Chemical and electrochemical oxidation of C8-arylamine adducts of 2′-deoxyguanosine

被引：18

作者：

Stover, James S.

Ciobanu, Madalina

Cliffel, David E.

Rizzo, Carmelo J.

机构：

[1] Vanderbilt Univ, Dept Chem, Ctr Mol Toxicol, Nashville, TN 37235 USA

[2] Vanderbilt Univ, Vanderbilt Inst Chem Biol, Nashville, TN 37235 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 07期

关键词：

D O I：

10.1021/ja066404u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The electrochemical and chemical oxidation of a series of C8-arylamine adducts of 2'-deoxyguanosine has been examined. The oxidations were found to be reversible by cyclic and square-wave voltammetry in both aqueous buffer and aprotic organic solvent. The mechanism of the oxidation in protic media was either one- or two-electron, depending on the aryl group. The chemical oxidation resulted in guanidinohydantoin and spiroiminodihydantoin rearrangement products similar to those observed for 8-oxo-7,8-dihydro-2'-deoxyguanosine.

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页码：2074 / 2081

页数：8

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