Efficient guanidination of the phosphate linkage towards cationic phosphoramidate oligonucleotides

被引：20

作者：

Michel, T ^{[1
]}

Debart, F ^{[1
]}

Vasseur, JJ ^{[1
]}

机构：

[1] Univ Montpellier 2, Lab Chim Organ Biomol Synth, CNRS, UMR 5625,UM 2,CC 008, F-34095 Montpellier 05, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(03)01694-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient postsynthesis method of guanidination of oligonucleotides was employed to introduce several guanidinium groups into internucleotide phosphoramidate linkages. The amino functions of aminobutylphosphoramidate links were converted to guanidine butylphosphoramidates using a solution of O-methylisourea hemisulfate in aqueous ammonia, in a short reaction time. The synthesis of various fully guanidylated oligonucleotides was successfully performed to provide a new class of cationic phosphoramidate oligonucleotides. (C) 2003 Published by Elsevier Ltd.

引用

页码：6579 / 6582

页数：4

共 32 条

[11] Stabilization of triple-stranded oligonucleotide complexes: Use of probes containing alternating phosphodiester and stereo-uniform cationic phosphoramidate linkages [J].