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Issue 23, 2011
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Electrochemical oxidation by square-wave potential pulses in the imitation of phenacetin to acetaminophen biotransformation

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Abstract

Electrochemistry in combination with mass spectrometry is emerging as a versatile analytical technique in the imitation of oxidative drug metabolism during the early stages of drug discovery and development. Here, we present electrochemical O-dealkylation of phenacetin to acetaminophen by square-wave potential pulses consisting of consecutive sub-second oxidation and reduction steps. This O-dealkylation could not be achieved by oxidation at constant potential or longer potential pulses because of the fast hydrolysis of the reactive intermediates. Electrochemical conversion by square-wave potential pulses can thus widen the scope of electrochemical synthesis of metabolites and imitation of in vivodrug metabolism.

Graphical abstract: Electrochemical oxidation by square-wave potential pulses in the imitation of phenacetin to acetaminophen biotransformation

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Article information


Submitted
26 Jul 2011
Accepted
22 Sep 2011
First published
07 Oct 2011

Analyst, 2011,136, 5064-5067
Article type
Paper

Electrochemical oxidation by square-wave potential pulses in the imitation of phenacetin to acetaminophen biotransformation

E. Nouri-Nigjeh, R. Bischoff, A. P. Bruins and H. P. Permentier, Analyst, 2011, 136, 5064
DOI: 10.1039/C1AN15643H

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