c), in particular the rubusoside and/or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 50 to 70 wt-%, in particular 55 to 65 wt-%, the component c), in particular the rubusoside and/or at least one rubusoside derivative, is present in an amount in the range from 5 to 35 wt-%, in particular io to 30 wt-%, and the component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount in the range from 5 to 35 wt-%, in particular 10 to 30 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt-%.
The at least one natural sweet-tasting carbohydrate of the first embodiment in. particular is sucrose. And, among the at least one stevia compound of the first embodiment those are preferred selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof.
Among the compounds of component c) of the first embodiment of the sweetening composition of the present invention rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
Tannins in the meaning of the present invention shall comprise polyphenols, in particular so-called plant polyphenols, which exhibit an astringent sensation. It is presently believed that said astringent sensation is caused by or associated with a binding reaction of said polyphenols to proteins. For example, tannic acid coagulates albumen and gelatin. Tannins usually have two or three phenolic hydroxy! groups 011 the phenyl ring. Tannins can, for example, be classified into pyrogallol type tannins and the catechol type tannins. Tannins can also be classified into so-called hydrolysable tannins, e.g. based on ellagic acid and gallic acid, and condensed tannins, e.g. based on catechol. Tannins of the present invention can be derived from any of the aforementioned classified groups. Suitable tannins encompass for example ellagitannins, such as punicalagin and geranii, and gailotannins which belong to the class of hydrolysable tannins, as well as stilbenoids such as astringin or resveratrol. Ellagitannins usually contain various numbers of hexahy- droxydiphenoyl (HHDP) units, as well as galloyl units and/or sanguisorboyl units bound to sugar moiety. Suitable representatives of tannins also comprise cpigalloeateehin gallate, epicatechin gallate, and phlorotannins.
Tannins can for example be obt ained from extracts of oak or of pomegranates, in particular pomegranate rind extracts. For example, gallic acid is found in gallnuts, sumac, witch hazel, tea leaves, oak bark,
The composition or extract containing at least one tannin, in particular tannic acid and/or at least one tannic acid derivative, can be derived from seeds, bark, cones, husk, and/or hearrvvood of oak, pomegranate, chestnut, gallnut or mimosa, in particular from oak or pomegranate.
Tannic acid in the meaning of the present invention in particular comprises polygalloyl glucoses and polygalloyl quinic acid esters with the number of galloyl moieties per molecule in particular ranging from 2 up to 12, in particular 3 to 12, e.g. decagalloyl glucose. Accordingly, tannic acid in the meaning of the present invention can be understood to be, for example, formed of gallic acid molecules and glucose. Tannic acid will usually hydrolyze into glucose and gallic acid and/or ellagic acid units. In general, with the term tannic acid both an individual compound as well as a mixture of two or more compounds is meant.
Enzyme -treated steviol glycosides include those steviol glycosides having been treated with, for example, cyclomaltodextrin gl ucanotransferase (CGTase).
The compounds of component c) of the first embodiment of the present invention, in particular rubusoside or a rubusoside derivative or neohesperidin or enzyme-treated steviol glycosides, and even more particular rubusoside, have been found with the compositions of the present invention to assist in improving its sweetening profile at the onset so that the sweetening sensation is shifted towards the actual consumption of the sweetening composition of a product containing said sweetening composition of the first embodiment of the present invention. Rubusoside (CAS No: 64849-39-4) can be found in leaves of Rubus suavissimus S. Lee (Chinese sweet leaf). Rubusosides in the meaning of the present invention shall also comprise enzymatically-treated rubusosides. With the sweetening compositions according to said first embodiment it is preferred that the at least one natural sweet-tasting carbohydrate, in particular sucrose, is present in an amount in the range from 5 to 80 g/1, preferably in the range from 15 g/1 to 70 g/1 and more preferably in the range from 25 to 55 g/1. Alternatively or in addition in said sweetening compositions of the first embodiment rubusoside and/or at least one rubusoside derivative preferably is present in an amount in the range from 20 to 200 mg/1, more preferably in the range from 20 mg/1 to 150 mg/1 and in particular in the range from, 30 to 125 mg/1.
The problem, underlying the present invention has also been solved by a sweetening composition, also referred to as second embodiment of a sweetening composition of the present invention, comprising a) at least one natural sweet-tasting carbohydrate, in particular sucrose, b) at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, c) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, d) tannic acid and/or at least one tannic acid derivative and e) oak extract and/or pomegranate extract.
Among the compounds of component c) of the second embodiment of the sweetening composition of the present invention rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
In said second embodiment of the sweetening composition of the present invention the at least one natural sweet-tasting carbohydrate, in particular sucrose, is preferably present in an amount in the range from 5 to 80 g/1, more preferably in the range from 15 g/1 to 70 g/1 and in particular in the range from 25 to 55 g/1. Alternatively or in addition in said sweetening compositions of the second embodiment rubusoside and/or at least one rubusoside derivative is preferably present in an amount in the range from. 20 to 200 mg/1, more preferably in the range from. 20 mg/1 to 150 mg/1 and in particular in the range from 30 to 125 mg/1. And, again, alternatively or in addition in said second embodiment of the sweetening composition of the present invention the total amount of tannic acid and/or at least one tannic acid derivative is preferably present in an amount in the range from 1 mg/1 to 400 mg/1, more preferably in the range from 10 mg/1 to 300 mg/1 and in particular in the range from 25 to 250 mg/1. The problem underlying the present invention has also been solved by a sweetening composition, also referred to as third embodiment of a sweetening composition of the present invention, comprising a) aeesulfam and/or aspartam, in particular acesulfam, b) sncralose and/or at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, and/or saccharin and/or cyclamate, c) neohesperidin and/or thaumatine and/or rubusoside and/or at least one rubusoside derivative and/or phloretm and/or trilobatin and/or monatin. and/or hesperetin, d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative.
Among the compounds of component c) of the third embodiment of the sweetening composition of the present invention neohesperidine and rubusoside are preferred, neohesperi- dine being particularly preferred.
In this third embodiment component d), based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, is present in an amount in the range from i mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1.
Such a sweetening composition according to the third embodiment of the invention is particularly preferred which comprises a) acesulfam and/or aspartame, in particular acesulfam, b) sncralose or saccharin or at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, e) neohesperidin, and d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative, wherein component d), based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, is present in an amount in the range from 1 mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1 if the composition of said third embodiment is an aqueous composition, in particular in the form of a beverage.
Alternatively or simultaneously, said third embodiment of a sweetening composition can. be characterized in that, based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neohesperidine, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component a) is present in an amount in the range from 10 to 50 wt-%,the component b) is present in an amount in the range from 15 to 65 wt-%, the component c) is present in an amount in the range from 0,1 to 4 wt-%, and the component d) is present in an amount in the range from 5 to 50 wt-%, wherein in each case the sum of components a, b), c) and d) always adds up to 100 wt-%.
According to a preferred embodiment the aforementioned alternate forms of the third embodiment of a sweetening composition, based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neo- hesperidine, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component a) is present in an amount in the range from 15 to 45 wt-%, in particular 20 to 40 wt-%, the component b) is present in an amount in the range from 20 to 55 wt-%, in particular 30 to 45 wt-%, the component c) is present in an amount in the range from 0,2 to 3 wt-%, in particular 0,5 to 2 wt-%, and the component d) is present in an amount in the range from 10 to 40 wt-%, in particular 15 to 35 wt-%, wherein in each case the sum of components a), b), c) and d) always adds up to 100 wt-%,
Particularly preferable results as to an improved sweetening profile, i.e. a sweetening profile coming close to or being even essentially identical to that of natural sugar, that is a so- called natural sweetening profile, is obtained with the third embodiment of the sweetening composition of the present invention in which component b) comprises or consists of sucralose, saccharin and cyclamate or, alternatively, in which component b) comprises or consists of at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, saccharin and cyclamate.
In the sweetening compositions of the third embodiment of the invention, in particular in the form of an aqueous composition, preferably in the form of a beverage, acesulfam and/or aspartame is preferably present in an amount in the range from 25 to 250 mg/1, more preferably in the range from 50 to 200 mg/1 and in particular in the range from 75 to 150 mg/1. Alternatively or in addition, in said sweetening compositions of the third embodiment of the invention sucralose preferably is present in an amount in the range from 20 to 750 mg/1, more preferably in the range from 40 mg/1 to 550 mg/1 and in particular in the range from 60 to 450 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, neohesperidin preferably is present in an amount in the range from 0.01 mg/1 to 20 mg/1, more preferably in the range from. 0,1 mg/1 to 15 mg/1 and in particular in the range from 1,0 to 10 mg/1. Alternatively or in addition, in said sweetening compositions of the third embodiment of the invention saccharin preferably is present in an amount in. the range from to mg/1 to 750 mg/1, more preferably in the range from. 20 mg/1 to 500 mg/1 and in particular in the range from 30 to 400 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention cycla- mate preferably is present in an amount in the range from 10 mg/1 to 500 mg/1, more preferably in the range from 50 mg/1 to 300 mg/1 and in particular in the range from 75 to 200 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, thaumatine preferably is present in an amount in the range from 0.01 mg/1 to 10 mg/1, more preferably in the range from 0,05 mg/1 to 5 mg/1 and in particular in the range from 0,1 to 2 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention rubusoside and/or at least one rubusoside derivative preferably is present in an amount in the range from 5 to 200 mg/1, more preferably in the range from 10 mg/1 to 150 mg/1 and in particular in the range from 20 to 125 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, phloretin preferably is present in an amount in the range from 1 to 250 mg/1, more preferably in the range from 5 mg/1 to 200 mg/1 and in particular in the range from 10 to 150 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, trilobatin preferably is present in an amount in the range from 0,1 to 250 mg/1, more preferably in the range from 1 mg/1 to 200 mg/1 and in particular in the range from. 5 to 150 mg/1. And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention, and also in the preferred embodiment of the first and second embodiment, monatin preferably is present in an amount in the range from 0.01 mg/1 to 20 mg/1, more preferably in the range from 0,1 mg/1 to 10 mg/1 and in particular in the range from 0,05 to 5 mg/L And, alternatively or in addition, in said sweetening compositions of the third embodiment of the invention hesperetin. preferably is present in an amount in the range from 1 to 750 mg/1, more preferably in the range from 10 mg/1 to 500 mg/1 and in particular in the range from 25 to 250 mg/L
In the sweetening compositions according to the first, second and third embodiment of the present invention the at least one stevia compound preferably is a mixture comprising, in particular consisting of, rebaudioside A, rebaudioside B and rebaudioside D wherein, based 011 the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in an amount in the range from 80.0 to 99.0 wt-%, rebaudioside B is present in an amount in the range from 0.1 to 1.5 wt-%, and rebaudioside D is present in an amount in the range from 0.9 to 18.5 wt-%. Moreover, in the sweetening compositions according to the first, second and third embodiment of the present invention the at least one stevia compound preferably is a mixture comprising, in particular consisting of, rebaudioside A, rebaudioside B and rebaudioside D wherein, based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in an amount in the range from 85.0 to 95.0 wt-%, rebaudioside B is present in an amount in the range from 0.2 to 1.2 wt-%, and rebaudioside D is present in an amount in the range from 4.8 to 13,8 wt-%.
Furthermore, in the sweetening compositions according to the first, second and third embodiment of the present invention rebaudioside A is present in. an amount in the range from 86.0 to 94.3 wt-%, rebaudioside B is present in an amount in the range from 0.3 to 0.9 wt-%, and rebaudioside D is present in an amount in the range from 5.4 to 13.1 wt-%, in each case based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D.
In a particular preferred version of the sweetening compositions according to the first, second and third embodiment of the present invention rebaudioside A is present in an amount in the range from 90.5 to 94,0 wt-%, rebaudioside B is present in amount in the range from 0,2 to 1.0 wt-% and rebaudioside D is present in amount in the range from 5,8 to 8,5 wt-%, based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D, or rebaudioside A is present in an amount in the range from 90.9 to 94.4 wt-%, rebaudioside B is present in amount in the range from 0.2 to 0,5 wt-% and rebaudioside D is present in amount in the range from 5.4 to 8.6 wt-%, in each case based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D.
Steviolglycosides such as rebaudioside A, rebaudioside B, rebaudioside D, rebaudioside C, rebaudioside E, rebaudioside F, stevioside, dulcoside, rubusoside and steviolbioside can be detected and determined according to HPLC-UV as specified in JECFA (2010) Steviol Glycosides, FAO JECFA Monograph 10, FAO, Rome.
The problem, underlying the present invention has also been solved by a sweetening composition, also referred to as fourth embodiment of a sweetening composition of the present invention, comprising a) o,i to 50 g/1 of a natural sweet-tasting carbohydrate, in particular selected from the group consisting of natural sweet-tasting monosaccharides, b) 40 to 120 g/1 of a natural sweet-tasting carbohydrate different from a), in particular selected from the group consisting of natural sweet-tasting disaceharides, and c) 30 to 300 mg/1 rubusoside and/or at least one rubusoside derivative and/or 0.01 mg/1 to 20 mg/1, preferably in the range from 0,1 mg/1 to 15 mg/1 and more preferably in the range from 1,0 to 10 mg/1, neo- hesperidin, or 0.01 mg/1 to 10 mg/1, preferably in the range from 0,05 mg/1 to 5 mg/1 and more preferably in the range from 0,1 to 2 mg/1, thaumatine or 1 to 250 mg/1, preferably in the range from 5 mg/1 to 200 mg/1 and more preferably in the range from 10 to 150 mg/1, phloretin or 0,1 to 250 mg/1, preferably in the range from 1 mg/1 to 200 mg/1 and more preferably in the range from 5 to 150 mg/1, trilobatin or 0,01 mg/1 to 20 mg/1, preferably in the range from 0,1 mg/1 to 10 mg/1 and more preferably in the range from 0,05 to 5 mg/1, monatin or 1 to 750 mg/1, preferably in the range from 10 mg/1 to 500 mg/1 and more preferably in the range from 25 to 250 mg/1, hesperetin or at least one enzyme-treated steviol glycoside or any mixture thereof, in particular rubusoside and/or at least one rubusoside derivative and/ or neohesperidin and/or at least one enzyme-treated steviol glycoside.
Among the compounds of component c) of the fourth embodiment of the sweetening composition of the present invention rubusoside and/or at least one rubusoside derivative are preferred, rubusoside being particularly preferred.
Said versions of the fourth embodiment of the present invention are particularly preferred which comprise a) 0,5 to 30 g/1 of a natural sweet-tasting carbohydrate selected from the group consisting of natural sweet-tasting monosaccharides, b) 70 to 110 g/1 of a natural sweet-tasting carbohydrate selected from the group consisting of natural sweet-tasting di- saccharides, and c) 40 to 220 mg/1 rubusoside and /or at least one rubusoside derivative or 0,1 mg/1 to 15 mg/1 and preferably 1,0 to 10 mg/1 neohesperidm, or 0,05 mg/1 to 5 mg/1 and preferably 0,1 to 2 mg/1 thaumatine or 5 mg/1 to 200 mg/1 and preferably 10 to 150 mg/1 phloretin or i mg/1 to 200 mg/1 and preferably 5 to 150 mg/1 trilobatin or 0,1 mg/1 to to mg/1 and preferably 0,05 to 5 mg/l monatin or 10 mg/1 to 500 mg/1 and preferably 25 to 250 mg/1 hesperetin.
In the sweetening compositions of the first to fourth embodiment of the present invention the at least one natural sweet-tasting carbohydrate preferably is selected from the group consisting of a natural sweet-tasting monosaccharide, a natural sweet-tasting disaccharide, a sweet-tasting sugar alcohol and a mixture thereof. While said the sweet-tasting natural monosaccharide preferably is selected from the group consisting of fructose, glucose, man- nose, rhamnose, xylose, tagatose, galactose, and mixtures thereof, said sweet-tasting natural disaccharide is preferably selected from the group consisting of sucrose, lactose, maltose and mixtures thereof. Moreover, said sweet-tasting sugar alcohol preferably is selected from the group consisting of erythritol, glycerol, lactitol, maltitol, mannitol, sorbitol, xylitol, galactitol and mixtures thereof, With the sweetening compositions of the first to fourth embodiment of the present invention, it is particularly preferred to make use of sucrose as the sweet-tasting natural disaecha- ride.
The sweetening compositions of the first to fourth embodiment of the present invention can further comprise at least one flavoring ingredient selected from the group consisting of ga- langal, cocoa, cinnamon, lemon, lemon juice concentrate, coca leaf, orange, orange oil, corn mint, pine, cardamom, mace, clove, lime, lime oil, nutmeg, nutmeg oil, mustard seeds, mustard seed oil, caramel, rosemary, pepper, honey, ginger, vanilla, licorice, licorice extract, cola nut and cola nut extract or mixtures thereof.
In a particularly preferred embodiment the sweetening compositions of the first to fourth embodiment of the present invention further comprise taurine and/or caffeine. Accordingly, the sweetening compositions of the first to fourth embodiment of the present invention can be used for sweetening beverages, in particular soft drinks or energy drinks.
Interestingly, the sweetening compositions of the present invention are also suited to prepare precursor compositions in the form of a syrup which can be easily stored and transported and can be used on demand for the preparation of in particular carbonated beverages.
The problem underlying the present invention has also been solved by a beverage comprising a sweetening composition according to any of the first to fourth embodiment of the present invention. Here, the sweetening composition according to any of the first to fourth embodiments of the present invention can already as such represent an aqueous composition, in particular a beverage. Alternatively, said sweetening composition according to any of the first to fourth embodiments of the present invention, without added water present, can also represent a dry mixture, in particular in powder and/or particulate form. However, even if the sweetening composition according to any of the first to fourth embodiments of the present invention represent aqueous compositions still further ingredients such as flavors or thickening agents may be added to form, for example, a commercial beverage.
Suitable beverages according to preferred embodiments are characterized in that rebaudi- oside A, B and D in combination are present in the beverage in a concentration in the range from o.oi to 1.0 g/1, preferably from 0.05 to 0.75 g/1 and more preferably from 0.1 to 0.6 g/1 (determined at ambient temperature and 1 bar). Also those beverages according to the present invention are preferred in which the sweet- tasting natural carbohydrates and the sweet-tasting sugar alcohols are present in combination in the beverage in a concentration not above 40 g/1, preferably in the range from 5 g/1 to 35 g/1 and more preferably in the range from 10 g/1 to 25 g/1 (determined at ambient temperature and 1 bar). Ambient temperature in. the meaning of the present invention shall mean room, temperature, i.e. a temperature in the range from 20°C to 25°C.
The beverages of the present invention comprise, in particular carbonated, soft drinks and energy drinks. Suitable soft drinks also include cola-flavored soft drinks, wherein cola- flavored soft drinks also encompass cola-flavored-type soft drinks. Also these beverages, when being sweetened with the sweetening composition in accordance with the present invention, do not or do essentially not exhibit a slow onset of the sensation of sweetness but provide a rather harmonic sweetening profile and do not or do essentially not have a bitter or licorice-like aftertaste.
It is another benefit of sweetening compositions of the first to fourth embodiment of the present invention that beverages can be obtained which, if at all, contain natural sugars such as sweet-tasting carbohydrates and/or sweet-tasting sugar alcohols in a very reduced amount.
The sweetening compositions of the first to fourth embodiment of present invention can also comprise, for example when used with energy drinks, further ingredients such as sodium citrate, glucoronolactone, inositol, at least one vitamin, e.g. niacin, pantothenic acid, vitamin B6, vitamin B12, riboflavin, caustic caramel, caustic sulfite caramel, ammonia caramel, sulfite ammonia caramel or ascorbic acid or mixtures thereof.
The sweetening composition of the present invention can be used for sweetening beverages, in particular soft drinks or energy drinks. The beneficial effects coming along with the use of the sweetening composition of the present invention can in particular also be accomplished with carbonated beverages.
The problem of the present invention has also been solved by a method comprising the steps of a) providing a sweetening composition according to the first to fourth embodiment of the present invention, b) providing water and c) mixing components provided under a) and b). The process of the present invention particularly further comprises the step (step d)) of carbonating the beverage. According to another embodiment, the process of the present invention can further comprise the step of adding at least one thickening agent, at least one sweet-tasting natural carbohydrate, at least one sweet-tasting sugar alcohol, at least one organic acid and/or at least one flavoring ingredient to the sweetening composition according to the first to fourth embodiment of the present invention or to a mixture comprising water and one of said sweetening compositions of the present invention. The aforementioned components may also be added to water prior to mixing with any of said sweetening compositions of the present invention. Here, the definitions provided above for thickening agent, sweet-tasting natural carbohydrate, sweet-tasting sugar alcohol, organic acid and flavoring ingredient are applicable as well both in terms of general information and preferred embodiments.
Furthermore, it is also possible that the sweet-tasting natural carbohydrates and/or at least one sweet-tasting sugar alcohol are added to the mixture comprising water and one of the first to fourth embodiment of the sweetening compositions of the present invention prior to and/or after the carbonating step, preferably prior to the carbonating step.
The first to fourth embodiments of the sweetening compositions of the present invention as well as the beverages of the present invention, e.g. soft drinks or energy drinks, in one embodiment can also comprise common additives such as amino acids, coloring agents, bulking agents, modified starches, texturizers, preservatives, antioxidants, emulsifiers, stabilizers, gelling agents or arbitrary mixtures thereof.
With the present invention it has been surprisingly found that sweetening compositions are accessible which do not exhibit a slow onset in the sweetening sensation. As an additional effect it is also possible to arrive at such sweetening compositions which do not have a bitter aftertaste and/or which also do not have a metallic aftertaste. Moreover, it has surprisingly been found that 'with the sweetening compositions of the present invention an aroma or sweetening profile can be accomplished which resembles that of beverages having been sweetened with natural sugars, even with carbonated beverages. Furthermore, it has surprisingly been found that with at least one tannin., in particular tannic acid and/or tannic acid derivatives, being present in the compositions of the present invention the long-lasting sweetening sensations of artificial sweeteners as, for example, stevia compounds can. be shortened furnishing a natural or an essential natural sweetening sensation, that is a sweetening profile regularly caused by known high caloric sugars.
It is, thus, possible with the sweetening composition of the present invention to prepare beverages, in particular carbonated beverages, such as soft drinks and energy drinks which though having a significantly reduced caloric content exhibit an improved sweetness and aroma profile and which in a preferred embodiment also do not differ significantly in their taste from conventional beverages having been sweetened with natural sugars and/ or artificial sweeteners. This also includes that a sweetened sensation is perceived by the consumer already at the very beginning. In addition, with the sweetening composition of the present invention, beverages can be obtained which do not have an insipid or blunt taste or mouth- feel.
In the meaning of the present invention artificial sweeteners shall comprise all sweeteners different from natural sweeteners such as natural monosaccharide and disaccharide sweeteners, e.g. glucose and sucrose.
The beverages of the present invention comprise, in particular carbonated, soft drinks and energy drinks. Suitable soft drinks also include cola-flavored soft drinks, wherein cola- flavored soft drinks also encompass cola-flavored-type soft drinks. Also these beverages, when being sweetened with the sweetening composition in accordance with the present invention, do not or do essentially not exhibit a slow onset of the sensation of sweetness but provide a rather harmonic sweetening profile and do not or do essentially not have a bitter or licorice-like aftertaste.
That is, with the present invention, in particular with the combined use of rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/or trilobatin and/or monatin and/or hcsperetin and/or at least one enzyme- treated steviol glycoside, in particular rubusoside and/or at least one rubusoside derivative, and at least one tannin, in particular tannic acid and/or a tannic acid derivative, beverages are accessible which though having been sweetened or co-sweetened with artificial sweeteners such as stevia compounds exhibit a temporal sweetness profile as to onset time, duration, i.e. linger, and, if need be, intensity of sweetness being rather similar to that of sucrose. Accordingly, the present invention not only allows shifting the slow onset of, for example, stevia compounds towards that of sucrose, i.e. thereby exhibiting a more rapid onset, but also aids in significantly reducing the lingering effect.
Although modifications and changes maybe suggested by those skilled in the art, it is the intention of the applicant to embody within the patent warranted hereon all changes and modifications as reasonably and probably come within the scope of this contribution to the art. The features of the present invention which are believed to be novel are set forth in detail in the appended claims. The features disclosed in the description and in the claims could be essential alone or in every combination for the realization of the invention in its different embodiments.

Claims

Claims
1. A sweetening composition comprising
a) at least one natural sweet-tasting carbohydrate, in particular sucrose, b) at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, c) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, and
d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic, acid derivative,
wherein component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount, based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, in the range from i mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1,
and/or
wherein based on the total weight of component b), component c), in particular rubusoside and/or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 45 to 75 wt-%, the component c), in particular the rubusoside and /or at least one rubusoside derivative, is present in an amount in the range from 2 to 40 wt-%, and the component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount in the range from 2 to 40 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt-%.
2, The sweetening composition according to claim 1, wherein
the at least one natural sweet-tasting carbohydrate, in particular sucrose, is present in an amount in the range from 5 to 80 g/1, preferably in the range from 15 g/1 to 70 g/1 and more preferably in the range from 25 to 55 g/1, and/or wherein rubusoside and/or at least one rubusoside derivative is/are present in an amount in the range from 20 to 200 mg/1, preferably in the range from 20 mg/1 to 150 mg/1 and more preferably in the range from.30 to 125 mg/1.
3. A sweetening composition, in particular according to claim 1 or 2, comprising
a) at least one natural sweet-tasting carbohydrate, in particular sucrose, b) at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, e) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaurnatine and/or phloretin and/or trilobatin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative, and
e) oak extract and/ or pomegranate extract,
in particular wherein component d), in particular tannic acid and/or at least one tannic acid derivative, is present in the amount in the range from 1 mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1.
4. The sweetening composition according to any of the preceding claims, wherein, based on. the total weight of component b), component c), in particular rubusoside and/or at least one rubusoside derivative, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component b) is present in an amount in the range from 50 to 70 wt-%, in particular 55 to 65 wt-%, the component c) , in particular rubusoside and/or at least one rubusoside derivative, is present in an amount in the range from 5 to 35 wt-%, in particular 10 to 30 wt-%, and the component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount in the range from 5 to 35 wt-%, in particular 10 to 30 wt-%, wherein in each case the sum of components b), c) and d) always adds up to 100 wt- %.
5. A sweetening composition comprising
a) aeesulfam and/ or aspartame, b) sucralose and/or at least one stevla compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, and/or saccharin and/or cyclamate,
c) neohesperidin and/or thaumatine and/or rubusoside and/or at least one rubiisoside derivative and/or phloretin and/or trilobatin and/or monatin and/or hesperetin,
d) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative
wherein component d), in particular tannic acid and/or at least one tannic acid derivative, is present in an amount, based on the at least one tannin, in particular tannic acid and the at least one tannic acid derivative, in the range from i mg/1 to 400 mg/1, preferably in the range from 10 mg/1 to 300 mg/1 and more preferably in the range from 25 to 250 mg/1,
and/or
wherein, based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neohe- speridine, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component a) is present in an amount in the range from 10 to 50 wt-%,the component b) is present in an amount in the range from 15 to 65 wt-%, the component c) is present in an amount in the range from 0,1 to 4 wt-%, and the component d) is present in an amount in the range from 5 to 50 wt-%, wherein in each case the sum of components a, b), c) and d) always adds up to 100 wt-%.
6. The sweetening composition according to claim 5, wherein,
based on the total weight of component a), in particular acesulfam, component b), in particular sucralose, component c), in particular neophesperidine, and component d), in particular tannic acid and/or at least one tannic acid derivative, the component a) is present in an amount in the range from 15 to 45 wt-%, in particular 20 to 40 wt-%, the component b) is present in an amount in the range from 20 to 55 wt-%, in particular 30 to 45 wt-%, the component c) is present in an amount in the range from 0,2 to 3 wt-%, in particular 0,5 to 2 wt-%, and the component d) is present in an amount in the range from 10 to 40 wt-%, in particular 15 to 35 wt-%, wherein in each case the sum of components a), b), c) and d) always adds up to 100 wt-%.
7. The sweetening composition according to claim 5 or 6, wherein
component b) comprises or consists of sucralose, saccharin and cyelaniate or wherein
component b) comprises or consists of at least one stevia compound, in particular selected from the group consisting of steviol glycosides, rebaudiosides and mixtures thereof, saccharin and cyclamate.
8. The sweetening composition according to any one of the preceding claims, wherein acesulfam and/or aspartame is present in an amount in the range from 25 to 250 mg/1, preferably in the range from 50 to 200 mg/1 and more preferably in the range from 75 to 150 mg/1, and/or wherein
sucralose is present in an amount in the range from 20 to 750 mg/1, preferably in the range from 40 mg/1 to 550 mg/1 and more preferably in the range from 60 to 450 mg/1, and/or wherein
neohesperidin is present in an amount in the range from 0.01 mg/1 to 20 mg/1, preferably in the range from 0,1 mg/1 to 15 mg/1 and more preferably in the range from i,o to 10 mg/1, and/or wherein
saccharin is present in an amount in the range from 10 mg/1 to 750 mg/1, preferably in the range from 20 mg/1 to 500 mg/1 and more preferably in the range from 30 to 400 mg/1, and/or wherein
cylamate is present in an amount in the range from 10 mg/1 to 500 mg/1, preferably in the range from 50 mg/1 to 300 mg/1 and more preferably in the range from.75 to 200 mg/1, and/or wherein
thaumatine is present in an amount in the range from 0.01 mg/1 to 10 mg/1, preferably in the range from 0,05 mg/1 to 5 mg/1 and more preferably in the range from o,1 to 2 mg/1, and/ or wherein
rubusoside and/or at least one rubusoside derivative is/are present in an amount in the range from 5 to 200 mg/1, preferably in the range from 10 mg/1 to 150 mg/1 and more preferably in the range from 20 to 125 mg/1, and/or wherein
phloretin is present in an amount in the range from 1 to 250 mg/1, preferably in the range from 5 mg/1 to 200 mg/1 and more preferably in the range from 10 to 150 mg/1, and/or wherein
trilobatin is present in an amount in the range from 0,1 to 250 mg/1, preferably in the range from 1 mg/1 to 200 mg/1 and more preferably in the range from 5 to 150 mg/1, and/or wherein monatin is present in an amount in the range from o.oi mg/1 to 20 mg/1, preferably in the range from 0,1 mg/1 to 10 mg/1 and more preferably in the range from 0,05 to 5 mg/1, and/or wherein
hesperetin is present in an amount in the range from. 1 to 750 mg/1, preferably in the range from 10 mg/1 to 500 mg/1 and more preferably in the range from 25 to 250 mg/1. 9. The sweetening composition according to any of the preceding claims, wherein
the at least one stevia compound is a mixture comprising, in particular consisting of, rebaudioside A, rebaudiosidc B and rebaudioside D wherein, based 011 the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in an amount in the range from 80.0 to 99.0 wt-%, in particular in the range from 85.0 to 95.0 wt-% and more preferably in the range from 86.0 to 94.3 wt-%, rebaudioside B is present in an amount in the range from 0.1 to 1.5 wt-%, in particular in the range from 0.2 to 1.2 wt-% and more preferably in the range from 0.3 to 0.9 wt-%, and rebaudioside D is present in an amount in the range from 0.
9 to 18.5 wt-%, in particular in the range from 4.8 to 13.8 wt-% or in the range from 5.4 to 13.1 wt-%.
10. The sweetening composition according to any of claims 1 to 9, wherein,
based on. the total weight of rebaudioside A, rebaudioside B and rebaudioside D, rebaudioside A is present in. an amount in the range from 90.5 to 94.0 wt-%, rebaudioside B is present in amount in the range from 0.2 to 1,0 wt-% and rebaudioside D is present in amount in the range from 5,8 to 8.5 wt-%;
or
wherein, based on the total weight of rebaudioside A, rebaudioside B and rebaudioside D,
rebaudioside A is present in an amount in the range from 90.9 to 94.4 wt-%, rebaudioside B is present in amount in the range from 0.2 to 0,5 wt-% and rebaudioside D is present in amount in the range from 5.4 to 8.6 wt-%.
11. A sweetening composition comprising
a) 0,1 to 50 g/1 of a natural sweet-tasting carbohydrate, in particular selected from the group consisting of natural sweet-tasting monosaccharides, b) 40 to 120 g/1 of a natural sweet-tasting carbohydrate different from a), in particular selected from the group consisting of natural sweet-tasting disac- charides, and
c) 30 to 300 mg/1 of rubusoside and/or at least one rubusoside derivative or o.Oi mg/1 to 20 mg/1 neohesperidin or 0.01 mg/1 to 10 mg/1 thaumatine or 1 to 250 mg/1 phloretin or trilobatin or 0,01 mg/1 to 20 mg/1 monatin or
1 to 750 mg/1 hesperetin or at least one enzyme-treated steviol glycoside or any mixture thereof, in particular rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or at least one enzyme-treated steviol glycoside.
12,. The sweetening composition of claim 11 comprising
a.) o»5 to 30 g/1 of a natural sweet-tasting carbohydrate selected from the group consisting of natural sweet-tasting monosaccharides,
b) 70 to 110 g/1 of a natural sweet-tasting carbohydrate selected from, the group consisting of natural sweet-tasting disaccharides, and
c) 40 to 220 mg/1 rubusoside and/ or at least one rubusoside derivative or 0,1 mg/1 to 15 mg/1 and preferably 1,0 to 10 mg/1 neohesperidin, or 0,05 mg/1 to 5 mg/1 and preferably 0,1 to 2 mg/1 thaumatine or 5 mg/1 to 200 mg/1 and preferably 10 to 150 mg/1 phloretin or 1 mg/1 to 200 mg/1 and preferably 5 to 150 mg/1 trilobatin or 0,1 mg/1 to 10 mg/1 and preferably 0,05 to 5 mg/1 monatin or to mg/1 to 500 mg/1 and preferably 25 to 250 mg/1 hesperetin,
13, he sweetening composition according to any of the preceding claims, wherein the at least one natural sweet-tasting carbohydrate is selected from, the group consisting of a natural sweet-tasting monosaccharide, a natural sweet-tasting disaccharide, a sweet-tasting sugar alcohol and a mixture thereof,
14,. The sweetening composition according to claim 13, wherein
the sweet-tasting natural monosaccharide is selected from the group consisting of fructose, glucose, rn.an.nose, rhamnose, xylose, tagatose, galactose, and mixtures thereof, and/or
wherein the sweet-tasting natural disaccharide is selected from the group consisting of sucrose, lactose, maltose and mixtures thereof, and/or wherein the sweet-tasting sugar alcohol is selected from the group consisting of erythritol, glycerol, lactitol, maltitol, mannitol, sorbitol, xylitol, galactitol and mixtures thereof, and/or wherein the sweet-tasting natural disaccharide is sucrose.
15. The sweetening composition according to any of the preceding claims further comprising
at least one flavoring ingredient selected from 'the group consisting of galangal, cocoa, cinnamon, lemon, lemon juice concentrate, coca leaf, orange, orange oil, com mint, pine, cardamom, mace, clove, lime, lime oil, nutmeg, nutmeg oil, mustard seeds, mustard seed oil, caramel, rosemary, pepper, honey, ginger, vanilla, licorice, licorice extract, cola nut and cola nut extract or mixtures thereof, and/or further comprising taurine and/or caffeine.
16. The sweetening composition according to any of the preceding claims, wherein said composition is a dry mixture, in particular in powder and/or particulate form.
17. The sweetening composition according to any of claims 1 to 15 further comprising water.
18. Use of the sweetening composition of any of the preceding claims for sweetening non-carbonated or carbonated beverages, in particular soft drinks or energy drinks, or as non-carbonated or carbonated beverages, in particular soft drinks or energy drinks.
19. Use of the sweetening composition of any of claims 1 to 17 for preparing a syrup as a precursor in the preparation of an, in particular carbonated, beverage, in particular a soft drink or an energy drink.
20. Use of the sweetening composition of any of claims 1 to 17 for preparing an, in particular carbonated, beverage.
21. Beverage, in, particular carbonated beverage, comprising or consisting of the sweetening composition according to any of claims 1 to 17.
22. Beverage according to claim 21, wherein rebaudiosi.de A, B and D in combination are present in the beverage in a concentration in the range from o.o i to 1.0 g/l, preferably from 0,05 to 0,75 g/l and more preferably from 0.1 to 0,6 g/l, and/or
wherein the sweet-tasting natural carbohydrates and the sweet-tasting sugar alcohols are present in combination in the beverage in a concentration not above 40 g/l, preferably in the range from 5 g/l to 35 g/l and more preferably in the range from 10 g/l to 25 g/l.
23. Beverage according to claim 21 or 22 characterized in that it is a soft drink, in particular a cola-flavored or eola-flavored-type soft drink, or an energy drink.
24. Process for preparing a beverage according to any of claims 21 to 23 comprising the steps of
a) providing a sweetening composition, according to any of claims 1 to 17, b) providing water and
c) mixing components provided under a) and b).
25. Process according to claim 24 further comprising the step (step d)) of carbonating the beverage.
26. Process according to claim 24 or 25 further comprising the step of adding at least one thickening agent, at least one sweet-tasting natural carbohydrate, at least, one sweet-tasting sugar alcohol, at least one organic acid and/or at least one flavoring ingredient to the sweetening composition prior to mixing with water or to a mixture comprising water and the sweetening composition and/or to water prior to mixing with the sweetening composition, and/or wherein
the sweet-tasting natural carbohydrates and/or at least one sweet-tasting sugar alcohol, are added to the mixture comprising water and the sweetening composition prior to and/or after the carbonating step.
27. Use of a combination comprising i) rubusoside and/or at least one rubusoside derivative and/or neohesperidin and/or thaumatine and/or phloretin and/or trilo- batin and/or monatin and/or hesperetin and/or at least one enzyme-treated steviol glycoside, in particular rubusoside or at least one rubusoside derivative or neohesperidin or at least one enzyme-treated steviol glycoside or any combination thereof, and. ii) at least one tannin, in particular tannic acid and/or at least one tannic acid derivative or a composition or extract containing tannic acid and/or at least one tannic acid derivative, for shortening, in particular with beverages, the lingering sweetness of artificial sweeteners, in particular of stevia compounds, and for shifting the onset of the temporal sweetness sensation of said artificial sweetener towards that of natural sugars, in particular to that of sucrose.
PCT/EP2017/084826 2016-12-30 2017-12-29 Sweetening compositions Ceased WO2018122383A1 (en)

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MX2019007879A MX2019007879A (en) 2016-12-30 2017-12-29 Sweetening compositions.
JP2019535835A JP7088936B2 (en) 2016-12-30 2017-12-29 Composition for sweetening
NZ755861A NZ755861A (en) 2016-12-30 2017-12-29 Sweetening compositions
CN202310220974.XA CN115968996A (en) 2016-12-30 2017-12-29 sweet composition
BR112019013436A BR112019013436A2 (en) 2016-12-30 2017-12-29 sweetening composition, use of sweetening composition, beverage, process for preparing a beverage and use of a combination
CN202310220964.6A CN116035154A (en) 2016-12-30 2017-12-29 Sweet taste composition
CN201780087267.0A CN110650631A (en) 2016-12-30 2017-12-29 sweet composition
CA3048941A CA3048941A1 (en) 2016-12-30 2017-12-29 Sweetening compositions
AU2017385786A AU2017385786A1 (en) 2016-12-30 2017-12-29 Sweetening compositions
ZA2019/04266A ZA201904266B (en) 2016-12-30 2019-06-28 Sweetening compositions
JP2022093704A JP2022120089A (en) 2016-12-30 2022-06-09 Sweetening compositions
AU2023201503A AU2023201503B2 (en) 2016-12-30 2023-03-10 Sweetening compositions

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US15/395,432 US11076619B2 (en) 2016-12-30 2016-12-30 Sweetening compositions

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