title: Reactivity of persulfides toward strained bicyclo[6.1.0]nonyne derivatives: relevance to chemical tagging of proteins.
abstract: Persulfides are an emerging class of cysteine oxidative post-translational modification. They react with the bioconjugation reagents bicyclo[6.1.0]nonynes (BCNs) to engender thioethers and/or disulfides. This new reactivity of BCNs with a biologically important redox-signaling species efficiently interferes with the recent usage of strained cycloalkynes to specifically trap protein sulfenic acids.
authors.affiliation: UMR 8601, LCBPT, CNRS-Université Paris Descartes, Sorbonne Paris Cité, 45 rue des Sts Pères, 75006 Paris, France.
authors.forename: Erwan
authors.initials: E
authors.lastname: Galardon
authors.affiliation: UMR 8601, LCBPT, CNRS-Université Paris Descartes, Sorbonne Paris Cité, 45 rue des Sts Pères, 75006 Paris, France.
authors.forename: Dominique
authors.initials: D
authors.lastname: Padovani
mesh_terms: D000480:Alkynes / Q000737:chemistry; D000595:Amino Acid Sequence; D000818:Animals; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D002417:Cattle; D003545:Cysteine / Q000737:chemistry*; D004220:Disulfides / Q000737:chemistry; D008969:Molecular Sequence Data; D011506:Proteins / Q000737:chemistry*; D012710:Serum Albumin, Bovine / Q000737:chemistry; D013434:Sulfenic Acids / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001643:Bridged Bicyclo Compounds; D004220:Disulfides; D011506:Proteins; D013434:Sulfenic Acids; D013440:Sulfides; C556617:bicyclo(6.1.0)nonyne; C051552:persulfides; D012710:Serum Albumin, Bovine; D003545:Cysteine