Synthesis of nucleoside dimers bridged on ribose with a butadiynyl group.
[reaction: see text] The nucleoside dimer linked by a butadiynediyl group at C-3'beta may serve as a building block for the preparation of backbone-modified oligonucleotides for DNA repair or mutation in functional genomics. We prepared this type of dimer by an Eglington or Sonogashira coupling reaction. The unsymmetrical dimer was synthesized by coupling the acetylene with the bromoacetylene. Only marginal cytotoxicity was detected for one of the dimers.
Jung
Françoise
F
Laboratoire de Chimie Organique Biologique associé au CNRS (UMR 7509), Faculté de Chimie, Université Louis Pasteur, 1 rue Blaise Pascal, 67008 Strasbourg, France.
Burger
Alain
A
Biellmann
Jean-François
JF
D000114:Acetylene / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis*; D012266:Ribose / Q000737:chemistry*
D009705:Nucleosides; C028270:dinucleoside dimers; D012266:Ribose; D000114:Acetylene