Unit

UNIT 4.33 Synthesis of Alkyne- and Azide-Modified Oligonucleotides and Their Cyclization by the CuAAC (Click) Reaction

  1. Afaf H. El-Sagheer1,2,
  2. Tom Brown1

Published Online: 1 DEC 2008

DOI: 10.1002/0471142700.nc0433s35

Current Protocols in Nucleic Acid Chemistry

Current Protocols in Nucleic Acid Chemistry

How to Cite

El-Sagheer, A. H. and Brown, T. 2008. Synthesis of Alkyne- and Azide-Modified Oligonucleotides and Their Cyclization by the CuAAC (Click) Reaction. Current Protocols in Nucleic Acid Chemistry. 35:4.33:4.33.1–4.33.21.

Author Information

  1. 1

    School of Chemistry, University of Southampton, Highfield Southampton, U.K.

  2. 2

    Chemistry Branch, Department of Science and Mathematics, Faculty of Petroleum and Mining Engineering, Suez Canal University, Suez, Egypt

Publication History

  1. Published Online: 1 DEC 2008
  2. Published Print: DEC 2008

Abstract

The Cu(I)-catalyzed alkyne-azide cycloaddition (CuAAC) reaction has been used to synthesize cyclic mini-DNA duplexes. The reaction is carried out on 5′-alkyne-3′-azide-labeled hairpin loop oligonucleotides and proceeds in high yield under mild conditions in as little as 5 min. The resultant duplexes have very high thermal stability and their CD spectra are characteristic of normal B-DNA. Curr. Protoc. Nucleic Acid Chem. 35:4.33.1-4.33.21. © 2008 by John Wiley & Sons, Inc.

Keywords:

  • Click chemistry;
  • CuAAC reaction;
  • oligonucleotide cyclization;
  • mini-duplex