The effect of the base in the fragmentation of nucleotide C4′ radicals

被引：11

作者：

Crich, D ^{[1
]}

Suk, DH ^{[1
]}

Hao, XL ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

来源：

TETRAHEDRON | 2002年 / 58卷 / 29期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

radicals and radical reactions; kinetics; nucleotides; tin and compounds;

D O I：

10.1016/S0040-4020(02)00557-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 3'-O-diethylphosphoryl-4'-alpha-[(2-halophenylethylthio)carbonyl] substituted esters of thymidine, cytidine, adenosine and guanosine are prepared by total synthesis and used as C4'-radical precursors in a competition kinetic method using tributyltin hydride as the reductant. The pseudo-first order rate constants for the C4'-radicals so generated decrease in the order guansoine>cytidine>adenosine>thymidine with that for guanosine being too rapid for determination by the present competition kinetic method. A (119)Sn NMR method is presented for estimation of the purity of tin hydride solutions. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：5789 / 5801

页数：13

共 41 条

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