Peptides for heparin and low molecular weight heparin anticoagul

Details Peptides for heparin and low molecular weight heparin anticoagul Peptides for heparin and low molecular weight heparin anticoagul

1993-11-12

1996-07-09

Nucker, Christine M.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

25 or more amino acid residues in defined sequence

530300, 530326, A61K 3800, C07K 1400

Patent

active

055346197

ABSTRACT:
Less toxic agents for reversal of heparin or low molecular weight heparin anticoagulation which are synthetic protamine-like polycationic peptides having a total cationic charge which is less than that of n-protamine. In preferred embodiments, arginine residues of n-protamine are replaced with lysine residues for ease of manufacture. Selective positively charged arginine residues have been replaced with an uncharged amino acid residue or its analog, such as glycine or glutamine, in order to reduce the total cationic charge on the polycationic peptide to the range of about [+14] to [+18], preferably [+16]. In specific embodiments, there are sequences of 29 amino acid residues wherein 4 to 5 clusters of 2 to 4 positively charged amino acids are separated by 2 to 6 neutral amino acids. The C-terminus and the N-terminus can be modified to mitigate against in vivo degradation by carboxypeptidases and aminopeptidases.

REFERENCES:
DeLucia III, A. et al. (1993) Efficacy and toxicity of differently charged polycationic protamine-like peptides for heparin anticoagulation reversal. J. Vasc. Surg. 18, 49-60. See entire document. Published Jul. 9, 1993.
McKay, D. et al. (1986) Amino acid sequences of six distinct proteins from a single testis. Eur. J. Biochem. 158, 361-366. See Fig. 6 on p. 365.
Merck Index, Ninth Ed., Merck & Co., Rahway, NJ (1976). See p. 7675, entry No. 7669.

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