Simplifying native chemical ligation with an N-acylsulfonamide linker

Chem Commun (Camb). 2012 Mar 7;48(20):2579-81. doi: 10.1039/c2cc15911b. Epub 2012 Jan 31.

Abstract

We report a simplified procedure for the chemical ligation of peptides by using the sulfamylbutyryl linker as a mildly activating group capable of participating in ligation. When the peptidyl N-methylsulfonamide is directly added with excess thiols to ligation reactions, the speed of reaction is comparable to native chemical ligation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry Techniques, Analytical*
  • Chromatography, High Pressure Liquid
  • Molecular Structure
  • Peptides / chemistry*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Sulfhydryl Compounds / chemistry
  • Sulfonamides / chemistry*

Substances

  • Peptides
  • Sulfhydryl Compounds
  • Sulfonamides