Organic compounds

Patent metadata

Field	Value
Publication number	US-10836712-B2
Application number	US-201314386048-A
Country	US
Kind code	B2
Filing date	Mar 28, 2013
Priority date	Mar 30, 2012
Publication date	Nov 17, 2020
Grant date	Nov 17, 2020

Abstract

A flavour composition comprising a compound according to the formula (I) or edible salts thereof,

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. An edible constituent composition adapted to be added to or to form part of an edible composition selected from a foodstuff and a beverage composition, the edible constituent composition comprising a compound selected from the group consisting of:
N-palmitoyl 1-amino-cyclopropyl carboxylic acid (C16:0-ACCA),
N-stearoyl 1-amino-cyclopropyl carboxylic acid (C18:0-ACCA),
N-linoleoyl 1-amino-cyclopropyl carboxylic acid (C18:2-ACCA),
N-linolenoyl 1-amino-cyclopropyl carboxylic acid (C18:2-ACCA),
N-oleoyl 1-amino-cyclopropyl carboxylic acid (C18:1-ACCA),
N-(9-palmitenoyl) 1-amino-cyclopropyl carboxylic acid (C16:1-ACCA),
N-decanoyl 1-amino-cyclopropyl carboxylic acid (C10:0-ACCA),
N-geranoyl 1-amino-cyclopropyl carboxylic acid (C10:2-ACCA), N-geranoyl-Pro,
N-palmiteneoyl-Pro,
N-stearoyl-Pro,
N-oleoyl-Pro,
N-linoleoyl-Pro,
N-linolenoyl-Pro;
N-geranoyl-Met,
N-palmitoyl-Met,
N-palmitenoyl-Met,
N-stearoyl-Met,
N-oleoyl-Met,
N-linoleoyl-Met,
N-linolenoyl-Met
and edible salts thereof selected from chlorides, sulphates, phosphates, gluconates, sodium, citrates, carbonates, acetates and lactates,
and, compounds according to formula b)

and edible salts thereof selected from chlorides, sulphates, phosphates, gluconates, sodium, citrates, carbonates, acetates and lactates, wherein m is 0 or 1; 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, wherein together with the carbonyl group to which it is attached is a residue of a carboxylic acid selected from gamma amino butyric acid (GABA) and beta alanine;

wherein,
one or more of the foregoing compounds accentuates the existing flavour or existing mouth feel characteristics of an edible composition selected from a foodstuff composition and a beverage composition comprising at least one flavour co-ingredient, when one or more of the foregoing compounds are incorporated in the edible composition in an amount of 1 ppb-10 ppm.

2. A composition according to claim 1 wherein the compound is 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,
18:2-GABA; and,
C18:2-Beta Ala.

3. A stock solution comprising 0.01 to 1% by weight of a compound recited in claim 1 , and a solvent selected from ethanol, triacetine, glycerol and miglyol.

4. A method of providing a food flavour to an edible composition, the method comprising the step of: including a compound recited in claim 1 in an edible composition.

5. A flavour composition comprising a compound recited in claim 1 , together with at least one flavour co-ingredient selected from the group consisting of: sugars, fats, salt, MSG, calcium ions, phosphate ions, organic acids, proteins, purines and mixtures thereof, and further optionally a carrier material and/or an adjuvant.

6. A flavour composition according to claim 5 which comprises an anti-oxidant as an adjuvant.

7. An edible foodstuff composition or a beverage composition comprising a compound recited in claim 1 .

8. An edible foodstuff composition or a beverage composition according claim 7 in the form of a powdered soft drink or a dry mix composition.

9. A snack food according to claim 7 wherein the compound is incorporated in the snack food or is applied topically to the snack food as a powder.

10. An alcoholic beverage according to claim 7 .

11. An orally administrable tablet, capsule, powder or multiparticulate comprising a compound recited claim 1 .

12. A caloric or non-caloric beverage composition according to claim 7 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/or a stevia-based sweetener.

13. A soy-based edible foodstuff composition according to claim 7 .

14. A flavour composition in the form of an emulsion, comprising a compound recited in claim 1 .

15. A flavour composition in the form of a powder, comprising a compound recited in claim 1 .

16. A flavour composition in the form of a spray dried powder comprising a compound recited in claim 1 .

Assignees

• Givaudan Sa

Inventors

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

Classifications

• A23C11/103

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

• A23L11/65

  Soy drinks · CPC title

• A23F5/243 Primary

  Liquid, semi-liquid or non-dried semi-solid coffee extract preparations; Coffee gels; Liquid coffee in solid capsules (A23F5/246 takes precedence) · 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

• A23L27/202

  Aliphatic compounds · CPC title