Taste modulating aldehydes

Patent metadata

Field	Value
Publication number	US-11540542-B2
Application number	US-201716331880-A
Country	US
Kind code	B2
Filing date	Sep 11, 2017
Priority date	Sep 9, 2016
Publication date	Jan 3, 2023
Grant date	Jan 3, 2023

Abstract

Aldehydes of formula (I) (X represents an alkyl or alkenyl group having up to 9 carbon atoms) for use in taste modulation and/or flavor compositions are provided. Specifically, the compounds of the presently disclosed subject matter provide effective and unexpected taste modulating properties. The taste modulation and/or flavor compositions can be incorporated into various consumer end products in particular in combination with high intensity sweeteners.

First claim

What is claimed is:

1. A consumer product comprising: (a) a flavor or taste modulating composition comprising (4Z,7Z)-decadienal; (b) at least one high intensity sweetener; and (c) a consumer product base, wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of from about 0.0001 ppt to about 1% by weight.

2. The consumer product of claim 1 , wherein the high intensity sweetener is selected from the group consisting of 1,2-benzothiazol-3(2H)-one 1,1-dioxide (saccharin) or its sodium salt; methyl L-α-aspartyl-L-phenylalaninate (aspartame); acesulfame potassium (Ace-K or acesulfame K); 1,6-dichloro-1,6-dideoxy-β-D-fructofuranosyl-4-chloro-4-deoxy-α-D-galactopyranosideneotame (sucralose); (3S)-3-[3-(3-Hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid (advantame); (3S)-3-(3,3-Dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid (neotame), L-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide (alitame); sodium N-cyclohexylsulfamate (cyclamate), calcium cyclamate, sodium cyclamate, magnesium cyclamate, potassium cyclamate, erythritol, glycerol, lactitol, maltitol, mannitol, sorbitol, xylitol, galactitol, and combinations thereof.

3. The consumer product according to claim 1 , wherein the high intensity sweetener is derived from Stevia rebaudiana , wherein the high intensity sweetener is selected from the group consisting of whole leaf and crude stevia extracts, modified stevia extracts, mono-, di- and polyglycosylated steviol compounds, green stevia powder, Rebaudioside A (Reb A), Rebaudioside B, Rebaudioside C, Rebaudioside D, Rebaudioside D2, Rebaudioside E, and Rebaudioside F, Rebaudioside G, Rebaudioside H, Rebaudioside I, Rebaudioside J, Rebaudioside K, Rebaudioside L, Rebaudioside M, Rebaudioside N, Rebaudioside O, Rebaudioside Q, Rebaudioside R, Rebaudioside S, Rebaudioside V, Rebaudioside W, Rebaudioside X, Rebaudioside KA, Dulcoside A, Rubusoside, stevioside, and other modified stevioglycosides, and combinations thereof.

4. The consumer product according to claim 1 , wherein the high intensity sweetener is derived from Siraitia grosvenorii , wherein the high intensity sweetener is selected from the group consisting of modified or unmodified extracts, mogrosides, and combinations thereof.

5. The consumer product according to claim 1 , wherein the high intensity sweetener is selected from the group consisting of methyl L-α-aspartyl-L-phenylalaninate, Siraitia grosvenorii extract, Rebaudioside A; and combinations thereof.

6. A method to modulate taste properties of a consumer product comprising a high intensity sweetener, wherein (4Z,7Z)-decadienal is added to the consumer product in an amount effective to modulate the taste profile of a high intensity sweetener, wherein (4Z,7Z)-decadienal is in an amount of from about 0.0001 ppt to about 1% by weight.

7. The method of claim 6 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of less than 0.1 ppm by weight.

8. The method of claim 6 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of from 0.10 ppt to less than 0.1 ppm.

9. The method of claim 6 , wherein the consumer product is selected form the group consisting of a food product, a beverage product, an oral care product, a pharmaceutical, a pet food product, and an animal feed product.

10. The method of claim 6 , wherein the high intensity sweetener is selected from the group consisting of 1,2-benzothiazol-3(2H)-one 1,1-dioxide (saccharin) or its sodium salt; methyl L-α-aspartyl-L-phenylalaninate (aspartame); acesulfame potassium (Ace-K or acesulfame K); 1,6-dichloro-1,6-dideoxy-β-D-fructofuranosyl-4-chloro-4-deoxy-α-D-alactopyranosideneotame (sucralose); (3S)-3-[3-(3-Hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid (advantame); (3S)-3-(3,3-Dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid (neotame), L-α-aspartyl-N-(2,2,4,4-tetramethyl-3-thietanyl)-D-alaninamide (alitame); sodium N-cyclohexylsulfamate, calcium cyclamate, sodium cyclamate, magnesium cyclamate, potassium cyclamate, erythritol, glycerol, lactitol, maltitol, mannitol, sorbitol, xylitol, galactitol and combinations thereof.

11. The method of claim 6 , wherein the high intensity sweetener is derived from Stevia rebaudiana , wherein the high intensity sweetener is selected from the group consisting of whole leaf and crude stevia extracts, modified stevia extracts, mono-, di- and polyglycosylated steviol compounds, green stevia powder, Rebaudioside A (Reb A), Rebaudioside B, Rebaudioside C, Rebaudioside D, Rebaudioside D2, Rebaudioside E, and Rebaudioside F, Rebaudioside G, Rebaudioside H, Rebaudioside I, Rebaudioside J, Rebaudioside K, Rebaudioside L, Rebaudioside M, Rebaudioside N, Rebaudioside O, Rebaudioside Q, Rebaudioside R, Rebaudioside S, Rebaudioside V, Rebaudioside W, Rebaudioside X, Rebaudioside KA, Dulcoside A, Rubusoside, stevioside, and combinations thereof.

12. The method of claim 6 , wherein the high intensity sweetener is derived from Siraitia grosvenorii , wherein the high intensity sweetener is selected from the group consisting of modified or unmodified extracts, mogrosides, and combinations thereof.

13. The method of claim 6 , wherein the high intensity sweetener is selected from the group consisting of methyl L-α-aspartyl-L-phenylalaninate, Siraitia grosvenorii extract, Rebaudioside A, and combinations thereof.

14. The method of claim 6 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of from 0.0001 ppt to less than 0.1 ppm by weight.

15. The method of claim 1 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of less than 0.1 ppm by weight.

16. The method of claim 1 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of from 0.10 ppt to less than 0.1 ppm.

17. The method of claim 1 , wherein (4Z,7Z)-decadienal is added to the consumer product in an amount of from 0.0001 ppt to less than 0.1 ppm by weight.

Assignees

• Takasago Perfumery Co Ltd

Inventors

• Lombardo Louis J
• Lankin Michael E
• Blandino Maureen
• Tartaglia Jennifer B

Classifications

• A23L27/36

  Terpene glycosides · CPC title

• A23L2/56

  Flavouring or bittering agents (sweeteners A23L2/60) · CPC title

• A23L27/88 Primary

  Taste or flavour enhancing agents · CPC title

• C07C47/21

  with only carbon-to-carbon double bonds as unsaturation · CPC title

• A23L27/84

  Flavour masking or reducing agents · CPC title