title: Isolation, characterization and thiol exchange reaction of penicillamine selenotrisulfides.
abstract: Penicillamine selenotrisulfides formed by the reaction of selenite with D-, L-, and DL-penicillamines in the aqueous solution have been isolated and submitted to the spectroscopic and chromatographic analyses. FAB-MS spectra indicated the molecular ion peak (M+1)+ at m/z 377, which confirmed the molecular formula (C10H20N2O4S2Se) for all these selenotrisulfides. The [77Se]NMR and HPLC results showed that symmetric selenotrisulfides (DD and LL) were formed from D- and L-penicillamines, respectively, while asymmetric selenotrisulfide (DL) in addition to symmetric ones was formed from DL-penicillamine. The occurrence of thiol exchange reaction of selenotrisulfides was verified.
mesh_terms: D002851:Chromatography, High Pressure Liquid; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010396:Penicillamine / Q000031:analogs & derivatives*; D012643:Selenium / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D013440:Sulfides
chemical_list: D013440:Sulfides; D010396:Penicillamine; D012643:Selenium