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Characterisation of sulphoxides by atmospheric pressure ionisation mass spectrometry
Author(s) -
Wright Patricia,
Alex Alexander,
Gibson Drew,
Jones Russell,
Macrae Paul
Publication year - 2005
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.2015
Subject(s) - chemistry , radical , mass spectrometry , fragmentation (computing) , substituent , tandem mass spectrometry , atmospheric pressure , mass spectrum , methyl radical , triple quadrupole mass spectrometer , atmospheric pressure chemical ionization , analytical chemistry (journal) , photochemistry , medicinal chemistry , ion , ionization , selected reaction monitoring , organic chemistry , chemical ionization , chromatography , oceanography , computer science , geology , operating system
An observation that a series of proprietary compounds containing a methyl thiophenyl group all underwent metabolic S‐oxidation, and that the product ion spectra of the resulting S‐oxides showed methyl radical loss under low‐energy atmospheric pressure ionisation tandem mass spectrometry (API‐MS/MS) conditions, has led to an investigation of the fragmentation of commercially available sulphoxides. The phenyl methyl sulphoxides studied do lose methyl radicals under MS/MS conditions on triple quadrupole mass spectrometers. In addition, the phenyl sulphoxides, with simple substituents other than a methyl group, also showed a tendency to lose the substituent as a radical. It was concluded that radical loss from these simple sulphoxides was characteristic of S‐oxidation of these molecules. Radical losses, such as those reported here, are used in‐house to distinguish S‐oxidation from N‐ and C‐oxidation in metabolism studies. Copyright © 2005 John Wiley & Sons, Ltd.

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