DIPENTAFLUOROPHENYL CARBONATE - A REAGENT FOR THE SYNTHESIS OF OLIGONUCLEOTIDES AND THEIR CONJUGATES

被引：30

作者：

EFIMOV, VA

KALINKINA, AL

CHAKHMAKHCHEVA, OG

机构：

[1] Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul., Moscow 117871

来源：

NUCLEIC ACIDS RESEARCH | 1993年 / 21卷 / 23期

关键词：

D O I：

10.1093/nar/21.23.5337

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Dipentafluorophenyl carbonate has been successfully used as condensing agent for the internucleotide bond formation in the synthesis of oligonucleotides via H-phosphonate approach. The mechanism of a nucleotide component activation with this reagent has been investigated with the help of P-31 NMR spectroscopy. It was shown that preactivation of deoxynucleoside H-phosphonate with dipentafluorophenyl carbonate has no influence on the efficiency of the synthesis. This reagent is highly reactive, nonhygroscopic and stable on storage at room temperature. The effectiveness of dipentafluorophenyl carbonate in the oligonucleotide chemistry has been demonstrated in the solid-phase synthesis of 10-50-mers on 0.2, 1 and 10 mumol scales. The use of this reagent for the derivatisation of polymer supports as well as for the synthesis of oligonucleotide conjugates with polyethylene glycol and a lipid is described.

引用

页码：5337 / 5344

页数：8

共 17 条

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