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A new type of acyclic, achiral nucleoside analogue. How does it simulate nucleosides?
Asger B Petersen1, Thomas Boesen, Otto Dahl
1Department of Chemistry, University of Copenhagen, The H.C. Orsted Institute, Copenhagen, Denmark.
Nucleosides, Nucleotides & Nucleic Acids
|October 21, 2003
Abstract:
The new monomer 1 seems to be an excellent mimic of nucleosides with different sugar conformations (north, south, and envelope), because of the relatively free rotation around gamma, delta, and chi. The rotation around chi is primarily controlled by the repulsion between H6 and the two hydrogen atoms on C4' and not pi conjugation between the double bond and the nucleobase. A viable synthesis of the guanine monomer 8 is described.