Aroma composition and method

• US 7,867,540 B2
• Filed: 07/19/2006
• Issued: 01/11/2011
• Est. Priority Date: 07/19/2005
• Status: Active Grant

• Current Assignee: Mars Incorporated, Petcare USA Masterfoods store
• Original Assignee: Mars Incorporated
• Inventors: Ritter, Karl A., Didzbalis, John, Schmitt, Rainer M., Plog, Fred J.
• Primary Examiner(s): Hendricks; Keith D
• Assistant Examiner(s): GWARTNEY, ELIZABETH A
• Application Number:
  US11/489,399
• Publication Number:
  US 20070071860A1
• Time in Patent Office: 1,637 Days
• Field of Search: 426/534, 426/535, 426/643, 426/650
• US Class Current: 426/534
• CPC Class Codes: A23K 20/105 Aliphatic or alicyclic compounds
• CPC Class Codes: A23K 20/121 containing oxygen or sulfur as hetero atom
• CPC Class Codes: A23K 40/30 by encapsulating; by coating
• CPC Class Codes: A23K 50/40 for carnivorous animals, e.g. cats or dogs
• CPC Class Codes: A23L 27/2052 having oxygen or sulfur as the only hetero atoms
• CPC Class Codes: Y10S 426/805 Pet food for dog, cat, bird, or fish

Abstract

An aroma composition comprising a first component selected from the group consisting of 4-hydroxy-2,5-dimethyl-3(2H)furanone, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-4-hydroxy-5-methyl-3(2H)furanone, 4-hydroxy-5-methyl-3(2H)furanone, a sulfur-containing analogue of any of the foregoing, and any combination, thereof; a second component selected from the group consisting of 2-furanmethanethiol, 2-methyl-3-furanthiol, 5-methyl-2-furanmethanthiol, and any combination, thereof; and a third component selected from the group consisting of 2-(1-mercaptoethyl)furan, 2-furanethanethiol, bis-(2-furfuryl) disulfide, a furanthiol disulfide, and any combination, thereof. The aroma composition can further include at least one alkylamine or benzylamine and/or a compound selected from the group consisting of hexenol, 1,5-octadien-3-one, methylthiopropionaldehyde, 2,3-diethyl-5-methylpyrazine, (E)-2-nonenal, (E,Z)-2,6-nonadienal, butanoic acid, 2 and 3-methyl butanoic acid, 2-methyl-3-(methyldithio)furan, dimethyltetrasulfide, 4-hydroxy-2-ethyl-5-methyl-3-(2H)furanone, m-cresol, 3-hydroxy-4,5-dimethyl-2-(5H)furanone, and any combination thereof.

Claims

1. An aroma composition comprising:

a first component selected from the group consisting of 4-hydroxy-2,5-dimethyl-3(2H)furanone, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-4-hydroxy-5-methyl-3(2H)furanone, 4-hydroxy-5-methyl-3(2H)furanone, and any combination thereof;

a second component selected from the group consisting of 2-furanmethanethiol, 2-methyl-3-furanthiol, 5-methyl-2-furanmethanthiol, and any combination thereof; and

,

a third component selected from the group consisting of 2-(1-mercaptoethyl)furan, 2-furanethanethiol, bis-(2-furfuryl)disulfide, a furanthiol disulfide, and any combination, thereof

wherein the ratio of said first component to said second component to said third component is x;

y;

z where x ranges from about 13 to about 17, y ranges from about 22 to about 26, and z ranges from about 400 to about 600.

2. The aroma composition of claim 1, wherein said first component comprises 4-hydroxy-2,5-dimethyl-3(2H)furanone, said second component comprises 2-furanmethanethiol, and said third component comprises 2-(1-mercaptoethyl)furan.

3. The aroma composition of claim 2, wherein the ratio of 2-(1-mercaptoethyl)furan:

2-furanmethanethiol;

4-hydroxy-2,5-dimethyl-3(2H)furanone is x;

y;

z where x is about 15, y is about 24, and z is about 450.

4. The aroma composition of claim 2, wherein the composition further comprises a 1:

1 water;

oil carrier mixture and the 4-hydroxy-2,5-dimethyl-3(2H)furanone ranges from 40 ppb to 120 ppm, the 2-furanmethanethiol ranges from 1 ppb to 1200 ppb and the 2-(1-mercaptoethyl)furan ranges from 1 ppb to 900 ppb.

5. The aroma composition of claim 1, further comprising at least one organic amine.

6. The aroma composition of claim 5, wherein the composition further comprises a 1:

1 water;

oil carrier mixture, wherein the organic amine is trimethylamine, and wherein the trimethylamine ranges from about 5 ppb to about 5000 ppb.

7. The aroma composition of claim 5, wherein the ratio of 2-(1-mercaptoethyl)furan:

2-furanmethanethiol;

4-hydroxy-2,5-dimethyl-3(2H)furanone;

organic amine is x;

y;

z;

a where x ranges from about 13 to about 17, y ranges from about 22 to about 26, z ranges from about 400 to about 600, and a ranges from about 50 to about 400.

8. The aroma composition of claim 1, further comprising a compound selected from the group consisting of hexenol, 1,5-octadien-3-one, 3-(methylthio)propionaldehyde, 2,3-diethyl-5-methylpyrazine, (E)-2-nonenal, (E,Z)-2,6-nonadienal, butanoic acid, 2 or 3-methyl butanoic acid, 2-methyl-3-(methyldithio)furan, dimethyltetrasulfide, dimethyltrisulfide, 4-hydroxy-2-ethyl-5-methyl-3-(2H)furanone, m-cresol, 3-hydroxy-4,5-dimethyl-2-(5H)furanone, and any combination thereof.

9. The aroma composition of claim 1, wherein said aroma composition has a tuna flavor.

10. An aroma-modified product comprising:

a base and a aroma composition where said aroma composition comprises;

a first component selected from the group consisting of 4-hydroxy-2,5-dimethyl-3(2H)furanone, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-4-hydroxy-5-methyl-3(2H)furanone, 4-hydroxy-5-methyl-3(2H)furanone, foregoing, and any combination, thereof;

a second component selected from the group consisting of 2-furanmethanethiol, 2-methyl-3-furanthiol, 5-methyl-2-furanmethanthiol, and any combination, thereof; and

,

a third component selected from the group consisting of 2-(1-mercaptoethyl)furan, 2-furanethanethiol, bis-(2-furfuryl)disulfide, a furanthiol disulfide, and any combination, thereof

wherein the ratio of said first component to said second component to said third component is x;

y;

z where x ranges from about 13 to about 17, y ranges from about 22 to about 26, and z ranges from about 400 to about 600.

11. The aroma-modified product of claim 10, wherein said base is a food.

12. The aroma-modified product of claim 11, wherein said food is a pet food.

13. A method of flavor a product comprising the step of:

admixing said product with an aroma composition wherein said aroma composition comprises;

a first component selected from the group consisting of 4-hydroxy-2,5-dimethyl-3(2H)furanone, 3-hydroxy-2-methyl-4H-pyran-4-one, 2-ethyl-4-hydroxy-5-methyl-3(2H)furanone, 4-hydroxy-5-methyl-3(2H)furanone, and any combination, thereof;

a second component selected from the group consisting of 2-furanmethanethiol, 2-methyl-3-furanthiol, 5-methyl-2-furanmethanthiol, and any combination, thereof; and

,

a third component selected from the group consisting of 2-(1-mercaptoethyl)furan, 2-furanethanethiol, bis-(2-furfuryl)disulfide, a furanthiol disulfide, and any combination, thereof;

a third component selection from the group consisting of 2-(1-mercaptoethyl)furan, 2-furanethanethiol, bis(2-furfuryl)disulfide, a furanthiol disulfide, and any combination thereof;

wherein the ratio of said first component to said second component to said third component is x;

y;

z where x ranges from about 13 to about 17, y ranges from about 22 to about 26, and z ranges from about 400 to about 600.

14. The method of claim 13, wherein said first component comprises 4-hydroxy-2,5-dimethyl-3(2H)furanone, said second component comprises 2-furanmethanethiol, and said third component comprises 2-(1-mercaptoethyl)furan.

15. The method of claim 14, wherein the 4-hydroxy-2,5-dimethyl-3(2H)furanone ranges from 40 ppb to 120 ppm, the 2-furanmethanethiol ranges from 1 ppb to 1200 ppb and the 2-(1-mercaptoethyl)furan ranges from 1 ppb to 1200 ppb.

16. The method of claim 13, wherein said aroma composition further comprises a compound selected from the group consisting of hexenol, 1,5-octadien-3-one, 3-(methylthio)propionaldehyde, 2,3-diethyl-5-methylpyrazine, (E)-2-nonenal, (E,Z)-2,6-nonadienal, butanoic acid, 2 or 3-methylbutanoic acid, 2-methyl-3-(methyldithio)furan, dimethyltrisulfide, dimethyltetrasulfide, 4-hydroxy-2-ethyl-5-methyl-3-(2H)furanone, m-cresol, 3-hydroxy-4,5-dimethyl-2-(5H)furanone, and any combination thereof.

17. The method of claim 13, further comprising at least one organic amine.

18. The method of claim 17, wherein the ratio of 2-(1-mercaptoethyl)furan:

2-furanmethanethiol;

4-hydroxy-2,5-dimethyl-3(2H)furanone;

organic amine is x;

y;

z;

a where x ranges from about 13 to about 17, y ranges from about 22 to about 26, z ranges from about 400 to about 600, and a ranges from about 50 to about 400.

19. The method of claim 13, wherein said product is a food product.

20. The method of claim 19, wherein said food product is a pet food product.

21. The method of claim 19, wherein said food product has a protein content of at least about 15% by weight, a carbohydrate content range of about 30 wt % to about 70 wt %, a fat content of greater than about 3.0 wt %, a crude fiber content range of about 0 wt % to about 10 wt %.