Water-solubilisation and bio-conjugation of a red-emitting BODIPY marker

The synthesis and preliminary bio-conjugation studies of a novel water-soluble red-emitting di-styryl BODIPY dye are disclosed. Aggregation behaviour of this compound under physiological conditions was suppressed by specific introduction of a di-sulfonated peptide-based linker at the meso phenyl sub...

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Veröffentlicht in:Organic & biomolecular chemistry 2011-01, Vol.9 (1), p.66-69
Hauptverfasser: Niu, Song Lin, Massif, Cédrik, Ulrich, Gilles, Ziessel, Raymond, Renard, Pierre-Yves, Romieu, Anthony
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Sprache:eng
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Zusammenfassung:The synthesis and preliminary bio-conjugation studies of a novel water-soluble red-emitting di-styryl BODIPY dye are disclosed. Aggregation behaviour of this compound under physiological conditions was suppressed by specific introduction of a di-sulfonated peptide-based linker at the meso phenyl substituent, sultonated styryl arms and short polyethyleneglycol chains at the boron center. Thus, a good quantum yield of 22% in PBS for this red-emitting BODIPY was obtained. Introduction of an activated ester function enabled successful bio-conjugation to monoclonal antibodies and proteins.
ISSN:1477-0520
1477-0539
DOI:10.1039/c0ob00693a