One-electron oxidation of the guanine moiety of 2′-deoxyguanosine:: Influence of 8-oxo-7,8-dihydro-2′-deoxyguanosine

被引：94

作者：

Ravanat, JL ^{[1
]}

Saint-Pierre, C ^{[1
]}

Cadet, J ^{[1
]}

机构：

[1] CEA Grenoble, DRFMC, Lab Les Acides Nucl, Serv Chim Inorgan & Biol,UMR 5046, F-38054 Grenoble 9, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 08期

关键词：

D O I：

10.1021/ja028608q

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The influence of 8-oxo-7,8-dihydro-2′-deoxyguanosine (8-oxodGuo) on riboflavin and UVA-mediated one-electron oxidation of an aqueous aerated solution of 2′-deoxyguanosine (dGuo) has been studied. Using labeled experiments, we have demonstrated that, despite not being able to detect significant amounts of 8-oxodGuo upon one-electron oxidation of dGuo, 8-oxodGuo is indeed produced but is further rapidly degraded to oxidized nucleosides. Evidence is provided showing that an efficient electron transfer reaction from 8-oxodGuo to the guanine radical cation or rather its deprotonated form occurs, giving rise to the specific decomposition of 8-oxodGuo together with the restitution of dGuo. It could be concluded that 8-oxodGuo efficiently protects dGuo from decomposition by the one-electron oxidation reaction. Copyright © 2003 American Chemical Society.

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页码：2030 / 2031

页数：2

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