Derivatized amino acids relevant to native peptide synthesis by chemical ligation and acyl transfer

J Org Chem. 2003 Nov 28;68(24):9247-54. doi: 10.1021/jo030192r.

Abstract

Three amino acids were converted into the derivatives 5.2 (from glycine), 6.4a and 6.4b (from alanine), and 8.3a and 8.3b (from O-benzyl serine). These N-alkylated amino acids, which can be deprotected after conversion of the carboxyl into an amide, correspond to the general structure 2.1, a compound class of use in the study of peptide segment coupling by the ligation-acyl transfer method.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Alanine / chemistry
  • Amino Acids / chemistry*
  • Glycine / chemistry
  • Ligation
  • Models, Chemical
  • Molecular Structure
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Serine / chemistry

Substances

  • Amino Acids
  • Peptides
  • Serine
  • Alanine
  • Glycine