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New insights into the water-solubilisation of fluorophores by post-synthetic "click" and Sonogashira reactions
Authors:Massif Cédrik  Dautrey Sébastien  Haefele Alexandre  Ziessel Raymond  Renard Pierre-Yves  Romieu Anthony
Affiliation:Université de Rouen, Laboratory COBRA UMR 6014 and FR 3038, IRCOF, 1 Rue Tesnière, 76821 Mont St Aignan Cedex, France.
Abstract:New synthetic methodologies for the efficient chemical conversion of hydrophobic fluorescent dyes into bioconjugable and water-soluble derivatives are described. The combined use of an original sulfonated terminal alkyne and a metal-mediated reaction, namely the copper-catalysed Huisgen 1,3-dipolar cycloaddition ("click" reaction) or the Sonogashira cross-coupling, is the cornerstone of these novel post-synthetic sulfonation approaches.
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