Composition for Long-Acting Peptide Analogs
First Claim
1. A composition comprising a peptide analog having a general formula:
- A-(Cm)x-peptide, wherein;
a. Cm is any one of glycine, alanine, lysine, and arginine;
b. x is an integer from 0-6;
c. A is an alkyl group with 6 to 36 carbon units with a linker group selected from carbonyl, amino, and —
OCH(CH3)CO—
; and
d. the A-(Cm)x-peptide has lower biological activity in cell culture than the parent peptide in the absence of serum.
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Abstract
The invention describes compositions of peptide analogs that are active in blood or cleavable in blood to release an active peptide. The peptide analogs have a general formula: A-(Cm)x-Peptide (SEQ ID NO: 76), wherein A is hydrophobic moiety or a metal binding moiety, e.g., a chemical group or moiety containing 1) an alkyl group having 6 to 36 carbon units, 2) a nitrilotriacetic acid group, 3) an imidodiacetic acid group, or 4) a moiety of formula (ZyHisw)p (SEQ ID NO: 50), wherein Z is any amino acid residue other than histidine, His is histidine, y is an integer from 0-6; w is an integer from 1-6; and p is an integer from 1-6; wherein if A has alkyl group with 6 to 36 carbon units x is greater than 0; and Cm is a cleavable moiety consisting of glycine or alanine or lysine or arginine or N-Arginine or N-lysine, wherein x is an integer between 0-6 and N may be any amino acid or none. The peptide analogs are complexed with polymeric carrier to provide enhanced half-life.
101 Citations
24 Claims
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1. A composition comprising a peptide analog having a general formula:
- A-(Cm)x-peptide, wherein;
a. Cm is any one of glycine, alanine, lysine, and arginine; b. x is an integer from 0-6; c. A is an alkyl group with 6 to 36 carbon units with a linker group selected from carbonyl, amino, and —
OCH(CH3)CO—
; andd. the A-(Cm)x-peptide has lower biological activity in cell culture than the parent peptide in the absence of serum. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 23)
- A-(Cm)x-peptide, wherein;
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14. A peptide analog having a general formula:
- A-(Cm)x-peptide, wherein;
a. Cm is any one of glycine, alanine, lysine, and arginine; b. x is an integer from 0-6; c. A is a chemical group or moiety comprising alkyl group with 6 to 36 carbon units with a —
OCH(CH3)CO-linker attached to —
(Cm)x-peptide; andd. the A-(Cm)x-peptide has lower biological activity in cell culture than the parent peptide in the absence of serum, wherein the peptide is not SEQ ID NO;
53. - View Dependent Claims (15, 16, 17, 18, 19, 20, 21, 22, 24)
- A-(Cm)x-peptide, wherein;
Specification