title: A novel pathway for formation of thiol metabolites and cysteine conjugates from cysteine conjugate sulphoxides.
abstract: p-Bromothiophenol and S-(p-bromophenyl)-L-cysteine were formed enzymatically from S-(p-bromophenyl)-L-cysteine sulphoxide in the in vitro systems with isolated rat hepatocytes or purified cysteine conjugate beta-lyases. Isotope dilution study with non-radiolabelled carrier of each product suggested the initial liberation of the thiol and subsequent formation of the cysteine conjugate. C-S bond cleavage pathway to liberate sulphenic acid and thiol are postulated to play an important role in in vivo generation of toxic intermediates and products from cysteine conjugates.
authors.affiliation: Upjohn Pharmaceuticals Limited Tsukuba Research Laboratories, Ibaraki, Japan.
authors.forename: H
authors.initials: H
authors.lastname: Tomisawa
authors.forename: M
authors.initials: M
authors.lastname: Hayashi
authors.forename: M
authors.initials: M
authors.lastname: Fukushima
authors.forename: S
authors.initials: S
authors.lastname: Iida
authors.forename: F
authors.initials: F
authors.lastname: Uda
authors.forename: K
authors.initials: K
authors.lastname: Hattori
authors.forename: M
authors.initials: M
authors.lastname: Tateishi
mesh_terms: D000818:Animals; D013437:Carbon-Sulfur Lyases; D002478:Cells, Cultured; D003545:Cysteine / Q000031:analogs & derivatives* / Q000378:metabolism / Q000494:pharmacology; D008099:Liver / Q000378:metabolism; D008190:Lyases / Q000378:metabolism*; D051381:Rats; D013434:Sulfenic Acids / Q000378:metabolism; D013438:Sulfhydryl Compounds / Q000378:metabolism*; D013454:Sulfoxides / Q000378:metabolism* / Q000494:pharmacology
chemical_list: D013434:Sulfenic Acids; D013438:Sulfhydryl Compounds; D013454:Sulfoxides; C071152:S-(bromophenyl)cysteine; C083788:S-(4-bromophenyl)cysteine sulfoxide; D008190:Lyases; D013437:Carbon-Sulfur Lyases; C019969:S-alkylcysteine lyase; D003545:Cysteine