On-resin peptide macrocyclization using thiol-ene click chemistry

Chem Commun (Camb). 2010 Jun 21;46(23):4061-3. doi: 10.1039/c001375g. Epub 2010 Apr 8.

Abstract

A versatile and rapid synthetic strategy has been developed for the on-resin cyclization of peptides using thiol-ene photochemistry. This unique method exploits the thiol group of natural cysteine amino acids and allows for various alkenes to be incorporated orthogonal to the peptide backbone.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Combinatorial Chemistry Techniques / methods*
  • Cyclization
  • Cysteine / chemistry
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Photochemistry
  • Sulfhydryl Compounds / chemistry*

Substances

  • Peptides, Cyclic
  • Sulfhydryl Compounds
  • Cysteine