Issue 1, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Song Lin Niu,‡a   Cédrik Massif,‡bc   Gilles Ulrich,a   Raymond Ziessel,*a   Pierre-Yves Renardbcd  and  Anthony Romieu*bc  

* Corresponding authors

a LCOSA, ECPM, UMR 7515, CNRS-UdS, 25 rue Becquerel, Strasbourg Cedex 02, France
E-mail: ziessel@unistra.fr
Web: http://www.lmspc.u-strasbg.fr/lcosa
Fax: +33 3-68-85-27-61

b Equipe de Chimie Bio-Organique, COBRA-CNRS UMR 6014 & FR 3038, rue Lucien Tesnière, Mont-Saint-Aignan, France
E-mail: anthony.romieu@univ-rouen.fr
Web: http://ircof.crihan.fr
Fax: +33 2-35-52-29-71
Tel: +33 2-35-52-24-15

c Université de Rouen, Place Emile Blondel, Mont-Saint-Aignan, France

d Institut Universitaire de France, 103 Boulevard Saint-Michel, Paris, France

Abstract

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 mesophenyl 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.

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

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Article information

DOI
https://doi.org/10.1039/C0OB00693A
Article type
Communication
Submitted
07 Sep 2010
Accepted
29 Oct 2010
First published
18 Nov 2010

Org. Biomol. Chem., 2011,9, 66-69

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

S. L. Niu, C. Massif, G. Ulrich, R. Ziessel, P. Renard and A. Romieu, Org. Biomol. Chem., 2011, 9, 66 DOI: 10.1039/C0OB00693A

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