Creating diversity by site-selective peptide modification: a customizable unit affords amino acids with high optical purity

Org Lett. 2013 Nov 15;15(22):5778-81. doi: 10.1021/ol402800a. Epub 2013 Oct 30.

Abstract

The development of peptide libraries by site-selective modification of a few parent peptides would save valuable time and materials in discovery processes, but still is a difficult synthetic challenge. Herein natural hydroxyproline is introduced as a "convertible" unit for the production of a variety of optically pure amino acids, including expensive N-alkyl amino acids, and to achieve the mild, efficient, and site-selective modification of peptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Amino Acids / chemistry*
  • Hydroxyproline / chemistry*
  • Molecular Structure
  • Peptides / chemistry*
  • Stereoisomerism

Substances

  • Amino Acids
  • Peptides
  • Hydroxyproline