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Issue 39, 2011
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Multi-molecule reaction of serum albumin can occur through thiol-yne coupling

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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.

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

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Publication details

The article was received on 20 Jul 2011, accepted on 10 Aug 2011 and first published on 01 Sep 2011


Article type: Communication
DOI: 10.1039/C1CC14402B
Citation: Chem. Commun., 2011,47, 11086-11088
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    Multi-molecule reaction of serum albumin can occur through thiol-yne coupling

    M. L. Conte, S. Staderini, A. Marra, M. Sanchez-Navarro, B. G. Davis and A. Dondoni, Chem. Commun., 2011, 47, 11086
    DOI: 10.1039/C1CC14402B

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