Literature DB >> 12590514

One-electron oxidation of the guanine moiety of 2'-deoxyguanosine: influence of 8-oxo-7,8-dihydro-2'-deoxyguanosine.

Jean-Luc Ravanat1, Christine Saint-Pierre, Jean Cadet.   

Abstract

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.

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Year:  2003        PMID: 12590514     DOI: 10.1021/ja028608q

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  18 in total

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2.  Oxidation of guanine in G, GG, and GGG sequence contexts by aromatic pyrenyl radical cations and carbonate radical anions: relationship between kinetics and distribution of alkali-labile lesions.

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3.  Solvent exposure associated with single abasic sites alters the base sequence dependence of oxidation of guanine in DNA in GG sequence contexts.

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Journal:  Chembiochem       Date:  2011-06-07       Impact factor: 3.164

Review 4.  Formation and repair of oxidatively generated damage in cellular DNA.

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5.  HO* radicals induce an unexpected high proportion of tandem base lesions refractory to repair by DNA glycosylases.

Authors:  François Bergeron; Frédéric Auvré; J Pablo Radicella; Jean-Luc Ravanat
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6.  Generation of 8-oxo-7,8-dihydroguanine in G-Quadruplexes Models of Human Telomere Sequences by One-electron Oxidation.

Authors:  Tomasz J Merta; Nicholas E Geacintov; Vladimir Shafirovich
Journal:  Photochem Photobiol       Date:  2018-06-04       Impact factor: 3.421

Review 7.  One-electron oxidation reactions of purine and pyrimidine bases in cellular DNA.

Authors:  Jean Cadet; J Richard Wagner; Vladimir Shafirovich; Nicholas E Geacintov
Journal:  Int J Radiat Biol       Date:  2014-04-03       Impact factor: 2.694

8.  On the chemical yield of base lesions, strand breaks, and clustered damage generated in plasmid DNA by the direct effect of X rays.

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Journal:  Radiat Res       Date:  2007-09       Impact factor: 2.841

9.  DNA sequence context as a determinant of the quantity and chemistry of guanine oxidation produced by hydroxyl radicals and one-electron oxidants.

Authors:  Yelena Margolin; Vladimir Shafirovich; Nicholas E Geacintov; Michael S DeMott; Peter C Dedon
Journal:  J Biol Chem       Date:  2008-10-23       Impact factor: 5.157

10.  Solvent effects on ionization potentials of guanine runs and chemically modified guanine in duplex DNA: effect of electrostatic interaction and its reduction due to solvent.

Authors:  Satoshi Yokojima; Norifumi Yoshiki; Wataru Yanoi; Akira Okada
Journal:  J Phys Chem B       Date:  2009-12-24       Impact factor: 2.991

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