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.
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收藏
页码：765 / 768
页数：4
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