title: Application of liquid chromatography/thermospray mass spectrometry to studies on the formation of glutathione and cysteine conjugates from monomethylcarbamate metabolites of bambuterol.
abstract: Liquid chromatography/thermospray mass spectrometry (LC/TSP-MS) has been used to identify and study the rates of formation of S-(N-methylcarbamoyl)cysteine and S-(N-methylcarbamoyl)glutathione as products of the in vitro reaction of cysteine and glutathione, respectively, with two monomethylcarbamate metabolites of the bronchodilator pro-drug bambuterol. The conjugates of interest afforded MH+ species and yielded abundant structurally informative fragment ions which were employed in the development of quantitative, selected-ion monitoring assays. It is concluded that LC/TSP-MS represents a rapid and convenient approach to the direct aqueous-phase analysis of the class of S-(N-alkylcarbamoyl) conjugates of cysteine and glutathione.
authors.affiliation: Department of Medicinal Chemistry, School of Pharmacy, University of Washington, Seattle 98195.
authors.forename: M S
authors.initials: MS
authors.lastname: Rashed
authors.forename: P G
authors.initials: PG
authors.lastname: Pearson
authors.forename: D H
authors.initials: DH
authors.lastname: Han
authors.forename: T A
authors.initials: TA
authors.lastname: Baillie
mesh_terms: D001993:Bronchodilator Agents; D002219:Carbamates / Q000378:metabolism; D003545:Cysteine / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D005978:Glutathione / Q000378:metabolism; D011355:Prodrugs; D013726:Terbutaline / Q000031:analogs & derivatives* / Q000378:metabolism
chemical_list: D001993:Bronchodilator Agents; D002219:Carbamates; D011355:Prodrugs; C036868:methyl carbamate; D005978:Glutathione; D003545:Cysteine; D013726:Terbutaline; C047766:bambuterol