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WO1999030577A1 - Compositions d'edulcorants de table comprenant un edulcorant presentant un pouvoir sucrant tres eleve - Google Patents

Compositions d'edulcorants de table comprenant un edulcorant presentant un pouvoir sucrant tres eleve Download PDF

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Publication number
WO1999030577A1
WO1999030577A1 PCT/US1998/026866 US9826866W WO9930577A1 WO 1999030577 A1 WO1999030577 A1 WO 1999030577A1 US 9826866 W US9826866 W US 9826866W WO 9930577 A1 WO9930577 A1 WO 9930577A1
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WO
WIPO (PCT)
Prior art keywords
sweetener
tabletop sweetener
tabletop
phenylalanine
aspartyl
Prior art date
Application number
PCT/US1998/026866
Other languages
English (en)
Inventor
Subbarao V. Ponakala
Paula A. Gerlat
Jeanette G. Ziegler
Tammy N. Jarrett
Judy Cheng
Original Assignee
The Nutrasweet Company
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
Application filed by The Nutrasweet Company filed Critical The Nutrasweet Company
Priority to AU19248/99A priority Critical patent/AU1924899A/en
Publication of WO1999030577A1 publication Critical patent/WO1999030577A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
    • A23F5/00—Coffee; Coffee substitutes; Preparations thereof
    • A23F5/24—Extraction of coffee; Coffee extracts; Making instant coffee
    • A23F5/243—Liquid, semi-liquid or non-dried semi-solid coffee extract preparations; Coffee gels; Liquid coffee in solid capsules
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/30—Artificial sweetening agents
    • A23L27/31—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives
    • A23L27/32—Artificial sweetening agents containing amino acids, nucleotides, peptides or derivatives containing dipeptides or derivatives

Definitions

  • the present invention relates to novel tabletop sweetener compositions, particularly tabletop sweeteners having reduced calorie contribution from sugars.
  • sweetener products containing high intensity sweeteners are very significant.
  • Products such as Equal® sweetener have high levels of sales at retail and at food service. These products are commonly referred to as tabletop sweeteners. These types of products are found in packet form, in tablet form, in spoon-for-spoon equivalents to sugar, and in liquid form.
  • the high intensity of the sweetener presents challenges to coming up with a product in which the sweetness from the sweetener is uniform throughout the product.
  • L-aspartyl-L-phenylalanine 1-methyl ester the sweetening ingredient in Equal® sweetener, has a potency upward of 200 times the potency of sugar or high fructose corn syrup.
  • tabletop sweeteners conventionally include one or more agents which add to the bulk of the tabletop sweetener product.
  • agents include dextrose, maltodextrin, lactose, and combinations thereof. Such agents dissolve quickly and have tastes which improve or do not interfere with the taste of the high intensity sweetener-
  • U.S. Patent No. 5,480,668 discloses a series of novel sweeteners having sweetness potency of up to 8,000 time the sweetening potency of sucrose on a weight basis; the most preferred sweetener covered therein shares structural similarities with aspartame and therefore may become a revolutionary sweetener due to the step change in potency.
  • tabletop sweetener products can be produced using the high intensity sweetener, N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester (neotame) to provide some or all of the sweetness desired in such tabletop sweetener.
  • the tabletop sweeteners of this invention will generally contain N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester in an amount from about 0.005%(w/w) to about 1.2%(w/w) of the tabletop sweetener.
  • Such tabletop sweeteners have been found to have clean, sweet taste profiles, with the usage level being extremely low.
  • the tabletop sweeteners of this invention are sweetened by the addition of the sweetener N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1 -methyl ester.
  • This sweetening ingredient has been found to have extremely high potency compared to sucrose while having a clean, sweet taste like that of sucrose in tabletop sweeteners. This combination is crucial to consumer acceptance of tabletop sweeteners.
  • the extremely high potency brings new challenges to the manufacture of tabletop sweeteners. Content uniformity and uniform dissolution are even more crucial given the extremely small amount of the sweetener needed to provide the desired sweetness.
  • the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester sweetening ingredient should be used with an agent selected to provide bulk while not detracting from the clean sweet taste of the sweetening ingredient.
  • Suitable bulking agents include, but are not limited to, Unidex brand mixture of 97% dextrose and 3% maltodextrin available from CPC International, dextrose, maltodextrin 100 (10 DE), maltodextrin 180 (18 DE), maltodextrin 40 (5 DE), corn syrup solids (20 DE), corn syrup solids (36 DE), sorbitol, erythritol, maltitol, lactitol, isomalt, maltose, tagatose, lactose, inulin, polyols, polydextrose, cellulose and cellulose derivatives, such as microcrystalline cellulose and carboxymethyl cellulose, and mixtures thereof.
  • table sugar (sucrose) or other caloric sweeteners such as crystalline fructose can be used as a bulking agent, as they provide good content uniformity while adding minimal calories, as the sucrose or other caloric sweetener is required only in the amounts necessary for bulk.
  • sweetening ingredient and bulking agent may be further combined with a flow agent to assist in content uniformity and uniform dissolution.
  • a flow agent is cream of tartar.
  • the tabletop sweeteners of this invention may also include an anti-caking agent such as calcium silicate.
  • Conventional caloric sweeteners or other high intensity sweeteners also may be used in a suitable tabletop sweetener product in combination with N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester.
  • Such high intensity sweeteners include, but are not limited to, aspartame, acesulfame salts (e.g., acesulfame-K), sucralose, saccharin, alitame, cyclamates, stevia derivatives, thaumatin, glycyrrhizins (e.g., mono-, di- and tri-ammoniated forms) and neohesperidin dihydroxychalcone (NHDC).
  • Such conventional caloric sweeteners include, but are not limited to sucrose (in liquid or granular form) high fructose corn syrup, invert sugar, dextrose, glucose, crystalline fructose, high conversion corn syrup and polyol sugar alcohols.
  • sweeteners like aspartame, acesulfame-K, sucralose, saccharin, alitame, cyclamates, stevia derivatives, thaumatin, glycyrrhizins, NHDC and/or conventional caloric sweeteners are used with the sweetening ingredient, the amount of the N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine 1-methyl ester can be reduced based on the amount of such sweetener used and the potency of such sweeteners at the desired level of use.
  • combinations of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and table sugar can be used in a wide range of ratios.
  • table sugar sucrose
  • 0.7 mg of N-[N-(3,3-dimethylbutyl)-L-aspartyl]- L-phenylalanine 1-methyl ester could be used in a packet in combination with 4 g of granulated sucrose to produce a tabletop sweetener equivalent in sweetness to 3 teaspoons of sugar, while having 16 calories as opposed to 48 for three teaspoons of table sugar.
  • Such a product will have a taste like the taste of pure table sugar.
  • Amounts even less than 0.3 mg may be used if it is desired to use larger amounts of any of the high intensity or other sweeteners described above. It may be possible in blends to use amounts of N-[N-(3,3-dimethylbutyl)-L- aspartyl]-L-phenylalanine 1-methyl ester as low as 0.005% (w/w) in the product.
  • the flexibility of sweetener usage levels of combinations with other high intensity sweeteners is increased due to this compound's extremely high potency.
  • the use of the sweetener alone or in combination with other sweeteners or bulking agents can be adjusted in order to tailor the taste of the tabletop sweetener product to a specific end use.
  • the desired product may vary if a specific food application is being targeted. For example, coffee, tea, cereal and fruit each have different taste characteristics which may affect the desired level of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester when added via a tabletop sweetener formulation.
  • the taste profile of the sweetener can be modeled after the profile of the taste of table sugar in each of these individual products.
  • Beverages such as, for example, automatic drip coffee, instant coffee, iced tea brewed from tea bags, and instant tea may be sweetened with the tabletop sweeteners of this invention.
  • tabletop sweeteners which may successfully use N-[N-3,3- dimethylbutyl-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester include sachets or packets including the sweetener in powder or granular form, tablets, liquid sweeteners, and spoon for spoon.
  • the sweetener may be measured into jars, pouches, pockets, bags, or the like.
  • the sweetening potency delivered by a tabletop sweetener can be varied depending on the end use and consumer preference.
  • the formulations may be prepared so that one sweetener packet, one tablet, or a specified aliquot of the liquid sweetener in about 240 ml (one cup) of coffee or tea is approximately equivalent to the sweetness of one to three teaspoons of sucrose.
  • the sweetener also provides flexibility so that products may be formulated for other targeted uses, for example, a baking formulation having additional protecting agents such as encapsulants.
  • additional protecting agents such as encapsulants.
  • Other forms will be readily apparent to those skilled in the tabletop sweetener art.
  • the tabletop sweetener may be produced by combining the sweetening ingredient with the other product ingredients via conventional methods.
  • the tabletop sweetener is a liquid sweetener then N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester is combined with a liquid carrier.
  • the liquid carrier may be water, alcohol, polyol, glycerin base or citric acid base dissolved in water.
  • the carrier is a water/alcohol mixture, and most preferably a water/ethanol, water/sorbitol or water/ethanol/sorbitol mixture.
  • the liquid sweetener may contain N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester in an amount from about 0.005% (w/w) to about 1.2 % (w/w) of the liquid sweetener.
  • the general acceptable amount of N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester contained in the liquid sweeteners is from about 0.025%, (w/w) to about 0.500%. (w/w).
  • the preferred amount of the compound will be from about 0.046%> (w/w) to about 0.140%) (w/w). More preferably, the amount will be from about 0.081%> (w/w) to about 0.105%o (w/w).
  • N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester is generally used with a bulking agent.
  • the bulking agent is a mixture of dextrose and maltodextrin such as provided by the Unidex brand mixture of 97% dextrose and 3%> maltodextrin.
  • the powdered combination of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1- methyl ester and a bulking agent such as Unidex may be packaged into packets.
  • the general acceptable amount of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester contained in these packets is from about 0.025%> (w/w) to about 0.500%) (w/w).
  • the preferred amount of the compound will be from about 0.046%> (w/w) to about 0.140%> (w/w). More preferably, the amount will be from about 0.081%. (w/w) to about 0.105%) (w/w).
  • lower amounts, (e.g. 0.005% w/w), of N-[N-(3,3-dimethylbutyl)-L-aspartyl]-L- phenylalanine 1-methyl ester may be used when natural or other high intensity sweeteners are employed.
  • neotame may be used in the tabletop sweetener of this invention.
  • salts and metal complexes of neotame may be used, such as disclosed in U.S. Patent Application No. 09/146,963, U.S. Patent Application No. 09/146,964, U.S. Patent Application No. 09/148,134, U.S. Patent Application No. 09/146,965, all filed September 4, 1998, and all of which are incorporated by reference herein.
  • Other exemplary forms of neotame that may be useful in this invention include cyclodextrin/neotame complexes such as disclosed in U.S. Provisional Patent Application No. 60/100,867 and cocrystallized neotame disclosed in U.S. Patent Application No. 09/154,568, both filed September 17, 1998, and the disclosure of both of which are incorporated by reference herein.
  • Example 1 Tabletop packets containing N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and the bulking agent Unidex (97%> dextrose and 3%o maltodextrin; available from CPC International).
  • Each packet contained approximately 0.093%> (w/w) N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and approximately 99.907%) (w/w) Unidex (97%> dextrose with 3%> maltodextrin).
  • the packets were used to sweeten Folgers brand Aroma Roasted coffee, black and whitened with 2%> milk. When mixed into approximately 240 ml (one cup) of the coffee, the packets yielded an acceptably sweet product. One packet is approximately equivalent to the sweetness of two teaspoons of sucrose.
  • N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with Unidex compositions were prepared and evaluated using coffee.
  • the general acceptable amount of N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester in the packet composition is from about 0.025%> (w/w) to about 0.500%) (w/w).
  • the preferred amount of N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester is from about 0.046%o (w/w) to about 0.140%> (w/w). More preferably, the amount will be from about 0.081% (w/w) to about 0.105% (w/w).
  • Examples 2-6 Tabletop packets containing N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl]-L-phenylalanine 1-methyl ester blended with other sweeteners and the bulking agent Unidex.
  • Tabletop packets were prepared in a manner substantially similar to Example 1 , with the exception that the tabletop packets of Examples 2-6 contained Unidex and N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with another sweetener, i.e., either aspartame (APM), acesulfame-K (Ace-K), saccharin, sucralose, or sucrose.
  • APM aspartame
  • Ace-K acesulfame-K
  • saccharin sucralose
  • sucrose sucrose
  • Example 2 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended APM.
  • N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with APM is from about 0.005% (w/w) to about 0.500% (w/w) N-[N- (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.01%) (w/w) to about 20%> (w/w) APM.
  • the preferred range is from about 0.0115% (w/w) to about 0.105% (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 0.426%> (w/w) to about 4.16%o (w/w) APM.
  • the most preferred range is from about 0.032%> (w/w) to about 0.063% (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1.30% (w/w) to about 2.50% (w/w) APM.
  • Example 3 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended Ace-K.
  • the preferred range is from about 0.0184%, (w/w) to about 0.112%, (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 0.530%. (w/w) to about 4.77%> (w/w) Ace-K.
  • the most preferred range is from about 0.041%. (w/w) to about 0.0735%.
  • the most preferred range is from about 0.0324% (w/w) to about 0.063% (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and from about 1.05% (w/w) to about 2.03%o (w/w) saccharin.
  • Example 5 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended sucralose.
  • the general range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended with sucralose is from about 0.005% (w/w) to about 99.9% (w/w) N- [N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 0.01% (w/w) to about 99.995%, (w/w) sucralose.
  • the preferred range is from about 0.0184% (w/w) to about 0.0840%, (w/w) N-[N-(3,3-dimethylbutyl)- L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 1.0% (w/w) to about 4.50%, (w/w) sucralose.
  • the most preferred range is from about 0.0162%, (w/w) to about 0.0735%o (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester and from about 1.314%. (w/w) to about 4.5%. (w/w) sucralose.
  • Example 6 N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester blended sucrose.
  • sucrose (3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and from about 5%, to about 99.995%.
  • sucrose If sucrose is used as a bulking agent, the preferred range for adding N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester blended with sucrose is from about 0.035%. (w/w) to about 0.127%.
  • Example 7 Tabletop packets containing N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester and the bulking agent Erythritol.
  • the packets were used to sweeten Vietnamese coffee, black and whitened with 2%> milk, and iced tea, made from Lipton Brisk Tea Bags. When mixed into approximately 240 ml (one cup) of the coffee and tea, the packets yielded an acceptably sweet product.
  • Example 8 Tabletop packets containing N-[N-(3, 3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester, the bulking agent Lactose and the flow agent silicon dioxide.
  • Each packet contained approximately 0.093%, (w/w) N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester, 99.507% (w/w) Lactose, and 0.4% (w/w) flow agent.
  • the packets were used to sweeten Folgers brand Aroma Roasted coffee, black and whitened with 2% milk, and iced tea, made from Lipton Brisk Tea Bags. When mixed into approximately 240 ml (one cup) of the coffee and tea, the packets yielded an acceptably sweet product.
  • Example 9 Tablets containing N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester.
  • Example 9 The Tablets of Example 9 were made by putting all of the above ingredients into a Hobart mixer and mixing for approximately 15 minutes. Ten 0.85 gram portions of the above dry mix were weighed. One of the 0.85 gram portions was added to a Carver Laboratory Press, Hydraulic Unit Model 3912. A tablet was made by applying 600 psi of pressure. The resulting tablet was examined to ensure that no loose particles remained on the edge. The remaining tablets were made accordingly.
  • Whitened coffee was prepared by mixing 2,400 ml of Folgers Aroma Roasted coffee with 450 ml of 2% milk. One 0.85 gram tablet was added to approximately 240 ml of the whitened coffee and dissolved. The dissolved tablet yielded acceptably sweet coffee. One 0.85 g tablet is approximately equivalent to the sweetness of two teaspoons of sucrose.
  • Example 10 Liquid Sweetener containing N-[N-(3,3-dimethylbutyl)-L- ⁇ - aspartyl] -L-phenylalanine 1-methyl ester.
  • the Liquid Sweetener of Example 10 was made by first weighing out the water.
  • the N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester was premixed with ethanol. Then the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]-L- phenylalanine 1-methyl ester/ethanol solution, sodium benzoate, potassium sorbate were added to the water and mixed for approximately 5 minutes, until all dry ingredients were dissolved.
  • the N-[N-(3,3-dimethylbutyl)-L- ⁇ -aspartyl]- L-phenylalanine 1-methyl ester also may be directly added to the water with the other dry ingredients, eliminating the need for ethanol in the formulation.
  • the 70%, Sorbitol Solution was then added to the water solution.
  • the pH of the resulting solution was adjusted to approximately 4.3 to 4.4 using the 10%. phosphoric acid solution.
  • the resulting Liquid Sweetener was added to approximately 240 ml of water in a 0.6 gram aliquot.
  • the water was found to be acceptably sweet.
  • One 0.6 gram aliquot of liquid sweetener is approximately equivalent to the sweetness of two teaspoons of sucrose.
  • Example 11 Spoon for Spoon Tabletop Sweetener containing N-[N-(3,3- dimethylbutyl)-L- -aspartyl] -L-phenylalanine 1-methyl ester.
  • a spoon for spoon tabletop sweetener containing 0.1% (w/w) N-[N-(3,3- dimethylbutyl)-L- ⁇ -aspartyl]-L-phenylalanine 1-methyl ester and 99.9% maltodextrin was prepared.
  • the sweetener was prepared by mixing 50 kg of a maltodextrin/N-[N-(3,3-dimethylbutyl)-L- -aspartyl]-L-phenylalanine 1-methyl ester (99.9:0.1 wt. ratio) blend with 50 kg of water heated to 65°C (150°F). The mixture was then spray dried after injection of CO 2 into the liquid stream to provide a product having an effective bulk density of about 0.1 g/cm 3 .
  • This formulation provided a sweetness potency equal to about one teaspoon of sucrose.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Health & Medical Sciences (AREA)
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Abstract

L'invention concerne un nouvel édulcorant de table. Cet édulcorant contient un ester de N-[N-(3,3-diméthylbutyl)-L-α-aspartyl] -L-phénylalanine 1-méthyle qui confère une partie ou la totalité du goût sucré du produit. Cet édulcorant peut également comprendre d'autres édulcorants et agents comme agents de gonflement.
PCT/US1998/026866 1997-12-17 1998-12-17 Compositions d'edulcorants de table comprenant un edulcorant presentant un pouvoir sucrant tres eleve WO1999030577A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU19248/99A AU1924899A (en) 1997-12-17 1998-12-17 Tabletop sweetener compositions comprising sweetener with extremely high potency

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US6983997P 1997-12-17 1997-12-17
US60/069,839 1997-12-17

Publications (1)

Publication Number Publication Date
WO1999030577A1 true WO1999030577A1 (fr) 1999-06-24

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AR (1) AR015498A1 (fr)
AU (1) AU1924899A (fr)
CO (1) CO5040056A1 (fr)
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Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000043416A1 (fr) * 1999-01-25 2000-07-27 The Nutrasweet Company MELANGES D'EDULCORANT SYNERGIQUES A BASE DE N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER
WO2000049036A1 (fr) * 1999-02-18 2000-08-24 The Nutrasweet Company AGGLOMERAT DE N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER
WO2000069282A1 (fr) * 1999-05-13 2000-11-23 The Nutrasweet Company Modification du gout et des proprietes physico-chimiques de neotame, a l'aide d'additifs d'acide hydrophobe
DE29913317U1 (de) * 1999-07-29 2000-12-07 Unilever N.V., Rotterdam Lebensmittel
EP1221448A1 (fr) * 1999-10-04 2002-07-10 Ajinomoto Co., Inc. Compositions d'edulcorants a fort pouvoir sucrant a pouvoir sucrant accru, correcteurs de gout et leur utilisation
WO2002087359A1 (fr) * 2001-04-27 2002-11-07 Pepsico, Inc. Utilisation d'erythritol et de d-tagatose dans des boissons et des produits alimentaires de regime ou a calories reduites
WO2002087358A1 (fr) * 2001-05-01 2002-11-07 Pepsico, Inc. Utilisation d'erythritol et de d-tagatose dans des boissons et produits alimentaires a zero calorie ou a basses calories
WO2005006891A1 (fr) * 2003-07-15 2005-01-27 Forum Bioscience Holdings Limited Succedane d'hydrate de carbone
WO2005094611A1 (fr) * 2004-03-29 2005-10-13 Nutrinova Nutrition Specialties & Food Ingredients Gmbh Effets synergiques de tagatose et d'oligosaccharides sur la sensation dans la bouche et l'aspect cremeux de produits laitiers
EP1618799A1 (fr) * 2004-07-23 2006-01-25 Biosphere S.p.A. Composition de sucre à faible pouvoir calorifique
WO2006115975A1 (fr) * 2005-04-26 2006-11-02 Mcneil Nutritionals, Llc Procedes servant a promouvoir des produits comestibles
WO2006137079A1 (fr) * 2005-06-22 2006-12-28 Alembic Limited Composition et procédé de préparation de sucralose granulaire pour imiter le sucre de table
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US8017168B2 (en) 2006-11-02 2011-09-13 The Coca-Cola Company High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith
AU2007221796B2 (en) * 2006-10-03 2012-08-09 Pepsico, Inc. Use of erythritol and d-tagatose in diet or reduced-calorie beverages and food products
US8465786B2 (en) 2001-04-20 2013-06-18 The Coca-Cola Company Non caloric frozen carbonated beverage
WO2014116296A1 (fr) * 2013-01-25 2014-07-31 General Mills, Inc. Produit de type brownie longue conservation
US20140271746A1 (en) * 2013-03-15 2014-09-18 Tate & Lyle Ingredients Americas Llc Sweetener
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
US9854827B2 (en) 2013-03-15 2018-01-02 Tate & Lyle Ingredients Americas Llc Sweetener
US10729632B2 (en) 2013-08-02 2020-08-04 Tate & Lyle Ingredients Americas Llc Sweetner compositions
CN114621628A (zh) * 2022-03-11 2022-06-14 福建鑫叶投资管理集团有限公司 一种甜味剂及其制备方法
US12016357B2 (en) 2015-05-20 2024-06-25 Cargill, Incorporated Glycoside compositions

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WO2000043416A1 (fr) * 1999-01-25 2000-07-27 The Nutrasweet Company MELANGES D'EDULCORANT SYNERGIQUES A BASE DE N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER
WO2000049036A1 (fr) * 1999-02-18 2000-08-24 The Nutrasweet Company AGGLOMERAT DE N-[N-(3,3-DIMETHYLBUTYL)-L-α-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER
WO2000069282A1 (fr) * 1999-05-13 2000-11-23 The Nutrasweet Company Modification du gout et des proprietes physico-chimiques de neotame, a l'aide d'additifs d'acide hydrophobe
DE29913317U1 (de) * 1999-07-29 2000-12-07 Unilever N.V., Rotterdam Lebensmittel
EP1221448A1 (fr) * 1999-10-04 2002-07-10 Ajinomoto Co., Inc. Compositions d'edulcorants a fort pouvoir sucrant a pouvoir sucrant accru, correcteurs de gout et leur utilisation
EP1221448A4 (fr) * 1999-10-04 2003-01-15 Ajinomoto Kk Compositions d'edulcorants a fort pouvoir sucrant a pouvoir sucrant accru, correcteurs de gout et leur utilisation
US6652901B2 (en) 1999-10-04 2003-11-25 Ajinomoto Co., Inc. Sweetener compositions and uses thereof
US8465786B2 (en) 2001-04-20 2013-06-18 The Coca-Cola Company Non caloric frozen carbonated beverage
WO2002087359A1 (fr) * 2001-04-27 2002-11-07 Pepsico, Inc. Utilisation d'erythritol et de d-tagatose dans des boissons et des produits alimentaires de regime ou a calories reduites
KR100728304B1 (ko) * 2001-04-27 2007-06-13 페푸시코인코포레이팃드 다이어트 또는 감소된 칼로리 음료들 및 식품들에서의에리스리톨 및 디-타가토오스의 이용
JP2004520073A (ja) * 2001-04-27 2004-07-08 ペプシコ，インコーポレイテッド ダイエットまたは減カロリー飲料および食品におけるエリスリトールおよびｄ−タガトースの使用
US7579032B2 (en) 2001-04-27 2009-08-25 Pepsico, Inc. Use of erythritol and D-tagatose in zero-or low-calorie beverages
KR100805223B1 (ko) 2001-04-27 2008-03-03 페푸시코인코포레이팃드 다이어트 또는 감소된 칼로리 음료들 및 식품들에서의에리스리톨 및 디-타가토오스의 이용
JP2008000147A (ja) * 2001-04-27 2008-01-10 Pepsico Inc ダイエットまたは減カロリー飲料および食品におけるエリスリトールおよびｄ−タガトースの使用
AU2002311837B2 (en) * 2001-04-27 2007-09-20 Pepsico, Inc. Use erythritol and d-tagatose in diet or reduced-calorie beverages and food products
JP2004520072A (ja) * 2001-05-01 2004-07-08 ペプシコ，インコーポレイテッド ゼロまたは低カロリー飲料および食品におけるエリスリトールおよびｄ−タガトースの使用
KR100728305B1 (ko) * 2001-05-01 2007-06-13 페푸시코인코포레이팃드 무칼로리 또는 저칼로리 음료들 및 식품들에서의에리스리톨 및 디-타가토오스의 이용
WO2002087358A1 (fr) * 2001-05-01 2002-11-07 Pepsico, Inc. Utilisation d'erythritol et de d-tagatose dans des boissons et produits alimentaires a zero calorie ou a basses calories
JP2008000148A (ja) * 2001-05-01 2008-01-10 Pepsico Inc ゼロまたは低カロリー飲料および食品におけるエリスリトールおよびｄ−タガトースの使用
KR100829828B1 (ko) * 2001-05-01 2008-05-16 페푸시코인코포레이팃드 다이어트 식품의 맛을 개선시키는 방법
WO2005006891A1 (fr) * 2003-07-15 2005-01-27 Forum Bioscience Holdings Limited Succedane d'hydrate de carbone
WO2005094611A1 (fr) * 2004-03-29 2005-10-13 Nutrinova Nutrition Specialties & Food Ingredients Gmbh Effets synergiques de tagatose et d'oligosaccharides sur la sensation dans la bouche et l'aspect cremeux de produits laitiers
EP1618799A1 (fr) * 2004-07-23 2006-01-25 Biosphere S.p.A. Composition de sucre à faible pouvoir calorifique
WO2006115975A1 (fr) * 2005-04-26 2006-11-02 Mcneil Nutritionals, Llc Procedes servant a promouvoir des produits comestibles
WO2006137079A1 (fr) * 2005-06-22 2006-12-28 Alembic Limited Composition et procédé de préparation de sucralose granulaire pour imiter le sucre de table
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
AU2007221796B2 (en) * 2006-10-03 2012-08-09 Pepsico, Inc. Use of erythritol and d-tagatose in diet or reduced-calorie beverages and food products
US8017168B2 (en) 2006-11-02 2011-09-13 The Coca-Cola Company High-potency sweetener composition with rubisco protein, rubiscolin, rubiscolin derivatives, ace inhibitory peptides, and combinations thereof, and compositions sweetened therewith
WO2014116296A1 (fr) * 2013-01-25 2014-07-31 General Mills, Inc. Produit de type brownie longue conservation
CN105338833A (zh) * 2013-03-15 2016-02-17 泰特&莱尔组分美国公司 改良的甜味剂
US20140271746A1 (en) * 2013-03-15 2014-09-18 Tate & Lyle Ingredients Americas Llc Sweetener
US9491960B2 (en) * 2013-03-15 2016-11-15 Tate & Lyle Ingredients Americas Llc Sweetener
US9635879B2 (en) 2013-03-15 2017-05-02 Tate & Lyle Ingredients Americas Llc Sweetener
US9854827B2 (en) 2013-03-15 2018-01-02 Tate & Lyle Ingredients Americas Llc Sweetener
US10729632B2 (en) 2013-08-02 2020-08-04 Tate & Lyle Ingredients Americas Llc Sweetner compositions
US12016357B2 (en) 2015-05-20 2024-06-25 Cargill, Incorporated Glycoside compositions
CN114621628A (zh) * 2022-03-11 2022-06-14 福建鑫叶投资管理集团有限公司 一种甜味剂及其制备方法
CN114621628B (zh) * 2022-03-11 2023-07-25 福建鑫叶投资管理集团有限公司 一种甜味剂及其制备方法

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CO5040056A1 (es) 2001-05-29
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