Nucleosides, Nucleotides and Nucleic Acids

Stereoselective nucleoside deuteration for NMR studies of DNA

M Lukin, C Santos

Index: Lukin, Mark; Santos, Carlos De Los Nucleosides, Nucleotides and Nucleic Acids, 2010 , vol. 29, # 7 p. 562 - 573

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Citation Number: 3

Abstract

A procedure has been elaborated for stereoselective deuterium substitution of one of the diastereotopic 5′-protons in 2′-deoxynucleotides. The synthetic scheme uses the reduction of the 5-oxosugar derivative with deuterated Alpine-Borane. The resulting deuterosugar is converted into pyrimidine nucleosides and incorporated into DNA using standard protocols. Comparison of two-dimensional NMR spectra of the fully protonated ...