Issue 28, 2013

A coumarin-based “turn-on” fluorescent sensor for the determination of Al3+: single crystal X-ray structure and cell staining properties

Abstract

An efficient Al3+ receptor, 6-(2-hydroxybenzylideneamino)-2H-chromen-2-one (HBC), has been synthesized by condensing salicylaldehyde with 6-aminocoumarin. The molecular structure of HBC has been determined by a single crystal X-ray analysis. It was established that in the presence of Al3+, HBC shows 25 fold enhancement of fluorescence intensity which might be attributed to the chelation-enhanced fluorescence (CHEF) process. HBC binds Al(NO3)3 in a 1 : 1 stoichiometry with a binding constant (K) of 7.9 × 104 M−1. Fe3+ and Mn2+ quench the emission intensity of the [HBC + Al3+] system to an insignificant extent at a concentration 10 times higher compared to that of Al3+. HBC is highly efficient in the detection of intracellular Al3+ under a fluorescence microscope.

Graphical abstract: A coumarin-based “turn-on” fluorescent sensor for the determination of Al3+: single crystal X-ray structure and cell staining properties

Supplementary files

Article information

Article type
Paper
Submitted
20 Apr 2013
Accepted
08 May 2013
First published
10 May 2013

Dalton Trans., 2013,42, 10198-10207

A coumarin-based “turn-on” fluorescent sensor for the determination of Al3+: single crystal X-ray structure and cell staining properties

S. Guha, S. Lohar, A. Sahana, A. Banerjee, D. A. Safin, M. G. Babashkina, M. P. Mitoraj, M. Bolte, Y. Garcia, S. K. Mukhopadhyay and D. Das, Dalton Trans., 2013, 42, 10198 DOI: 10.1039/C3DT51045J

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