Methods for modulating taste receptors

Patent metadata

Field	Value
Publication number	US-11185100-B2
Application number	US-201515534434-A
Country	US
Kind code	B2
Filing date	Dec 10, 2015
Priority date	Dec 10, 2014
Publication date	Nov 30, 2021
Grant date	Nov 30, 2021

Abstract

Amino acids present in domains of an umami taste receptor are described herein, wherein the amino acids interact with at least one nucleotide derivative and/or at least one transmembrane compound that potentiates, modulates, increases, and/or enhances the activity of the umami receptor. Such compounds can be used in flavor compositions to enhance the umami taste and/or palatability of food products.

First claim

We claim:

1. A method of enhancing an umami taste and/or increasing palatability of cat food products, the method comprising:
providing a cat food product; and
combining the cat food product with at least one flavor composition;
wherein the flavor composition comprises a nucleotide derivative that activates a feline umami receptor T1R1 comprising the amino acid sequence set forth in SEQ ID NO: 2 and binds to one or more amino acids of the feline umami T1R1 receptor; and wherein the one or more amino acids of the feline umami receptor T1R1 are selected from the group consisting of Ser172, Thr149, Thr148, Glu301, Tyr220, Glu170, His71, Arg277, His308, Ser306, Ser384, Ala380, His47, Asn69, Asp302, Met383, Ser385, Ile309, Ser107, Asp49, and combinations thereof;
wherein the nucleotide derivative is selected from the group consisting of N6-cyclopentyladenosine-5′-O-monophosphate (6-cPe-5′-AMP), 1,N6-ethenoadenosine-5′-O-monophosphate (ε-5′-AMP), purine riboside-5′-O-monophosphate (5′-PuMP), 5-aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate, adenosine 3′,5′-diphosphate, 2′-deoxyguanosine 5′-monophosphate, guanosine 5′-monophosphomorpholidate 4-morpholine-N,N′-dicyclohexylcarboxamidine, N6-methyladenosine 5′-monophosphate, uridine 5′-monophosphomorpholidate 4-morpholine-N,N′-dicyclohexylcarboxamidine, ribavirin 5′-monophosphate, adenosine, 5′-(dihydrogen phosphorothioate), adenosine-5′-O-monophosphorothioate, 7-deazaadenosine-5′-O-monophosphate, 2′-deoxyguanosine-5′-O-monophosphorothioate, 2′-deoxyuridine-5′-O-monophosphosphorothioate, 2′-,3′-O—(N′-methylanthraniloyl)guanosine-5′-O-monophosphate, 6-thioguanosine-5′-O-monophosphate, 2′-deoxyadenosine 5′-monophosphate, N Acetyl 5′ GMP, MRS 2179 ammonium, 2-amino-6-chloropurineriboside-5′-O-monophosphate, 8-bromoguanosine-5′-O-monophosphate, 8-chloroadenosine-5′-O-monophosphate, 6-chloropurineriboside-5′-O-monophosphate, 2′-deoxyadenosine-5′-O-monophosphorothioate, 2′-deoxyguanosine-5′-O-monophosphorothioate, 2′-deoxyinosine-5′-O-monophosphorothioate, 2′-deoxy-3′-O—(N′-methylanthraniloyl)adenosine-5′-O-monophosphate, 2′-deoxy-3′-O—(N′-methylanthraniloyl)guanosine-5′-O-monophosphate, 2′-deoxyguanosine-3′,5′-O-bisphosphate, guanosine-5′-monophosphorothioate, guanosine-5′-O-(2-thiodiphosphate), 2′-/3′-O—(N′-Methyl-anthraniloyl)adenosine-5′-O-monophosphate, 2′-/3′-O-(2-aminoethylcarbamoyl)adenosine-5′-O-monophosphate, 2′-/3′-O-(2-aminoethylcarbamoyl) guanosine-5′-O-monophosphate, N6-benzoyladenosine-5′-O-monophosphate, and adenosine 5′-O-thiomonophosphate,
wherein the at least one flavor composition is provided in amount ranging from about 0.0001% to about 10% based on the weight of the cat food product; and
wherein the at least one flavor composition increases the umami taste and/or palatability of the cat food product.

2. The method of claim 1 , wherein the nucleotide derivative binds to one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of His71, Arg277, His308, Ser306, Ser384, Ala380, His47, Asn69, Asp302, and combinations thereof.

3. The method of claim 2 , wherein the nucleotide derivative binds to five or more amino acids of the feline umami receptor T1R1 selected from the group consisting of His71, Arg277, His308, Ser306, Ser384, Ala380, His47, Asn69, and Asp302.

4. The method of claim 1 , wherein the nucleotide derivative binds to one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Met383, Ser385, Ile309, Ser107, Asp49, and combinations thereof.

5. The method of claim 1 , wherein the nucleotide derivative binds to three or more amino acids.

6. The method of claim 5 , wherein at least one of the three or more amino acids is selected from the group consisting of His71, Arg277, His308, Ser306, Ser384, Ala380, His47, Asn69, and Asp302.

7. The method of claim 1 , wherein the nucleotide derivative binds to five or more amino acids.

8. The method of claim 7 , wherein at least three of the five or more amino acids are selected from the group consisting of His71, Arg277, His308, Ser306, Ser384, Ala380, His47, Asn69, and Asp302.

9. The method of claim 1 , wherein a phosphate of the nucleotide derivative binds to one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of His71, His47, Arg277, His308, Ile309, Asn69, Ser107, Asp49, and combinations thereof.

10. The method of claim 9 , wherein the phosphate binds to one or more amino acids selected from the group consisting of His71, His47, His308, Asn69, and combinations thereof.

11. The method of claim 9 , wherein the phosphate binds to two or more amino acids.

12. The method of claim 11 , wherein at least one of the two amino acids is selected from the group consisting of His71, His47, His308, and Asn69.

13. The method of claim 1 , wherein a sugar of the nucleotide derivative binds to one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Asp302 and Ser306.

14. The method of claim 1 , wherein a nitrogenous base of the nucleotide derivative binds to one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Ser384, Ser385, Ala380, Met383, Glu170, Asp302, and combinations thereof.

15. The method of claim 14 , wherein the nitrogenous base binds to one or more amino acids selected from the group consisting of Ser384, Ala380, and Asp302.

16. The method of claim 1 , wherein the nucleotide derivative binds to one or more amino acids selected from the group consisting of His71, His47, His308, Asn69, and combinations thereof.

17. The method of claim 16 , wherein the nucleotide derivative further binds to one or more amino acids selected from the group consisting of Ser384, Ala380, Asp302, and combinations thereof.

18. The method of claim 16 , wherein the nucleotide derivative binds to two or more amino acids.

19. The method of claim 1 , wherein the nucleotide derivative binds to (i) one or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Asp302, and Ser306, and (ii) two or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Ser384, Ser385, Ala380, Met383, Glu170, and Asp302.

20. The method of claim 1 , wherein the nucleotide derivative binds to two or more amino acids of the feline umami receptor T1R1 selected from the group consisting of His71, His47, Arg277, His308, Ile309, Asn69, Ser107, and Asp49.

21. The method of claim 20 , wherein the nucleotide derivative further binds to two or more amino acids of the feline umami receptor T1R1 selected from the group consisting of Ser384, Ser385, Ala380, Met383, Glu170, and Asp302.

22. The method of claim 1 , wherein the nucleotide derivative stabilizes a closed conformation of the feline umami receptor Venus Flytrap Domain.

23. The method of claim 1 , wherein the flavor composition further comprises a nucleotide.

24. A method for identifying a composition that modulates the activity of a feline umami receptor T1R1 comprising the amino acid sequence set forth in SEQ ID NO:2, the method comprising
(a) contacting a test agent with the feline umami receptor T1R1,
(b) detecting a binding between the test agent and one or more amino acids in a binding site of the feline umami receptor T1R1 wherein the one or more amino acids of the feline umami receptor T1R1 are selected from the group consisting of Ser172, Thr149, Thr148, Glu301, Tyr220, Glu

Assignees

• Mars Inc

Inventors

• Mcgrane Scott Joseph
• Taylor Andrew John
• Fine Richard Masten
• Klebansky Boris
• Gibbs Matthew Ronald

Classifications

• A23K20/111 Primary

  Aromatic compounds · CPC title

• A23L27/21

  containing amino acids · CPC title

• A23K20/142

  Amino acids; Derivatives thereof · CPC title

• A23L27/235

  containing also amino acids · CPC title

• A23K50/40

  for carnivorous animals, e.g. cats or dogs · CPC title