Microwave Assisted "Click" Chemistry for the Synthesis of Multiple Labeled-Carbohydrate Oligonucleotides on Solid Support - Oligonucleotides

Microwave Assisted "Click" Chemistry for the Synthesis of Multiple Labeled-Carbohydrate Oligonucleotides on Solid Support
Received March 15, 2006
Web Release Date: May 16, 2006
Camille Bouillon, Albert Meyer, S?bastien Vidal, Anne Jochum, Yann Chevolot, Jean-Pierre Cloarec, Jean-Pierre Praly, Jean-Jacques Vasseur, and Fran?ois Morvan*
J. Org. Chem
ACS Publications
Copyright ? 2006 American Chemical Society
Laboratoire de Chimie Organique Biomol?culaire de Synth?se, UMR 5625 CNRS - Universit? Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France, Laboratoire de Chimie Organique 2, UMR 5181 CNRS - Universit? Claude Bernard Lyon 1, 43 Boulevard du 11 Novembre 1918, 69622 Villeurbanne, France, and Laboratoire Electronique Opto?lectronique et Microsyst?me, UMR 5512 CNRS - Ecole Centrale de Lyon, 36 avenue Guy-de-Collongue, 69134 Ecully, France morvan@univ-montp2.fr
Abstract:
A versatile approach has been developed for the multiple labeling of oligonucleotides. First, three linkers as a H-phosphonate monoester derivative were condensed on a solid-supported T12 to introduce H-phosphonate diester linkages which were oxidized in the presence of propargylamine. Second, three galactosyl azide derivatives were conjugated to the solid-supported three-alkyne-modified T12 by a 1,3-cycloaddition so-called "click chemistry" in the presence of Cu(I) assisted by microwaves.
You can view the abstract online. A subscription is required to view the full text or it can be purchased online.