title: Switch peptide via Staudinger reaction.
abstract: A new transformation based on the Staudinger reaction is described, and its application in the design of a novel switch element to control peptide folding is demonstrated. We found that the azide switch is activated rapidly in water to promote acyl transfer using tris(2-carboxyethyl)phosphine hydrochloride (TCEP) via the Staudinger reaction. Our findings expand the repertoire of uses of the Staudinger reaction in chemical biology and the number of available triggers for use in switch peptides.
authors.affiliation: Department of Chemistry, Ben-Gurion University of the Negev, Beer Sheva, Israel.
authors.forename: Natalia
authors.initials: N
authors.lastname: Nepomniaschiy
authors.forename: Valerie
authors.initials: V
authors.lastname: Grimminger
authors.forename: Aviv
authors.initials: A
authors.lastname: Cohen
authors.forename: Saviana
authors.initials: S
authors.lastname: DiGiovanni
authors.forename: Hilal A
authors.initials: HA
authors.lastname: Lashuel
authors.forename: Ashraf
authors.initials: A
authors.lastname: Brik
mesh_terms: D001386:Azides / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004952:Esters / Q000737:chemistry; D010455:Peptides / Q000737:chemistry* / Q000378:metabolism; D010720:Phosphines / Q000737:chemistry*; D017510:Protein Folding
chemical_list: D001386:Azides; D004952:Esters; D010455:Peptides; D010720:Phosphines; C044646:phosphine