PMID: 2490521Jan 1, 1989Paper

The use of mass spectrometry in the study of chemically-reactive drug metabolites. Application of MS/MS and LC/MS to the analysis of glutathione- and related S-linked conjugates of N-methylformamide

Journal of Pharmaceutical and Biomedical Analysis
T A BaillieW N Howald

Abstract

The S-(N-methylcarbamoyl) derivatives of glutathione, cysteine and N-acetylcysteine, the S-linked conjugates derived from a reactive metabolite of N-methylformamide (NMF), were studied in mice dosed with an equimolar mixture of NMF and deuterium-labelled NMF. Following preparation of N-benzyloxycarbonyl derivatives in aqueous media, the title conjugates were isolated, purified as their methyl esters and subjected to analysis by fast atom bombardment mass spectrometry (FAB/MS), fast atom bombardment tandem mass spectrometry (FAB/MS/MS) or thermospray liquid chromatography/mass spectrometry (TSP LC/MS). Characteristic isotope clusters in the FAB or TSP mass spectra facilitated recognition of drug metabolites, while constant neutral loss (89 u) and daughter ion scanning tandem mass spectrometry (MS/MS) experiments provided unique structural information on the conjugates of interest. It is concluded that the combined use of stable isotopes, aqueous-phase derivatization and contemporary mass spectrometric techniques represents a powerful approach for the analysis of glutathione adducts and related S-linked conjugates of chemically-reactive drug metabolites.

Citations

Nov 1, 1992·Journal of the American Society for Mass Spectrometry·C M MurphyP L Gutierrez
Feb 3, 2015·Drug Metabolism Reviews·Bo Wen, Mingshe Zhu
Feb 25, 2009·Expert Opinion on Drug Metabolism & Toxicology·Bo Wen, William L Fitch
Jun 1, 1993·Biological Mass Spectrometry·T A Baillie, M R Davis
Jan 19, 2006·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·E StraubeW Dekant
Jan 1, 2016·Rapid Communications in Mass Spectrometry : RCM·Keyur R ParmarSaranjit Singh
Jul 23, 2003·Chemical Research in Toxicology·Benjamin M Johnson, Richard B van Breemen

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