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Functionalizable red emitting calcium sensor bearing a 1,4-triazole chelating moiety†
Mayeul Collot,Christian Wilms
RSC Advances Pub Date : 12/19/2014 00:00:00 , DOI:10.1039/C4RA12858C
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 (Kd = 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.

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