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Org Biomol Chem. 2012 Jun 14;10(22):4330-6. doi: 10.1039/c2ob25428j. Epub 2012 May 2.

New insights into the water-solubilisation of fluorophores by post-synthetic "click" and Sonogashira reactions.

Author information

1
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.

PMID:
22549735
DOI:
10.1039/c2ob25428j
[Indexed for MEDLINE]

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