A CONVENIENT SYNTHESIS OF S-CYANOETHYL-PROTECTED 4-THIOURIDINE AND ITS INCORPORATION INTO OLIGORIBONUCLEOTIDES

被引：30

作者：

ADAMS, CJ

MURRAY, JB

ARNOLD, JRP

STOCKLEY, PG

机构：

[1] Department of Genetics, University of Leeds, Leeds

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)75812-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reliable preparation of S-4-cranoethyl-4-thiouridine and its incorporation into oligoribonucleoitides is reported. Deprotection of oligoribonucleotides with DBU in acetonitrile followed by methanolic ammonia allows the we of standard N-benzoyl and N-isobutyryl protected phosphoramidites. Cleavage of hammerhead ribozymes using GCGCCGAAACACCGUG[U-4S]CUCGAGC as the modified substrate and GGCUCGACUGAUGAGGCGC as the ribozyme resulted in a halving of the cleavage rate when compared to the unmodified substrate, which is consistent with the proposal that the A(9).U-17 base pair plays a key role in the active structure.

引用

页码：765 / 768

页数：4

共 28 条

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