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脱氧核糖核苷硫代磷酸酯的重新研究:脱氧核糖核苷-3′-亚磷酸二甲酯的合成与性质

Reinvestigation of deoxyribonucleoside phosphorothioites: synthesis and properties of deoxyribonucleoside-3' dimethyl phosphites.

作者信息

Nagai H, Fujiwara T, Fujii M, Sekine M, Hata T

机构信息

Department of Life Chemistry, Tokyo Institute of Technology, Yokohama, Japan.

出版信息

Nucleic Acids Res. 1989 Nov 11;17(21):8581-93. doi: 10.1093/nar/17.21.8581.

Abstract

Further investigation of the synthesis of deoxyribonucleoside-3' (t-butyl) O-(2-cyanoethyl) phosphorothioites as monomer building units for the phosphorothioite approach has led us to conclude that internucleotidic bond formation proceeded via bis(deoxyribonucleoside-3') (2-cyanoethyl) phosphite intermediates, which proved to be activated by iodine, rather than the mechanism previously reported. In connection with this study, deoxyribonucleoside-3' dimethyl phosphites were synthesized and detailed properties of them are also described.

摘要

对作为亚磷硫酯法单体构建单元的脱氧核糖核苷-3'(叔丁基)O-(2-氰基乙基)亚磷硫酯合成的进一步研究使我们得出结论,核苷酸间键的形成是通过双(脱氧核糖核苷-3')(2-氰基乙基)亚磷酸酯中间体进行的,事实证明该中间体可被碘激活,而非先前报道的机制。与此研究相关,合成了脱氧核糖核苷-3' 亚磷酸二甲酯,并对其详细性质进行了描述。

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