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National Institute of Environmental Health Sciences

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Publication Detail

Title: Chemical and electrochemical oxidation of C8-arylamine adducts of 2'-deoxyguanosine.

Authors: Stover, James S; Ciobanu, Madalina; Cliffel, David E; Rizzo, Carmelo J

Published In J Am Chem Soc, (2007 Feb 21)

Abstract: 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.

PubMed ID: 17256856 Exiting the NIEHS site

MeSH Terms: Amines/chemistry*; Amines/metabolism; Deoxyguanosine/analogs & derivatives*; Deoxyguanosine/chemistry*; Deoxyguanosine/metabolism; Electrochemistry; Oxidation-Reduction

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