Angiogenic heparin-binding epitopes, peptide amphiphiles, self-assembled compositions and related methods of use

• US 7,851,445 B2
• Filed: 03/06/2006
• Issued: 12/14/2010
• Est. Priority Date: 03/04/2005
• Status: Expired due to Fees

• Current Assignee: Northwestern University
• Original Assignee: Northwestern University
• Inventors: Rajangam, Kanya, Hulvat, James F., Stupp, Samuel I.
• Primary Examiner(s): Gupta; Anish
• Assistant Examiner(s): Niebauer; Ronald T
• Application Number:
  US11/368,582
• Publication Number:
  US 20070277250A1
• Time in Patent Office: 1,744 Days
• Field of Search: None
• US Class Current: 514/13.3
• CPC Class Codes: A61K 38/04 Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof enzyme inhibitors A61K38/005; gastrins A61K38/2207, somatostatins A61K38/31, melanotropins A61K38/34 ; protease inhibitors A61K38/55
• CPC Class Codes: A61K 47/542 Carboxylic acids, e.g. a fatty acid or an amino acid
• CPC Class Codes: A61P 43/00 Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
• CPC Class Codes: A61P 9/10 for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Abstract

Peptide amphiphiles and related compositions comprising sulfated polysaccharides, such as but not limited to sulfated glycosaminoglycans, and methods of use relating to the encapsulation and/or controlled release of angiogenic growth factor(s).

Claims

1. A synthetic amphiphilic peptide compound consisting of X-Y-AAAAGGGLRKKLGKA (SEQ ID NO:

3) where X is an alkyl moiety ranging from about six carbon residues to about twenty-two carbon residues and Y is C═

O.

2. The compound of claim 1 wherein residues of the peptide component are capable of interacting with a sulfated glycosaminoglycan selected from heparin, heparan sulfate and combinations thereof.

3. The compound of claim 1 wherein said peptide amphiphilic compound consists of H3C(CH2)14CO-AAAAGGGLRKKLGKA (SEQ ID NO:

3).

4. The compound of claim 2 in composition with a sulfated polysaccharide, said composition comprising a micellar configuration.

5. The compound of claim 4, wherein said polysaccharide is a sulfated glycosaminoglycan selected from heparin, heparan sulfate and combinations thereof.

6. The compound of claim 5, said composition capable of interacting with an angiogenic growth factor.

7. The compound of claim 6, said growth factor selected from a heparin binding growth factor, a heparan binding growth factor and combinations thereof.

8. A composition comprising a sulfated polysaccharide and an amphiphilic peptide compound wherein the amphiphilic peptide compound consists of X-Y-AAAAGGGLRKKLGKA (SEQ ID NO:

3) where X is an alkyl moiety ranging from about six carbon residues to about twenty-two carbon residues and Y is C═

O, said composition comprising a micellar configuration.

9. The composition of claim 8 wherein said polysaccharide is a sulfated glycosaminoglycan selected from heparin, heparan sulfate and combinations thereof.

10. The composition of claim 8 wherein said peptide amphiphile compound is consists of H3C(CH2)144CO-AAAAGGGLRKKLGKA (SEQ ID NO:

3).

11. The composition of claim 10 comprising an angiogenic growth factor selected from a heparin binding growth factor, a heparan binding growth factor and combinations thereof.

12. The composition of claim 11 wherein said factor is selected from vascular endothelial growth factor (VEGF) and fibroblast growth factor-2 (FGF-2).