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. © 2011 The Royal Society of Chemistry.

Multi-molecule reaction of serum albumin can occur through thiol-yne coupling

LO CONTE, Mauro;STADERINI, Samuele;MARRA, Alberto;DONDONI, Alessandro
2011

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. © 2011 The Royal Society of Chemistry.
2011
LO CONTE, Mauro; Staderini, Samuele; Marra, Alberto; M., Sanchez Navarro; B. G., Davis; Dondoni, Alessandro
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/1526544
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