N-acyl-amino acid derivatives for improvement of the flavor profile of edible compositions

Patent metadata

Field	Value
Publication number	US-10856563-B2
Application number	US-201314386126-A
Country	US
Kind code	B2
Filing date	Mar 28, 2013
Priority date	Mar 30, 2012
Publication date	Dec 8, 2020
Grant date	Dec 8, 2020

Abstract

The use of a compound according to formula (I) or the edible salts thereof in an edible composition to mask or modulate an undesired taste or off-taste contained in the edible composition

wherein
R 1 is an alkyl residue containing 6 to 20 carbon atoms, or an alkene residue containing from 9 to 25 carbon atoms with 1 to 6 double bonds, R 1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR 2 R 3 , in which R 3 is H or together with R 2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

First claim

The invention claimed is:

1. A method of masking or modulating an undesired taste or off-taste caused by soy or KCl or a high intensity sweetener selected from aspartame, acesulfame K, sucralose, cylamate, sodium saccharin, neotame, rebaudioside A, and a stevia -based sweetener, contained in an edible composition, the method comprising the step of:
including in the edible composition 1 ppb 10 ppm of a compound selected from the group consisting of:
C10-GABA,
C12-GABA,
C12:1-GABA,
C14-GABA,
C16-GABA,
C16:1-GABA,
C18-GABA,
C18:1-GABA,
C18:1c-GABA,
C18:1t-GABA,
C18:2-GABA; and,
C18:2-Beta Ala.

2. An edible composition comprising soy or KCl or a high intensity sweetener selected from aspartame, acesulfame K, sucralose, cyclamate, sodium saccharin, neotame, rebaudioside A, or stevia -based sweetener, which imparts an undesired taste or off-taste, and 1 ppb-10 ppm of a compound selected from the group consisting of:
C10-GABA,
C12-GABA,
C12:1-GABA,
C14-GABA,
C16-GABA,
C16:1-GABA,
C18-GABA,
C18:1-GABA,
C18:1c-GABA,
C18:1t-GABA,
C18:2-GABA; and,
C18:2-Beta Ala.

3. An edible composition according to claim 2 which further comprises an ingredient selected from the group consisting of: flavanoids, polyphenols, peptides, minerals, terpenes, caffeine, taurine, carnitine, glucorolactone, guarana, vitamins, minerals, amino acids, proteins or protein analogs, peptides, antioxidants, sweeteners, dairy substitutes, pharmacological actives, enzyme modified cheese, oral care actives selected from chlorohexidine (gluconate), cetyl pyridinium chloride, tego-betaine and metal salts selected from stannous salts and zinc salts, whey, casein, tannins, products selected from coffee products, tea products, mouthwash and toothpaste, and preservatives selected from sodium benzoate and potassium sorbate.

4. An edible composition according to claim 3 wherein the sweetener is selected from the group consisting of: sucrose, high fructose corn syrup, fructose, glucose, aspartame, acesulfame K, sucralose, cyclamate, sodium saccharin, neotame, rebaudioside A and/or stevia -based sweeteners.

5. An edible composition according to claim 2 which comprises a soy-based ingredient.

6. An edible composition according to claim 2 in the form of a powdered soft drink or a dry mix composition.

7. An edible composition according to claim 2 in the form of a snack food.

8. An edible composition according to claim 2 in the form of an alcoholic beverage.

9. An edible composition according to claim 2 in the form of an orally administrable tablet, capsule, powder or multiparticulate.

10. An edible composition according to claim 2 in the form of a caloric or non-caloric beverage containing a carbohydrate sweetener selected from: sucrose, high fructose corn syrup, fructose and glucose, or a high intensity, non-nutritive sweetener selected from: aspartame, acesulfame K, sucralose, cyclamate, sodium saccharin, neotame, rebaudioside A, and stevia -based sweeteners.

11. An edible composition according to claim 2 containing a soy-protein.

12. The method according to claim 1 wherein the edible composition is selected from the group consisting of: a foodstuff, and a beverage.

13. An edible composition according to claim 2 which is selected from the group consisting of: a foodstuff, and a beverage.

14. A stock solution formulated to be added to a foodstuff composition or a beverage composition, the stock solution comprising a compound selected from the group consisting of:
C10-GABA,
C12-GABA,
C12:1-GABA,
C14-GABA,
C16-GABA,
C16:1-GABA,
C18-GABA,
C18:1-GABA,
C18:1c-GABA,
C18:1t-GABA,
C18:2-GABA; and,
C18:2-Beta Ala.

15. A stock solution according to claim 14 , wherein the stock solution is adapted to be added to an edible composition to provide the compound in an ultimate concentration of 1 ppb-10 ppm of the compound in the edible composition.

16. A stock solution according to claim 14 , wherein the stock solution is effective in masking or modulating an undesired taste or off-taste caused by a high intensity sweetener, soy or KCl contained in an edible composition, when the compound is present in the edible composition at a concentration of 1 ppb-10 ppm of the edible composition.

Assignees

• Givaudan Sa

Inventors

• Shi Feng
• Renes Harry
• Van Ommeren Esther
• Vorster Susanna Magdalena
• Wang Yili
• De Klerk Adri
• Augelli Jenifer

Classifications

• A23C11/103

  containing only proteins from pulses, oilseeds or nuts, e.g. nut milk · CPC title

• A23L11/65

  Soy drinks · CPC title

• A23L7/161 Primary

  Puffed cereals, e.g. popcorn or puffed rice · CPC title

• A23L11/50

  Fermented pulses or legumes; Fermentation of pulses or legumes based on the addition of microorganisms (removing undesirable substances A23L11/30; soy sauce A23L27/50) · CPC title

• C12G3/06

  with flavouring ingredients · CPC title