Method for synthesizing a peptide containing a non-peptide

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

1986-06-27

1989-02-07

Phillips, Delbert R.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Synthesis of peptides

530323, 530332, A61K 3702

Patent

active

048032611

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 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), Kornrich et al.
Szelke et al. (1982) Nature 299:555.
Tourwe et al.
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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