Insights into the Biological Redox Chemistry of 2'-Deoxyadenosine 5'-Monophosphate by Electrochemical Techniques

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  • Insights into the Biological Redox Chemistry of 2 Deoxyadenosine 5 Monophosphate by Electrochemical Techniques

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<jats:title>Abstract</jats:title> <jats:p>The electrochemical oxidation of 2′-deoxyadenosine 5′-monophosphate at a pyrolytic graphite electrode (PGE) was studied in the pH range 2.65–10.03 and was found to proceed in a single well-defined oxidation peak, Ia, over the entire pH range. The cyclic voltammetric behavior indicated the pH dependence of the oxidation pathway. The kinetic studies of the UV-absorbing intermediate generated during electrooxidation were followed spectrophotometrically, and decay occurred in a pseudo first-order reaction having k values in the range (0.595–0.986) × 10−3 s−1 over the entire pH range studied. Coulometric studies indicated that the process of the oxidative pathway involved n values as 5.0 ± 0.5 in the acidic range (pH 3.37) and 4.0 ± 0.5 at physiological pH 7.22. The products of electrooxidation were characterized by GC-MS and on the basis of electrochemical, spectrochemical, and product analysis; a plausible redox mechanism is suggested.</jats:p>

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