title: Selective trapping of SNO-BSA and GSNO by benzenesulfinic acid sodium salt: mechanistic study of thiosulphonate formation and feasibility as a proteinS-nitrosothiol detection strategy.
abstract: The conversion ofS-nitrosothiols to thiosulphonates by reaction with the sodium salt of benzenesulfinic acid (PhSO2Na) has been examined in detail with the exemplary substratesS-nitrosoglutathione (GSNO) andS-nitrosylated bovine serum albumin (SNO-BSA). The reaction stoichiometry (2:1, PhSO2Na:RSNO) and the rate law (first order in both PhSO2Na and RSNO) have been determined under mild acidic conditions (pH 4.0). The products have been identified as the corresponding thiosulphonates (GSSO2Ph and BSA-SSO2Ph) along with PhSO2NHOH obtained in a 1:1 ratio. GSH, GSSG, and BSA were unreactive to PhSO2Na.
authors.affiliation: Department of Chemistry and Biochemistry, Montana State University, PO Box 173400, Bozeman, MT, 59717-3400.
authors.forename: Benjamin D
authors.initials: BD
authors.lastname: Reeves
authors.forename: Jonathan K
authors.initials: JK
authors.lastname: Hilmer
authors.forename: Lisa
authors.initials: L
authors.lastname: Mellmann
authors.forename: Myra
authors.initials: M
authors.lastname: Hartzheim
authors.forename: Kevin
authors.initials: K
authors.lastname: Poffenberger
authors.forename: Keith
authors.initials: K
authors.lastname: Johnson
authors.forename: Neelambari
authors.initials: N
authors.lastname: Joshi
authors.forename: David J
authors.initials: DJ
authors.lastname: Singel
authors.forename: Paul A
authors.initials: PA
authors.lastname: Grieco
keywords: Benzenesulfinic acid; Protein labeling; S-nitrosothiols; S-phenylthiosulphonates