title: Multi-molecule reaction of serum albumin can occur through thiol-yne coupling.
abstract: The free-radical hydrothiolation of alkynes (thiol-yne coupling, TYC) unites two thiol fragments across the carbon-carbon triple bond to give a dithioether derivative with exclusive 1,2-addition; this reaction can be used for modification of peptides and proteins allowing glycoconjugation and fluorescent labeling. These results have implications not only as a flexible strategy for attaching two modifications at a single site in proteins but also for unanticipated side-reactions of reagents (such as cycloalkynes) used in other protein coupling reactions.
authors: Dipartimento di Chimica, Laboratorio di Chimica Organica, Universitá di Ferrara, via L. Borsari 46, 44100 Ferrara, Italy.
authors: Mauro
authors: M
authors: Lo Conte
authors: Samuele
authors: S
authors: Staderini
authors: Alberto
authors: A
authors: Marra
authors: Macarena
authors: M
authors: Sanchez-Navarro
authors: Benjamin G
authors: BG
authors: Davis
authors: Alessandro
authors: A
authors: Dondoni
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000818:Animals; D002417:Cattle; D008958:Models, Molecular; D011487:Protein Conformation; D012710:Serum Albumin, Bovine / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000480:Alkynes; D013438:Sulfhydryl Compounds; D012710:Serum Albumin, Bovine