Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

Mayeul Collot; Christian Wilms; Jean-Maurice Mallet

doi:10.1039/C4RA12858C

Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

Mayeul Collot,*^a Christian Wilms^b and Jean-Maurice Mallet^c^d^e

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* Corresponding authors

^a Laboratoire de Biophotonique et Pharmacologie, UMR 7213 CNRS, Université de Strasbourg, Faculté de Pharmacie, 74, Route du Rhin, Illkirch, France
E-mail: mayeul.collot@unistra.fr

^b Wolfson Institute for Biomedical Research and Department of Neuroscience, Physiology and Pharmacology, University College London, Gower Street, London WC1E 6BT, UK

^c Laboratory of Biomolecules (LBM), UPMC Université Paris 06, Paris F-75005, France

^d Ecole Normale Supérieure (ENS), Paris F-75005, France

^e CNRS, UMR 7203, Paris F-75005, France

Abstract

Herein we developed a functionalizable OFF–ON red emitting fluorescent calcium probe based on a new chelating system formed by CuAAC click chemistry (Huisgen cycloaddition). The pro-sensor 7 which is not sensitive to Ca²⁺, contains an alkyne moiety that, upon the click reaction, forms a chelating group involving the 1,4-triazole. Probe 10 exhibited good sensitivity towards calcium (K_d = 5.8 μM) and zinc (5.6 μM) with a high dynamic range (65 fold fluorescence increase), high quantum yield (0.59) and showed very low fluorescence enhancement in the presence of a high concentration of Mg²⁺. We extended this method and generated two dextran conjugates in order to compare their sensing properties with those of the molecular form of 10.

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Publication details

The article was received on 21 Oct 2014, accepted on 19 Dec 2014 and first published on 19 Dec 2014

Article type: Paper

DOI: 10.1039/C4RA12858C

Author version available: Download Author version (PDF)

Citation: RSC Adv., 2015,5, 6993-7000

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Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

M. Collot, C. Wilms and J. Mallet, RSC Adv., 2015, 5, 6993
DOI: 10.1039/C4RA12858C
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Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

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Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety

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