Dipartimento di Chimica, Laboratorio di Chimica Organica, Universitá di Ferrara, via L. Borsari 46, 44100 Ferrara, Italy.
Chem Commun (Camb). 2011 Oct 21;47(39):11086-8. doi: 10.1039/c1cc14402b. Epub 2011 Sep 1.
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.
炔烃的自由基氢硫加成反应（硫醇-炔偶联反应，TYC）将两个硫醇片段通过碳-碳三键连接起来，得到一个具有 1,2-加成的二硫醚衍生物；该反应可用于修饰肽和蛋白质，实现糖缀合和荧光标记。这些结果不仅为在蛋白质的单个位点上连接两个修饰提供了一种灵活的策略，而且还揭示了用于其他蛋白质偶联反应的试剂（如环炔烃）的意料之外的副反应。
