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Investigation of the electrochemical oxidation products of zotepine and their fragmentation using on‐line electrochemistry/electrospray ionization mass spectrometry
Author(s) -
Nozaki Kazuyoshi,
Kitagawa Hiroshi,
Kimura Sumihisa,
Kagayama Akira,
Arakawa Ryuichi
Publication year - 2006
Publication title -
journal of mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 1076-5174
DOI - 10.1002/jms.1017
Subject(s) - chemistry , electrospray ionization , electrochemistry , mass spectrometry , bulk electrolysis , electrospray , fragmentation (computing) , collision induced dissociation , analytical chemistry (journal) , mass spectrum , electrolysis , electrolyte , chromatography , tandem mass spectrometry , cyclic voltammetry , electrode , computer science , operating system
When zotepine, an antipsychotic drug, was electrochemically oxidized using electrospray ionization mass spectrometry (ESI‐MS) coupled with a microflow electrolytic cell, [M + 16 + H] + ( m / z 348), [M—H] + ( m / z 330) and [M—14 + H] + ( m / z 318) were observed as electrochemical oxidation product ions (M represents the zotepine molecule). Although a major fragment ion that was derived from the dimethyl aminoethyl moiety was observed only at m / z 72 in the collision‐induced dissociation (CID) spectrum of zotepine, new fragments such as m / z 315 and 286 ions could be generated in the CID spectrum by combining electrochemical oxidation and CID. Since these fragments were relatively specific with high ion strength, it was thought that they would be useful for developing a sensitive LC‐MS/MS assay. The S‐oxide and N ‐demethylated products were detected by electrolysis assuring that a portion of P450 metabolites of zotepine could be mimicked by the electrochemistry/electrospray ionization mass spectrometry (EC/ESI‐MS) system. Copyright © 2006 John Wiley & Sons, Ltd.