Synthesis of pyridine, pyrimidine and pyridinone C-nucleoside phosphoramidites for probing cytosine function in RNA

J Lu, NS Li, SC Koo, JA Piccirilli

Index: Lu, Jun; Li, Nan-Sheng; Koo, Selene C.; Piccirilli, Joseph A. Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8021 - 8030

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Citation Number: 25

Abstract

In the structures of the HDV ribozyme a cytosine nucleobase resides at the active site poised to participate directly in catalysis. Defining the functional role of the nucleobase requires nucleoside analogues that perturb the functional groups in a strategic manner. Herein, we have developed efficient methods for the synthesis of five C-nucleoside phosphoramidite derivatives that, when used in combination, provide strategies for probing the potential ...