© 2009 Oxford University Press
This article appears in the following Nucleic Acid Symposium Series issue: The 6th International Symposium on Nucleic Acids Chemistry (36th Symposium on Nucleic Acids Chemistry) [View the issue table of contents]
Stereocontrolled synthesis of oligodeoxyribonucleoside boranophosphates via stereodefined H-phosphonate intermediates
1Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Building 702, Kashiwanoha 5-1-5, Kashiwa, Chiba 277-8562, Japan, 2Chiralgen, Ltd, Tokatsu Techno Plaza 601, Kashiwanoha, Kashiwa, Chiba 277-0882, Japan and 3Department of Chemistry, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan
*Corresponding author. E-mail: wada{at}k.u-tokyo.ac.jp
Abstract
P-Stereodefined oligodeoxyribonucleoside boranophosphates (PB-ODNs) were succecfully synthesized by the conversion of diastereopure H-phosphonate intermediates. Thermal denaturation studies clearly showed that the duplex stability of PB-ODNs with the complementary DNA and RNA depends on the stereochemistry of the boranophosphate linkages.