title: Reactivity, Selectivity, and Stability in Sulfenic Acid Detection: A Comparative Study of Nucleophilic and Electrophilic Probes.
abstract: The comparative reaction efficiencies of currently used nucleophilic and electrophilic probes toward cysteine sulfenic acid have been thoroughly evaluated in two different settings-(i) a small molecule dipeptide based model and (ii) a recombinant protein model. We further evaluated the stability of corresponding thioether and sulfoxide adducts under reducing conditions which are commonly encountered during proteomic protocols and in cell analysis. Powered by the development of new cyclic and linear C-nucleophiles, the unsurpassed efficiency in the capture of sulfenic acid under competitive conditions is achieved and thus holds great promise as highly potent tools for activity-based sulfenome profiling.
authors.affiliation: Department of Chemistry, The Scripps Research Institute , Jupiter, Florida 33458, United States.
authors.forename: Vinayak
authors.initials: V
authors.lastname: Gupta
authors.affiliation: Department of Chemistry, The Scripps Research Institute , Jupiter, Florida 33458, United States.
authors.forename: Hanumantharao
authors.initials: H
authors.lastname: Paritala
authors.affiliation: Department of Chemistry, The Scripps Research Institute , Jupiter, Florida 33458, United States.
authors.forename: Kate S
authors.initials: KS
authors.lastname: Carroll
mesh_terms: D004579:Electron Transport; D008958:Models, Molecular; D011487:Protein Conformation; D013434:Sulfenic Acids / Q000032:analysis* / Q000737:chemistry*
chemical_list: D013434:Sulfenic Acids