Cysteine-derived s-protected oxazolidinones: potential chemical devices for the preparation of peptide thioesters

Org Lett. 2006 Feb 2;8(3):467-70. doi: 10.1021/ol052755m.

Abstract

[reaction: see text]. An N-S acyl-transfer-mediated preparation of peptide thioesters using the S-protected oxazolidinone derived from cysteine has been developed and applied to the synthesis of a 32-mer biologically active peptide by native chemical ligation protocols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cysteine / chemistry*
  • Esters
  • Molecular Structure
  • Oxazolidinones / chemical synthesis*
  • Oxazolidinones / chemistry*
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Sulfur Compounds / chemical synthesis*
  • Sulfur Compounds / chemistry

Substances

  • Esters
  • Oxazolidinones
  • Peptides
  • Sulfur Compounds
  • Cysteine