title: Diallyl Trisulfide Is a Fast H2S Donor, but Diallyl Disulfide Is a Slow One: The Reaction Pathways and Intermediates of Glutathione with Polysulfides.
abstract: Diallyl trisulfide (DATS) reacts rapidly with glutathione (GSH) to release H2S through thiol-disulfide exchange followed by allyl perthiol reduction by GSH. Yet diallyl disulfide (DADS) only releases a minute amount of H2S via a sluggish reaction with GSH through an α-carbon nucleophilic substitution pathway. The results clarify the misunderstanding of DADS as a rapid H2S donor, which is attributed to its DATS impurity.
authors: Food Science and Technology Program, Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.
authors: Dong
authors: D
authors: Liang
authors: Food Science and Technology Program, Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.
authors: Haixia
authors: H
authors: Wu
authors: Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.
authors: Ming Wah
authors: MW
authors: Wong
authors: Food Science and Technology Program, Department of Chemistry, National University of Singapore , 3 Science Drive 3, Singapore 117543, Singapore.|National University of Singapore (Suzhou) Research Institute , 377 Lin Quan Street, Suzhou Industrial Park, Jiangsu 215123, China.
authors: Dejian
authors: D
authors: Huang
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry*; D005978:Glutathione / Q000737:chemistry*; D006862:Hydrogen Sulfide / Q000737:chemistry; D015394:Molecular Structure; D013440:Sulfides / Q000737:chemistry*
chemical_list: D000498:Allyl Compounds; D013440:Sulfides; C042577:diallyl trisulfide; C032915:polysulfide; D005978:Glutathione; D006862:Hydrogen Sulfide