NUCLEOSIDES AND NUCLEOTIDES .126. INCORPORATION OF A MUTAGENIC NUCLEOSIDE, 5-FORMYL-2'-DEOXYURIDINE, INTO AN OLIGODEOXYRIBONUCLEOTIDE

被引:26
作者
MATSUDA, A
INADA, M
NARA, H
OHTSUKA, E
ONO, A
机构
[1] Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo, 060, Kita-12
[2] Department of Chemistry, Faculty of Science, Tokyo Metropolitan University, Hachioji, Tokyo
关键词
NUCLEOSIDE; 5-FORMYL-2'-DEOXYURIDINE; OLIGODEOXYRIBONUCLEOTIDE; MUTAGENESIS; GAMMA-IRRADIATION;
D O I
10.1016/S0960-894X(01)80757-5
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An oligodeoxyribonucleotide (TT1TTT) containing 5-formyl-2'-deoxyuridine (1) has been synthesized. Protection of the formyl group of 3',5'-di-O-acetyl-5-formyl-2'-deoxyuridine (3) with N,N-di-(m-chlorophenyl)-ethylenediamine (4d) afforded the imidazolidine derivative 5d, which was converted into the nucleoside 3'-phosphoramidite 7. Incorporation of 7 into an oligonucleotide and then acid-hydrolysis gave the oligomer containing 1. The nucleoside composition was confirmed after conversion of 1 in the oligomer into 5-hydroxymethyl-2'-deoxyuridine.
引用
收藏
页码:2751 / 2754
页数:4
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