Extraordinary metabolic stability of peptides containing α-aminoxy acids

Amino Acids. 2012 Jul;43(1):499-503. doi: 10.1007/s00726-011-1095-8. Epub 2011 Oct 1.

Abstract

The metabolic stability of peptides containing a mixed sequence of α-aminoxy acids and α-amino acids is significantly improved compared to peptides composed of only natural α-amino acids. The introduction of an α-aminoxy acid into peptide chain dramatically improves the stability of the amide bonds immediately before and after it. These peptides containing α-aminoxy acids represent excellent structural scaffold for the design of metabolically stable and biologically active peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Animals
  • Microsomes, Liver / metabolism
  • Peptides / chemistry*
  • Peptides / metabolism*
  • Protein Stability*
  • Protein Structure, Secondary
  • Rats

Substances

  • Amino Acids
  • Peptides