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WO2001028362A1 - UTILISATION D'UN ESTER N-NEOHEXYL-α-ASPARTYL-L-PHENYLALANIN METHYL POUR MODIFIER LA PERCEPTION BUCCALE - Google Patents

UTILISATION D'UN ESTER N-NEOHEXYL-α-ASPARTYL-L-PHENYLALANIN METHYL POUR MODIFIER LA PERCEPTION BUCCALE Download PDF

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Publication number
WO2001028362A1
WO2001028362A1 PCT/US2000/028734 US0028734W WO0128362A1 WO 2001028362 A1 WO2001028362 A1 WO 2001028362A1 US 0028734 W US0028734 W US 0028734W WO 0128362 A1 WO0128362 A1 WO 0128362A1
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WO
WIPO (PCT)
Prior art keywords
mouthfeel
composition
neotame
ppm
aspartyl
Prior art date
Application number
PCT/US2000/028734
Other languages
English (en)
Inventor
Gale C. Walters
Leora C. Hatchwell
Paula A. Gerlat
Karen L. Ferraro
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 AU80277/00A priority Critical patent/AU8027700A/en
Publication of WO2001028362A1 publication Critical patent/WO2001028362A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
    • A23G9/38—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds containing peptides or proteins
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING OR TREATMENT THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/12—Fermented milk preparations; Treatment using microorganisms or enzymes
    • A23C9/13—Fermented milk preparations; Treatment using microorganisms or enzymes using additives
    • A23C9/1307—Milk products or derivatives; Fruit or vegetable juices; Sugars, sugar alcohols, sweeteners; Oligosaccharides; Organic acids or salts thereof or acidifying agents; Flavours, dyes or pigments; Inert or aerosol gases; Carbonation methods
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING OR TREATMENT THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING OR TREATMENT THEREOF
    • A23C9/00—Milk preparations; Milk powder or milk powder preparations
    • A23C9/152—Milk preparations; Milk powder or milk powder preparations containing additives
    • A23C9/156—Flavoured milk preparations ; Addition of fruits, vegetables, sugars, sugar alcohols or sweeteners
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
    • A23G1/56—Liquid products; Solid products in the form of powders, flakes or granules for making liquid products, e.g. for making chocolate milk, drinks and the products for their preparation, pastes for spreading or milk crumb
    • 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
    • A23L2/00—Non-alcoholic beverages; Dry compositions or concentrates therefor; Preparation or treatment thereof
    • A23L2/52—Adding ingredients
    • A23L2/60—Sweeteners
    • 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
    • A23L23/00—Soups; Sauces; Preparation or treatment thereof
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06104—Dipeptides with the first amino acid being acidic
    • C07K5/06113—Asp- or Asn-amino acid
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/10—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing amino-acids, proteins, e.g. gelatine, peptides, polypeptides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs

Definitions

  • This invention relates to the use of N- [N- (3 , 3 -dimethyl butyl) -L- ⁇ -aspartyl] -L-phenylalanine l-methyl ester, or neotame, to modify the mouthfeel perception of compositions .
  • N- [N- (3 , 3-dimethylbutyl) -L- ⁇ -aspartyl] -L-phenylalanine l-methyl ester is a highly intense non-nutritive sweetening agent useful to impart sweetness to a wide variety of products, such as ingestible foods and pharmaceuticals, including oral-care products (e.g., mouthwash, toothpaste, cough syrups and the like) .
  • This sweetener disclosed in U.S. Patent No. 5,480,668, is approximately 8,000 times as sweet as sucrose, on a weight basis. Thus, very small quantities of this sweetening agent may be used to sweeten foods without adding calories .
  • Mouthfeel-modifying ingredients are substances that are added to improve or modify the original mouthfeel of a composition.
  • mouthfeel is not related to the flavor of the composition, but describes the perception of the composition in the mouth.
  • the term mouthfeel is a sensory property that can be defined as the sensation produced by various attributes of a food or beverage on the surface of the oral cavity, where each attribute is responsible for producing a characteristic tactile sensation.
  • Attributes that are related to the mouthfeel effect include sensations such as creamy, watery, body, dry, moist, wet, greasy, waxy, cool, hot, burning, cold, astringent, fullness, richness, syrupiness, mushy, throat catch and getaway. Moisture release, particle size, and meltaway are also significant mouthfeel components.
  • the sensation of mouthfeel is related to the sum total of a substance's physical and chemical interaction in the mouth from the first bite or sip, through chewing, passage through the mouth and the feel after swallowing.
  • Mouthfeel-modifying ingredients may be added to foods, beverages, oral-care products, pharmaceutical preparations, or other ingestible compositions to improve the acceptance of products by modifying the perception of the compositions in the mouth.
  • Mouthfeel-modifying ingredients may be used in any concentration necessary to achieve the desired mouthfeel properties of a product for a desired application. At threshold taste concentrations and higher, the mouthfeel-modifying ingredient contributes its own taste to the composition or food products as well as modifying the mouthfeel of the composition or food product as a whole. When used at sub-threshold taste concentrations, the mouthfeel-modifying ingredient may modify the original mouthfeel of a composition without imparting a characteristic taste of its own.
  • these specialty foods lack the smooth, rounded mouthfeel of the corresponding full-calorie, full-fat or all-dairy foods because the additives or substitutes possess undesirable mouthfeel characteristics which must be tolerated by consumers in need of these products.
  • the bulking agents may themselves, impart an undesirable mouthfeel, or they may interfere with the mouthfeel perception of the product.
  • mouthfeel-modifying ingredients could eliminate or substantially reduce the undesirable mouthfeel perception of food compositions.
  • Commonly used mouthfeel-modifying ingredients include propylene glycol, alginate, carboxymethyl cellulose, xanthan gum, fruit pulp, sugar solids, maltodextrin, polyols (such as glycerin, sorbitol, maltitol) and proteins (such as soy, whey protein and protein isolates) .
  • these ingredients may not always provide adequate mouthfeel modification.
  • the ingredients may not provide satisfactory mouthfeel modification to specific food compositions or may contribute undesirable flavors or may mask or suppress the desirable flavors of the foods to which they are added. Accordingly, it would be desirable to provide an ingredient that would be useful for modifying the mouthfeel of a variety of food and beverage compositions to provide such compositions having improved product quality.
  • This invention relates to a method of using N-[N-(3,3- dimethylbutyl) -L- ⁇ -aspartyl] -L-phenylalanine l-methyl ester, or neotame, of the formula
  • neotame is a known high-potency sweetener, it has now been discovered that neotame is particularly useful for modifying the overall mouthfeel > ) to t M
  • H- H > £ a a- H ⁇ rr 1— 1 ⁇ O H- cn o TJ O o cn p: Hi cn ⁇ Hi ⁇ l p. l-h ⁇ > a a- LQ 3 ⁇ ⁇ ' — ' a- o o a cn c 0 T rr ⁇ ⁇ - ⁇ ⁇ a cn ⁇ 3 cn M
  • compositions containing neotame at concentrations above, at, or below threshold sweetness taste concentrations possess improved mouthfeel compared to compositions without neotame.
  • N-[N-(3,3- dimethylbutyl) -L- ⁇ -aspartyl] -L-phenylalanine l-methyl ester may be added to a composition to modify the mouthfeel profile of that composition.
  • the neotame used in this invention may take any form. For example, it may be a salt or complex such as described 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, U.S. Patent Application No. 09/154,568, and U.S. Provisional Patent Application No.
  • neotame that may be used in this invention include co- crystallized forms and cyclodextrin complexes, such as described in U.S. Patent Application No. 09/154,568 and U.S. Provisional Patent Application No. 60/100,867, the disclosures of each of which are incorporated by reference herein. Agglomerates and various forms of neotame crystallized using different processes may also be used.
  • an ingredient composition of this invention may include neotame-ingredient mixtures, such as beverage emulsions, dry ingredient mixtures (e.g., beverage mixes), or neotame-containing ingredients, such as a co-dried neotame-sugar ingredient, or a neotame-soy-containing ingredient .
  • neotame-ingredient mixtures such as beverage emulsions, dry ingredient mixtures (e.g., beverage mixes), or neotame-containing ingredients, such as a co-dried neotame-sugar ingredient, or a neotame-soy-containing ingredient .
  • Neotame may be used to modify and improve the mouthfeel of the compositions which include ingestible products, such as foods, medicinal, nutraceutical or pharmaceutical compositions, including oral-care compositions (e.g., mouthwash, toothpaste and the like) .
  • ingestible products such as foods, medicinal, nutraceutical or pharmaceutical compositions, including oral-care compositions (e.g., mouthwash, toothpaste and the like) .
  • oral-care compositions e.g., mouthwash, toothpaste and the like
  • the term "foods” includes both solid and liquid ingestible materials which usually do, but need not, have nutritional value.
  • neotame may be used to modify the mouthfeel of foods including, but not limited to soups, sauces, gravies, condiments, dressings, frostings, convenience foods, meat products, beverages, including soft drinks, such as fruit juice- containing drinks, fruit-flavored drinks, carbonated soft drinks, flavored waters, soy-based drink products, teas, coffees and coffee-flavored drinks, dairy products, such as toppings, puddings, milk drink products, frozen desserts, cultured products (for example, yogurt and cultured cheese products) and processed cheese products, candies, snack foods, vegetables, cereals, bakery products, cocoa- or chocolate-containing products, such as hot cocoa beverages or any of the above-described products that may contain cocoa or chocolate, and the like.
  • soft drinks such as fruit juice- containing drinks, fruit-flavored drinks, carbonated soft drinks, flavored waters, soy-based drink products, teas, coffees and coffee-flavored drinks
  • dairy products such as toppings, puddings, milk drink products, frozen desserts, cultured products (for example, yogurt
  • Medicinal or pharmaceutical products include tablets, syrups, liquid formulations, cough drops, chewable tablets and the like.
  • Medicinal and pharmaceutical products include compositions that are available only by prescription as well as compositions that are available over the counter, such as non-prescription drugs, oral-care products, food supplements, nutraceuticals, herbal remedies, such as plant extracts, and the like.
  • Neotame may be used to modify the mouthfeel of such foodstuffs and medicinal and pharmaceutical compositions, especially soy or preserved, alcohol or vinegar-containing products, canned and other shelf-stable products (e.g., dairy products, beverages, oral-care products, syrups, food supplements, etc.). These products often have a very astringent, alkaline or irritating mouthfeel which may be preferably eliminated or reduced.
  • neotame has been shown to modify the mouthfeel of a wide variety of compositions, without modifying the flavor balance or profile of the composition.
  • Neotame can modify the mouthfeel perception of compositions containing a variety of individual flavoring ingredients and flavor-modifying or flavor-enhancing ingredients without distorting the flavor profiles of those ingredients.
  • Neotame can modify the mouthfeel perception of compositions containing such ingredients having different chemical structural classes, as well as complex natural essential oil ingredients and plant extract ingredients.
  • neotame when present in less than sweetening-effective concentrations, neotame does not contribute any of the bitter or metallic flavor defects commonly associated with use of certain other high- potency sweeteners.
  • Mouthfeel is a qualitative perception that may be described by different persons in slightly different terms.
  • the general effect of neotame on the mouthfeel of ingestible compositions is to increase the perception of "body” and/or "creamy" characteristics of the compositions in the mouth, compared to compositions without added neotame. This effect may be described as imparting a rounder, smoother, fuller, richer and/or thicker mouthfeel.
  • neotame may only add or impart the above positive mouthfeel characteristics.
  • neotame may also mask or significantly reduce harsh, chalky, burning, and biting mouthfeel perceptions to provide compositions having improved mouthfeel.
  • the use of neotame in foods, beverages, medicinal or pharmaceutical compositions, oral-care products, and the like, containing ingredients or additives containing alcohol, preservatives, soy protein, etc. may provide such products having improved mouthfeel characteristics .
  • vanilla-flavored compositions containing vanilla flavoring ingredients, such as vanillin, vanilla bean or vanilla extract, significantly improves the smoothness and creaminess mouthfeel of such compositions. Accordingly, when used with neotame, vanilla-flavored compositions possess a more rounded, more pleasant and fuller-bodied vanilla flavor.
  • a composition containing neotame, above, at, or below sweetness taste threshold concentrations, in combination with a mint flavoring ingredient has a smoother, more rounded mouthfeel than a composition containing an equal concentration of the mint ingredient alone.
  • Neotame has been found to modify the mouthfeel of chocolate-flavored products, e.g., pie fillings, hot cocoa mixes, and the like. Neotame has been found to improve the creamy mouthfeel of dairy flavored soy- containing products. Addition of neotame to soy- containing food products, at less than taste threshold quantities, provides a positive smooth and creamy dairy-like mouthfeel, without adding calories, sweetness or introducing non-dairy flavors.
  • neotame reduces the alkaline mouthfeel typically present in many soy-containing products and addition of neotame to these products provides products having a more palatable, creamy dairy-like mouthfeel. Accordingly, neotame may be useful for improving the mouthfeel characteristics of soy-containing products, and may be especially useful for improving the mouthfeel of vanilla and chocolate flavored soy- containing products.
  • the amount of neotame employed in a particular instance to achieve a particular effect can vary over a relatively wide range.
  • the primary requirement is that the amount of neotame selected is sufficient to modify the mouthfeel characteristics of a composition.
  • the concentration of neotame employed to modify the mouthfeel perception in any particular compositions will vary depending on the amount of the mouthfeel desired and the amount of the sweetness desired from neotame.
  • Neotame may be present in the compositions of this invention in amounts from about 10 ppb (parts per billion) to about 1500 ppm (parts per million) to modify the mouthfeel perception thereof.
  • neotame may be present in compositions of this invention in amounts from about 25 ppb to about 1000 ppm, and more preferably, in amounts from about 50 ppb to about 600 ppm, to improve the mouthfeel perception thereof .
  • neotame may be used to modify mouthfeel characteristics of a composition when present in an amount that does not sweeten the composition.
  • the threshold taste concentration of neotame in water is approximately 4 ppm.
  • the sweetness taste threshold concentration of neotame may be greater than or less than about 4 ppm (e.g., 20 ppm) depending on the physical characteristics (solid, liquid, semi-solid form) or the presence of other components in the food or composition to which the neotame is added.
  • the determination of the sweetness taste threshold concentration of neotame in a composition is considered to be within the ordinary skill of one in the art .
  • neotame may be present at below taste threshold concentrations in these compositions in amounts from about 10 ppb to less than about 20 ppm. More particularly, neotame may be present in sub-threshold taste amounts from about 50 ppb to about 15 ppm, preferably, in amounts from about 100 ppb to about 10 ppm, and more preferably, in amounts from about 50 ppb to about 10 ppm.
  • a beverage having improved mouthfeel may contain about 10 ppb to about 100 ppm neotame in the beverage.
  • the beverage may contain about 50 ppb to about 75 ppm neotame and more preferably, the beverage may contain about 100 ppb to about 50 ppm neotame.
  • a fruit-flavored drink having improved mouthfeel may contain about 100 ppb to about 15 ppm neotame in the drink.
  • the drink may contain about 0.5 ppm to about 10 ppm neotame, and more preferably, the drink may contain about 0.8 ppm to about 5 ppm neotame.
  • a confectionery having improved mouthfeel such as chewing gum, hard candy, soft candy, or nougat, according to this invention, may contain about 10 ppb to about 1500 ppm neotame in the confectionery product.
  • a chewing gum may contain about 50 ppb to about 1000 ppm, and preferably, may contain about 100 ppb to about 250 ppm neotame.
  • a whipped topping having improved mouthfeel may contain about 50 ppb to about 75 ppm neotame in the topping.
  • the topping may contain about 100 ppb to about 50 ppm, and more preferably, the topping may contain about 120 ppb to about 40 ppm neotame.
  • a vanilla flavored instant pudding having improved mouthfeel may contain about 10 ppb to about 75 ppm neotame in the pudding.
  • the pudding may contain about 50 ppb to about 60 ppm, and more preferably, the pudding may contain about 100 ppb to about 50 ppm neotame.
  • a reconstituted hot cocoa drink, prepared from a dry cocoa mix, according to this invention may contain about 100 ppb to about 25 ppm neotame in the ready-to- drink cocoa.
  • the cocoa may contain about 1 ppm to about 20 ppm, and more preferably, may contain about 2 ppm to about 15 ppm neotame.
  • a no-sugar added chocolate pie filling according to this invention may contain about 100 ppb to about 200 ppm neotame in the pie filling.
  • the pie filling may contain about 1 ppm to about 150 ppm, and more preferably, may contain about 5 ppm to about 100 ppm neotame.
  • compositions described herein may be prepared according to conventional techniques.
  • the compositions may be prepared using any convenient method for incorporating neotame, in any form, into the compositions, or ingredients used therein, in the proportions stated and in a manner suitable to provide the desired consistency, homogeneity of dispersion, etc. of the composition.
  • Neotame optionally together with other additives, may be dry blended with the composition or dry blended with an ingredient used in the preparation of the composition.
  • neotame may be blended or mixed into powdered drink mixes, salt substitutes, puddings, frostings, dressings, sauces, syrups, gravies, and the like, or may be mixed with other dry or wet (liquid) ingredients that are used in the preparation of these compositions.
  • neotame optionally together with other flavoring additives, may be dissolved in a suitable solvent, such as water, water/alcohol, alcohol, propylene glycol, glycerin, triacetin, and the like and/or flavor oil mixtures or plant extracts, then added in solution to a composition or combined with an ingredient used in the preparation of the composition.
  • a suitable solvent such as water, water/alcohol, alcohol, propylene glycol, glycerin, triacetin, and the like and/or flavor oil mixtures or plant extracts
  • the neotame-containing solution may be sprayed onto the composition, may be blended into the composition, may be blended into or complexed with an ingredient used in the preparation of the composition, or the composition may be dipped into the solution.
  • Solutions containing neotame, together with one or more flavoring additives, may also be dried and then added as a solid to a composition or combined with an ingredient used in the preparation of the composition.
  • Other exemplary compositions containing neotame that may be used in this invention are described in U.S. Patent Application No. 09/213,860, U.S. Patent Application No. 09/215,460, U.S. Patent Application No. 09/215,461 and U.S. Patent Application No. 09/213,263, the disclosures of each of which are incorporated by reference herein.
  • neotame-containing compositions of this invention There are several additional ingredients that may be included in the neotame-containing compositions of this invention. Flavoring additives, adjuvants and the like may be conventionally combined with neotame. Such co- ingredients, or adjuvants are well known in the art for such use and have been extensively described in the literature. Apart from the requirement that the co- ingredients are ingestibly acceptable and thus non- toxic or otherwise non-deleterious, conventional materials may be used and broadly include other LO LO t to ⁇ * ⁇ >
  • EXAMPLE 2 Addition of 2 ppm of neotame to a 0.1% by weight aqueous solution of fluid extract of Kola (available from Frutarom Meer Corp., North Bergen, New Jersey), improved the mouthfeel of the composition.
  • EXAMPLE 4 Addition of 2 ppm of neotame to a 0.1 wt % aqueous solution of Fenugreek extract (available from Frutarom Meer Corp.) improved the mouthfeel of the composition.
  • EXAMPLE 5 Addition of 2 ppm of neotame to an aqueous solution containing 25 ppm of spearmint oil enhanced the mouthfeel of the product by imparting a rounder mouthfeel .
  • EXAMPLE 7 Addition of 2 ppm of neotame to an aqueous solution containing 20 ppm of phenyl ethyl alcohol improved the mouthfeel of the composition by providing good mouthfeel and body to the product.
  • EXAMPLE 8 Addition of 2 ppm of neotame to an aqueous solution containing 5 ppm of benzaldehyde improved the mouthfeel of the product .
  • EXAMPLE 9 Addition of 2 ppm of neotame to an aqueous solution containing 5 ppm of cinnamic aldehyde (3-phenyl-2- propen-al) improved the mouthfeel of the product by reducing the harsh mouthfeel of the composition and imparting a richness on the tongue.
  • EXAMPLE 10 Addition of 2 ppm of neotame to an aqueous solution containing 20 ppm of ethyl butyrate improved the mouthfeel of the composition by providing a bodying effect that imparted a fruity mouthfeel to the product.
  • EXAMPLE 12 Addition of 2 ppm neotame to a solution of trans-2- hexenal at a concentration of 10 ppm in water, improved the mouthfeel of the composition.
  • EXAMPLE 13 Addition of 2 ppm neotame to a solution of citral (3,7- dimethyl-2 , 6-octadienal) at a concentration of 25 ppm in water, improved the mouthfeel by providing a bodying effect that imparted a pulpy character to the composition.
  • EXAMPLE 14 Addition of 2 ppm neotame to a solution of iso-amyl acetate at a concentration of 20 ppm in water, improved the mouthfeel of the composition by imparting body to the banana-flavored composition.
  • EXAMPLE 17 Addition of 2 ppm neotame to a solution of ethyl vanillin at a concentration of 25 ppm in water, improved the mouthfeel of the composition by imparting a creamy, dairy and marshmallow-like character.
  • EXAMPLE 21 Addition of 2 ppm neotame to a solution of tetradecalactone delta (5-hydroxy tetradecanoic acid, delta lactone) at a concentration of 50 ppm in water, improved the mouthfeel of the composition by increasing to the creamy richness of the composition.
  • tetradecalactone delta (5-hydroxy tetradecanoic acid, delta lactone)
  • EXAMPLE 22 Addition of 2 ppm neotame to a solution of 2- acetylpyrazine at a concentration of 5 ppm in water, improved the mouthfeel of the composition.
  • EXAMPLE 23 Addition of 2 ppm of neotame to an aqueous solution containing 5 ppm of 2 , 3 -dimethyl-pyrazine improved the mouthfeel of the composition.
  • EXAMPLE 24 Addition of 0.5 ppm neotame to a solution of black strap molasses (available from Bush Boake Allen) , at a concentration of 0.3% by weight in water, improved the mouthfeel of the composition. This effect was also evident when neotame was added at concentrations of 1.0 and 2.0 ppm.
  • EXAMPLE 25 Addition of 0.5 ppm, 1.0 ppm and 2.0 ppm neotame to solutions of sulfurol (4-methyl-5-thiazolylethanol) at a concentration of 25 ppm in water, improved the mouthfeel of each of the compositions.
  • EXAMPLE 26 Addition of neotame at 0.5 ppm or 1.0 ppm to a solution of eugenol (4-allyl-2-methoxyphenol) at a concentration of 2.0 ppm in water improved the mouthfeel of the composition by imparting a creamy character to the composition.
  • EXAMPLE 27 Addition of 2.0 ppm neotame to an aqueous solution of 0.5% ethanol improved the mouthfeel of the composition by imparting a noticeable body to the composition.
  • EXAMPLE 28 Addition of 0.5 ppm neotame to a solution of hexanol (hexyl alcohol) at a concentration of 20 ppm in water, improved the mouthfeel of the composition by imparting an improved richness. Addition of 1.0 ppm neotame, multiplied the effect, providing the composition with increased richness and body.
  • EXAMPLE 29 Addition of neotame at 0.5 ppm and 1.0 ppm to a solution of anethole (l-methoxy-4-propenylbenzene) at a concentration of 15 ppm in water, improved the mouthfeel of the composition by providing a bodying effect that imparted an anise cordial and black licorice effect that duplicates the mouthfeel of the sugar content in a cordial .
  • anethole l-methoxy-4-propenylbenzene
  • EXAMPLE 32 Addition of 0.5 ppm neotame to an aqueous solution of butyric acid at a concentration of 50 ppm, improved the mouthfeel of the composition by providing a bodying effect that enhanced the dairy, cheesy, sour mouthfeel characteristics of the composition and by reducing the harsh mouthfeel of the composition. This effect was also observed when higher concentrations of neotame (1.0 and 2.0 ppm) were evaluated.
  • EXAMPLE 33 Addition of 0.5 ppm to a solution of 2-methyl-2- pentenoic acid at a concentration of 20 ppm in water, improved the mouthfeel of the composition by improving the body of the composition. When added at 2.0 ppm, the neotame provided a noticeably improved mouthfeel.
  • EXAMPLE 34 Addition of 0.5 ppm, 1.0 ppm on 2.0 ppm to a solution of orange oil (available from Bush Boake Allen) , at a concentration of 50 ppm in water, improved the mouthfeel of the composition by providing a bodying effect that imparted a very natural orange juice mouthfeel.
  • orange oil available from Bush Boake Allen
  • EXAMPLE 35 Addition 0.5 ppm or 1.0 ppm neotame to an aqueous solution of lime oil (50 ppm, distilled West Indian Lime Oil, available from Natural Citrus and Allied,
  • EXAMPLE 36 Addition of neotame at 0.5 ppm to a solution of Nestle ® Hydrolyzed Vegetable Protein (4BE) , at a concentration of 0.4% by weight in water, improved the mouthfeel by imparting a savory mouthfeel and body.
  • neotame at 1.5 ppm to a vanilla flavored sweetened milk (composed of 0.5% Madagascar Bourbon Vanilla, 5% sugar and 2% fat reduced milk) improved the mouthfeel by imparting a smoother and more rounded mouthfeel character.
  • neotame at 1.5 ppm to a vanilla flavored sweetened milk (composed of 0.25% Madagascar Bourbon Vanilla, 5% sugar and 2% fat reduced milk) improved the mouthfeel by imparting a rich and creamy mouthfeel character.
  • EXAMPLE 38 A hot cocoa drink, prepared by reconstituting sugar- sweetened hot cocoa mix containing 3 ppm neotame, possessed a rich body mouthfeel similar to that of a hot cocoa drink prepared by reconstituting a sugar- sweetened hot cocoa mix containing 0.65% carboxymethyl cellulose .
  • EXAMPLE 39 Addition of 30 ppm neotame to 10% peach juice- containing drink improved the mouthfeel of the composition. Addition of 27 ppm neotame to 5% and 7.5% peach juice-containing drinks provided a bodying effect that imparted a mouthfeel that was similar to that of a peach juice drink containing 10% juice.
  • EXAMPLE 40 Addition of 25 ppm neotame to canned Del Monte Peach Slices in Lite syrup improved the mouthfeel of the composition by imparting a thick mouthfeel, characteristic of peaches canned in heavy syrup.
  • EXAMPLE 41 Addition of 1 ppm to Kraft Fat Free Whip Topping improved the mouthfeel of the composition by imparting a fuller and more even mouthfeel.
  • EXAMPLE 42 Addition of 60 ppm neotame to Jewel brand, canned, unsweetened white grapefruit juice improved the mouthfeel of the composition by providing a bodying effect that imparted a mouthfeel characteristic of fresh grapefruit sections in heavy syrup.
  • EXAMPLE 43 Addition of 60, 75, 100 ppm neotame to Realime ® brand juice, diluted with water, improved the mouthfeel of the composition. Bench panel testers reported that the composition tasted as though it contained lots of sugar in it and was syrupy.
  • EXAMPLE 44 Addition of 1 ppm neotame to Campbell's Reduced Sodium Soup improved the mouthfeel of the composition.
  • EXAMPLE 48 A lemonade drink prepared by diluting Kool-Aid ® brand Unsweetened Lemonade Mix containing 6 ppm neotame and sweetened with 33% less than the conventional amount of sugar, improved the mouthfeel of the drink by providing a bodying effect that imparted a mouthfeel that was similar to that of a Kool-Aid ® drink sweetened with a conventional amount of sugar.
  • EXAMPLE 49 A lemonade drink, prepared by reconstituting a lemonade mix containing 8 ppm neotame and 4.9% sugar (50% of the conventional amount of sugar) , possessed a mouthfeel similar to that of a conventional sugar-sweetened lemonade .
  • EXAMPLE 50 Addition of 1 to 2 ppm neotame to a diet supplement drink (Schiff Products Inc., Women's Natural Replacement Dietary Supplement Powder, Vanilla Flavored) improved the mouthfeel of the composition.
  • EXAMPLE 52 Addition of 2 ppm neotame to Ross Products Ensure Plus Chocolate Nutrition Beverage improved the mouthfeel of the composition by enhancing the creaminess of the product to provide a more milkshake-like mouthfeel.
  • a reconstituted orange juice beverage prepared from frozen Minute Maid ® Pulp Free concentrate, containing 50% of the conventional amount of juice concentrate and 4 ppm neotame, possesses a mouthfeel having more body that a similar reconstituted orange juice beverage, containing 65% of the conventional amount of juice concentrate without added neotame.
  • EXAMPLE 54 A reconstituted orange juice beverage, prepared from frozen Minute Maid ® Pulp Free concentrate, containing 65% of the conventional amount of juice concentrate and 3 ppm neotame, possessed an improved mouthfeel compared to the beverage prepared without neotame .
  • the mouthfeel of the neotame-containing beverage was characterized as being heavy, rich and full.
  • EXAMPLE 55 A reconstituted orange juice beverage, prepared from frozen Minute Maid ® Pulp Free concentrate, containing 85% of the conventional amount of juice concentrate and 2 ppm neotame, possessed an improved mouthfeel compared to the beverage prepared without neotame.
  • the mouthfeel of the neotame-containing beverage was characterized as having a body similar to that of fresh squeezed orange juice.
  • EXAMPLE 56 Addition of 1 to 2 ppm neotame to Mead Johnson Boost Vanilla Nutritional Energy Beverage improved the mouthfeel of the composition by decreasing throat burn.
  • Neotame improved the mouthfeel of the composition by decreasing throat catch or burn caused by the benzoate and sorbate preservatives .
  • Crystal Light ® Lemonade Ready to Drink low calorie soft drink containing 1 to 2 ppm neotame, possessed an improved mouthfeel compared to the beverage without added neotame.
  • Neotame improved the mouthfeel of the composition by decreasing throat catch or burn caused by the benzoate and sorbate preservatives.
  • Neotame improved the mouthfeel of the composition by decreasing throat catch or burn caused by the benzoate and sorbate preservatives.
  • EXAMPLE 60 A chicken soup broth, composed of a warm water solution of chicken soup flavor (3% by wt) and containing 0.25 ppm neotame, possessed an improved mouthfeel compared to the broth without added neotame. Neotame improved the mouthfeel of the broth by providing a bodying effect that imparted a richer, fuller mouthfeel.
  • EXAMPLE 61 A beef gravy, composed of a warm water solution of beef gravy flavor (10% by wt) and containing 200 ppb neotame, possessed an improved mouthfeel compared to the gravy without added neotame. Neotame improved the mouthfeel of the gravy by providing a bodying effect that imparted a richer, fuller mouthfeel.

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Abstract

L'invention concerne l'utilisation d'un ester N-[N-(3,3-diméthylbutyl)-L-α-aspartyl]-L-phénylalanine 1-méthyl, ou néotame, comme ingrédiant de modification de sapidité et des compositions ayant une sapidité améliorée renfermant ces ingrédiants.
PCT/US2000/028734 1999-10-19 2000-10-18 UTILISATION D'UN ESTER N-NEOHEXYL-α-ASPARTYL-L-PHENYLALANIN METHYL POUR MODIFIER LA PERCEPTION BUCCALE WO2001028362A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU80277/00A AU8027700A (en) 1999-10-19 2000-10-18 Use of n-'n-(3,3 dimethylbutyl)-l-alpha-aspartyl-l-phenylalanine 1-methyl ester (neotame) to modify mouthfeel perception

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US16030499P 1999-10-19 1999-10-19
US60/160,304 1999-10-19

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WO2001028362A1 true WO2001028362A1 (fr) 2001-04-26

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
RU2729126C1 (ru) * 2016-12-28 2020-08-04 Конинклейке Дауве Эгбертс Б.В. Способ получения чайного или кофейного напитка со льдом
EP3682744A4 (fr) * 2017-09-11 2021-05-26 Suntory Holdings Limited Boisson incolore et transparente comprenant un linalol
EP3689153A4 (fr) * 2017-09-25 2021-06-02 Suntory Holdings Limited Boisson incolore et transparente comprenant du calcium
EP3689155A4 (fr) * 2017-09-25 2021-06-02 Suntory Holdings Limited Boisson incolore et transparente comprenant du potassium

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4219579A (en) * 1979-01-25 1980-08-26 Carl Piampiano Means and method improving taste of saccharine sweetened food products
US4988527A (en) * 1989-09-29 1991-01-29 International Flavors & Fragrances Inc. Use of sclareolide in augmenting or enhancing the organoleptic properties of foodstuffs
US5126258A (en) * 1984-09-07 1992-06-30 Scripps Clinic And Research Foundation Molecules with antibody combining sites that exhibit catalytic properties
US5480668A (en) * 1992-11-12 1996-01-02 Nofre; Claude N-substituted derivatives of aspartame useful as sweetening agents
WO2000036933A1 (fr) * 1998-12-18 2000-06-29 The Nutrasweet Company UTILISATION D'UN ESTER METHYLIQUE DE N-NEOHEXYL-$G(a)-ASPARTYL-L-PHENYLALANINE COMME AGENT DE SAPIDITE
WO2000069283A1 (fr) * 1999-05-13 2000-11-23 The Nutrasweet Company UTILISATION D'ADDITIFS POUR MODIFIER LES CARACTERISTIQUES GUSTATIVES DE N-NEOHEXYL $G(a)-ASPARTYL-L-PHENYLALANINE METHYLESTER

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4219579A (en) * 1979-01-25 1980-08-26 Carl Piampiano Means and method improving taste of saccharine sweetened food products
US5126258A (en) * 1984-09-07 1992-06-30 Scripps Clinic And Research Foundation Molecules with antibody combining sites that exhibit catalytic properties
US4988527A (en) * 1989-09-29 1991-01-29 International Flavors & Fragrances Inc. Use of sclareolide in augmenting or enhancing the organoleptic properties of foodstuffs
US5480668A (en) * 1992-11-12 1996-01-02 Nofre; Claude N-substituted derivatives of aspartame useful as sweetening agents
WO2000036933A1 (fr) * 1998-12-18 2000-06-29 The Nutrasweet Company UTILISATION D'UN ESTER METHYLIQUE DE N-NEOHEXYL-$G(a)-ASPARTYL-L-PHENYLALANINE COMME AGENT DE SAPIDITE
WO2000069283A1 (fr) * 1999-05-13 2000-11-23 The Nutrasweet Company UTILISATION D'ADDITIFS POUR MODIFIER LES CARACTERISTIQUES GUSTATIVES DE N-NEOHEXYL $G(a)-ASPARTYL-L-PHENYLALANINE METHYLESTER

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9101160B2 (en) 2005-11-23 2015-08-11 The Coca-Cola Company Condiments with high-potency sweetener
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
RU2729126C1 (ru) * 2016-12-28 2020-08-04 Конинклейке Дауве Эгбертс Б.В. Способ получения чайного или кофейного напитка со льдом
EP3682744A4 (fr) * 2017-09-11 2021-05-26 Suntory Holdings Limited Boisson incolore et transparente comprenant un linalol
EP3689153A4 (fr) * 2017-09-25 2021-06-02 Suntory Holdings Limited Boisson incolore et transparente comprenant du calcium
EP3689155A4 (fr) * 2017-09-25 2021-06-02 Suntory Holdings Limited Boisson incolore et transparente comprenant du potassium

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