Stereocontrolled synthesis of phosphorothioate DNA by an oxazaphospholidine approach.

T. Wada, N. Oka, K. Saigo
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引用次数: 5

Abstract

Stereocontrolled synthesis of oligodeoxyribonucleoside phosphorothioates using nucleoside 3'-O-oxazaphospholidine derivatives as monomer units is described. N-(Cyanomethyl)pyrrolidinium triflate (CMPT) was found to be effective as an activator for the highly diastereoselective internucleotidec bond formation. The present method was applied to the solid-phase synthesis of stereoregulated oligodeoxyribonucleoside phosphorothioates.
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恶扎磷酸法立体控制合成硫代DNA。
用核苷3′-o -恶氮膦衍生物作为单体单位,立体控制合成了寡脱氧核糖核苷硫代酸酯。发现N-(氰乙基)吡咯吡啶三酸酯(CMPT)是一种高度非对映选择性核苷间键形成的有效活化剂。本方法应用于固相合成立体调控寡脱氧核糖核苷硫代磷酸酯。
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Stereocontrolled synthesis of phosphorothioate DNA by an oxazaphospholidine approach. Identification of Aquifex aeolicus tRNA (m2(2G26) methyltransferase gene. Crystal structure of d(GCGAAAGCT) containing parallel-stranded duplex with homo base pairs and anti-parallel duplex with Watson-Crick base pairs. X-ray structure of d(GCGAAGC); switching of partner for G:A pair in duplex form. Synthesis and characterization of oligonucleotides containing formamidopyrimidine lesions (Fapy.dA, Fapy.dG) at defined sites.
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