One-Pot/Sequential Native Chemical Ligation Using Photocaged Crypto-thioester

Org Lett. 2016 Feb 5;18(3):596-9. doi: 10.1021/acs.orglett.5b03661. Epub 2016 Jan 12.

Abstract

A practical and efficient methodology for the chemical synthesis of peptides/proteins using a one-pot/sequential ligation is described. It features the use of photocleavable S-protection on an N-sulfanylethylaniline moiety. Removal of the S-protecting ligated materials under UV irradiation provides a readily usable mixture for subsequent native chemical ligation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ligation
  • Molecular Structure
  • Peptides / chemical synthesis*
  • Peptides / chemistry
  • Photochemical Processes
  • Sulfur Compounds / chemistry*
  • Ultraviolet Rays

Substances

  • Peptides
  • Sulfur Compounds