IP Library Granted Patent US 10,766,927
Granted Patent B2
US 10,766,927 · App. 14/089,445 · Granted Sep 8, 2020

Peptides that stimulate subcutaneous adipogenesis

Inventors: Eva A. Turley (London, CA); Seyed Bahram Bahrami (Emeryville, CA); Mina J. Bissell (Berkeley, CA)
Assignee: The Regents of the University of California
C07K7/08A61K8/64A61K31/167A61K38/03A61K38/08A61Q19/001A61Q19/08C07K7/06C07K14/70596A61K38/00
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Quick Facts
Patent No.
US 10,766,927
App. No.
14/089,445
Granted
Sep 8, 2020
Kind
B2
Abstract

Peptides of 5 to 14 amino acids in length that stimulate subcutaneous adipogenesis and uses thereof are provided.

Claims (32)

1. A pharmaceutical or cosmetic composition comprising a pharmaceutically or cosmetically acceptable carrier and a modified peptide or peptidomimetic, wherein the modified peptide or peptidomimetic is at least 6 amino acids in length, but not more than 8 amino acids in length, and comprises a motif having the sequence: KSEVSK (SEQ ID NO: 3), wherein the modified peptide:

comprises a protecting group, wherein the modified peptide has improved ex vivo and/or in vivo peptide stability and/or improved skin penetration when administered topically, relative to an unmodified peptide of the same sequence; or

is functionalized with a polymer selected from the group consisting of a polyethylene glycol, a cellulose, and a modified cellulose, wherein the modified peptide has increased bioavailability, relative to an unmodified peptide of the same sequence; and

wherein the peptidomimetic comprises one or more peptide linkages replaced with a linkage selected from the group consisting of —CH 2 NH—, —CH 2 S—, —CH 2 —CH 2 —, —CH═CH—, —COCH 2 —, —CH(OH)CH 2 —, and —CH 2 SO, wherein the peptidomimetic has an improvement in a property, relative to an unmodified peptide of the same sequence, wherein the property is selected from the group consisting of: economy of production, chemical stability, half-life, absorption, potency, efficacy, and/or reduced antigenicity.

2. The composition of claim 1 , wherein the modified peptide or peptidomimetic is 6 amino acids in length.

3. The composition of claim 1 , wherein the composition is for topical, subcutaneous, or transdermal administration.

4. The composition of claim 1 , wherein the composition is for injection.

5. The composition of claim 1 , wherein the composition further comprises collagen.

6. The composition of claim 5 , wherein the collagen is a bovine collagen, a porcine collagen, or a human collagen.

7. The composition of claim 5 , wherein the collagen is a synthetic collagen.

8. The composition of claim 1 , wherein the composition further comprises an anesthetic.

9. The composition of claim 8 , wherein the anesthetic comprises lidocaine.

10. The composition of claim 1 , wherein the composition is a skin cream.

11. The composition of claim 1 , wherein the modified peptide or peptidomimetic is a modified peptide comprising a protecting group, wherein the modified peptide has improved ex vivo and/or in vivo peptide stability and/or improved skin penetration when administered topically, relative to an unmodified peptide of the same sequence.

12. The composition of claim 11 , wherein the protecting group comprises an acetyl group at the amino-terminus of the modified peptide or peptidomimetic.

13. The composition of claim 1 , wherein the modified peptide or peptidomimetic is a modified peptide functionalized with a polymer selected from the group consisting of a polyethylene glycol, a cellulose, and a modified cellulose, wherein the modified peptide has increased bioavailability, relative to an unmodified peptide of the same sequence.

14. The composition of claim 1 , wherein the modified peptide or peptidomimetic is a peptidomimetic comprising one or more peptide linkages replaced with a linkage selected from the group consisting of —CH 2 NH—, —CH 2 S—, —CH 2 —CH 2 —, —CH═CH—, —COCH 2 —, —CH(OH)CH 2 —, and —CH 2 SO, wherein the peptidomimetic has an improvement in a property, relative to an unmodified peptide of the same sequence, wherein the property is selected from the group consisting of: economy of production, chemical stability, half-life, absorption, potency, efficacy, and/or reduced antigenicity.

15. A modified peptide or peptidomimetic of at least 6 amino acids in length, but not more than 8 amino acids in length, comprising a motif having the sequence: KSEVSK (SEQ ID NO: 3), wherein the modified peptide:

comprises a protecting group, wherein the modified peptide has improved ex vivo and/or in vivo peptide stability and/or improved skin penetration when administered topically, relative to an unmodified peptide of the same sequence; or

is functionalized with a polymer selected from the group consisting of a polyethylene glycol, a cellulose, and a modified cellulose, wherein the modified peptide has increased bioavailability, relative to an unmodified peptide of the same sequence; and

wherein the peptidomimetic comprises one or more peptide linkages replaced with a linkage selected from the group consisting of —CH 2 NH—, —CH 2 S—, —CH 2 —CH 2 —, —CH═CH—, —COCH 2 —, —CH(OH)CH 2 —, and —CH 2 SO, wherein the peptidomimetic has an improvement in a property, relative to an unmodified peptide of the same sequence, wherein the property is selected from the group consisting of: economy of production, chemical stability, half-life, absorption, potency, efficacy, and/or reduced antigenicity.

16. The modified peptide or peptidomimetic of claim 15 , wherein the modified peptide or peptidomimetic is 6 amino acids in length.

17. The modified peptide or peptidomimetic of claim 15 , which is a modified peptide comprising a protecting group, wherein the modified peptide has improved ex vivo and/or in vivo peptide stability and/or improved skin penetration when administered topically, relative to an unmodified peptide of the same sequence.

18. The modified peptide or peptidomimetic of claim 17 , wherein the protecting group comprises an acetyl group at the amino-terminus of the peptide or peptidomimetic.

19. The modified peptide or peptidomimetic of claim 15 , which is a modified peptide functionalized with a polymer selected from the group consisting of a polyethylene glycol, a cellulose, and a modified cellulose, wherein the modified peptide has increased bioavailability, relative to an unmodified peptide of the same sequence.

20. The modified peptide or peptidomimetic of claim 15 , which is a peptidomimetic comprising one or more peptide linkages replaced with a linkage selected from the group consisting of —CH 2 NH—, —CH 2 S—, —CH 2 —CH 2 —, —CH═CH—, —COCH 2 —, —CH(OH)CH 2 —, and —CH 2 SO, wherein the peptidomimetic has an improvement in a property, relative to an unmodified peptide of the same sequence, wherein the property is selected from the group consisting of: economy of production, chemical stability, half-life, absorption, potency, efficacy, and/or reduced antigenicity.

21. A method of stimulating adipogenesis in a subject, the method comprising administering the composition of claim 1 to the skin of a subject in an amount sufficient to stimulate adipogenesis.

22. The method of claim 21 , wherein the skin comprises a burn scar, a surgical scar, an acne scar, a biopsy scar, or scarring produced by an injury.

23. The method of claim 21 , wherein the subject is a human.

24. A method of stimulating adipogenesis in a subject, the method comprising administering the composition of claim 1 subcutaneously to a subject in an amount sufficient to stimulate adipogenesis.

25. The method of claim 24 , wherein the composition is administered subcutaneously to a lip, an eye lid, a cheek, a forehead, a chin, or a neck.

26. The method of claim 24 , wherein the subject is human.

Assignments (2)
CONFIRMATORY LICENSE Recorded Aug 11, 2015
From: REGENTS OF THE UNIVERSITY OF CALIFORNIA, THE
To: UNITED STATED DEPARTMENT OF ENERGY
Reel/Frame 036335/0514 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2014
From: TURLEY, EVA A.; BAHRAMI, SEYED BAHRAM; BISSELL, MINA J.
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 032703/0447 →
Continuity (3)
Provisional Application 61729626 · Nov 25, 2012
Provisional Application 61778084 · Mar 12, 2013
Related Publication 20140179616A1 · Jun 26, 2014