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Nucleic Acids Symposium Series 2005 49(1):27-28; doi:10.1093/nass/49.1.27
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© 2005 Oxford University Press

A novel method for the synthesis of DNA and its analogs by the use of BH3 as a protecting group for phosphonic acid

Toshihide Kawanaka, Mamoru Shimizu, Kazuhiko Saigo and Takeshi Wada

Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience building 702, Kashiwa, Chiba 277-8562, Japan

Recently, we have developed a novel reaction for the transformation of boranophosphate diesters to the corresponding H-phosphonate diesters in the presence of trityl cation under acidic conditions. In this study, DNA and backbone-modified DNA analogs were synthesized in good yields upon applying this reaction. We report the transformation of boranophosphate DNAs, fully protected with 2-azidomethylbenzoyl groups, to various backbone-modified DNA analogs via the H-phosphonate intermediates in solution and on a solid support.


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