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Updated: May 29, 2026

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
Published on: March 6, 2019
Multi-molecule reaction of serum albumin can occur through thiol-yne coupling
Mauro Lo Conte1, Samuele Staderini, Alberto Marra
1Dipartimento di Chimica, Laboratorio di Chimica Organica, Universitá di Ferrara, via L. Borsari 46, 44100 Ferrara, Italy.
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.
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