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合成寡聚（脱氧核糖核苷硫代磷酸酯）的新途径。P-手性寡聚（脱氧核糖核苷硫代磷酸酯）的立体控制合成。

Novel route to oligo(deoxyribonucleoside phosphorothioates). Stereocontrolled synthesis of P-chiral oligo(deoxyribonucleoside phosphorothioates).

作者信息

Stec W J, Grajkowski A, Koziolkiewicz M, Uznanski B

机构信息

Polish Academy of Sciences, Department of Bioorganic Chemistry, Lodz.

出版信息

Nucleic Acids Res. 1991 Nov 11;19(21):5883-8. doi: 10.1093/nar/19.21.5883.

DOI:10.1093/nar/19.21.5883
PMID:1945876
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC329042/
Abstract

The synthesis and separation of diastereoisomerically pure 5'-O-DMT-nucleoside 3'-O-(2-thio-1,3,2-oxathiaphospholane) allows their use as synthons in DBU-catalyzed reaction with the 5'-hydroxyl function of solid-support-bound nucleoside moiety. Since this reaction is stereospecific (greater than 99%), this novel method allows preparation of oligo(nucleoside phosphorothioates) with predetermined chirality at each P-chiral internucleotide phosphorothioate centre.

摘要

非对映体纯的5'-O-DMT-核苷3'-O-(2-硫代-1,3,2-氧杂硫磷杂环戊烷)的合成与分离，使其能够作为合成子用于与固相支持的核苷部分的5'-羟基官能团进行的DBU催化反应。由于该反应具有立体专一性(大于99%)，这种新方法能够在每个P-手性核苷酸间硫代磷酸酯中心制备具有预定手性的寡(核苷酸硫代磷酸酯)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/31dd/329042/0ee71210a44c/nar00101-0085-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/31dd/329042/0ee71210a44c/nar00101-0085-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/31dd/329042/0ee71210a44c/nar00101-0085-a.jpg

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