Unit

Copper-Catalyzed Azide–Alkyne Click Chemistry for Bioconjugation

  1. Stanislav I. Presolski,
  2. Vu Phong Hong,
  3. M.G. Finn

Published Online: 1 DEC 2011

DOI: 10.1002/9780470559277.ch110148

Current Protocols in Chemical Biology

Current Protocols in Chemical Biology

How to Cite

Presolski, S. I., Hong, V. P. and Finn, M. 2011. Copper-Catalyzed Azide–Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology. 3:153–162.

Author Information

  1. The Scripps Research Institute, La Jolla, California

Publication History

  1. Published Online: 1 DEC 2011
  2. Published Print: DEC 2011

Abstract

The copper-catalyzed azide-alkyne cycloaddition reaction is widely used for the connection of molecular entities of all sizes. A protocol is provided here for the process with biomolecules. Ascorbate is used as reducing agent to maintain the required cuprous oxidation state. Since these convenient conditions produce reactive oxygen species, five equivalents of a copper-binding ligand are used with respect to metal. The ligand both accelerates the reaction and serves as a sacrificial reductant, protecting the biomolecules from oxidation. A procedure is also described for testing the efficiency of the reaction under desired conditions for purposes of optimization, before expensive biological reagents are used. Curr. Protoc. Chem. Biol. 3:153-162 © 2011 by John Wiley & Sons, Inc.

Keywords:

  • click chemistry;
  • azides;
  • alkynes;
  • bioconjugation;
  • proteins;
  • nucleic acids;
  • copper