Method for synthesizing a peptide containing a non-peptide bond

Details Method for synthesizing a peptide containing a non-peptide bond Method for synthesizing a peptide containing a non-peptide bond

1988-03-04

1990-01-30

Kight, John

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Mixing of two or more solid polymers; mixing of solid...

530323, C08F28300, A61K 3702

Patent

active

048974455

ABSTRACT:
This invention features a method for the solid phase synthesis of non-peptide bonds (CH.sub.2 --NH) in polypeptide chains. These polypeptides are synthesized by standard procedures and the non-peptide bond synthesized by reacting an amino aldehyde and an amino acid in the presence of NaCNBH.sub.3.
This invention also features somatostatin analogs with non-peptide bonds.
This invention further features a solid phase method of chemically modifying a peptide. The method involves synthesizing .alpha.-N-R and side group N-R analogs of peptides, where R is a an alkyl or aryl group, by reacting a carbonyl-containing compound and an amino acid in the presence of NaCNBH.sub.3.

REFERENCES:
patent: 4569967 (1986-02-01), Kornreich
Szelke et al. (1982) Nature 299:555.
Tourwe et al. "The synthesis of Peptide Analogues with a Modified Peptide Bond".
Natarajan et al. (1981) Proc. 7th Am. Peptide Symp.; ed. by D. N. Rich and E. Gross, p. 429.
Hudson et al. (1979) Int. J. Peptide Protein Research, 14: 177.

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