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Issue 38, 2015
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Intracellular detection of Cu2+ and S2− ions through a quinazoline functionalized benzimidazole-based new fluorogenic differential chemosensor

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Abstract

A new quinazoline functionalized benzimidazole-based fluorogenic chemosensor H3L is synthesized and fully characterized by conventional techniques including single crystal X-ray analysis. It acts as a highly selective colorimetric and fluorescence sensor for Cu2+ ions in DMF/0.02 M HEPES (1 : 1, v/v, pH = 7.4) medium. Reaction of H3L with CuCl2 forms a mononuclear copper(II) [Cu(Cl)(H2L)(H2O)] (H2L–Cu2+) complex which is characterized by conventional techniques and quantum chemical calculations. Electronic absorption and fluorescence titration studies of H3L with different metal cations show a distinctive recognition only towards Cu2+ ions even in the presence of other commonly coexisting ions such as Li+, Na+, K+, Mg2+, Ca2+, Fe2+, Fe3+, Mn2+, Co2+, Ni2+, Zn2+, Cd2+ and Hg2+. Moreover, H2L–Cu2+ acts as a metal based highly selective and sensitive chemosensor for S2− ions even in the presence of other commonly coexisting anions such as F, Cl, Br, I, SO42−, SCN, AcO, H2PO4, PO43−, NO3, ClO4, NO2, HSO4, HSO42−, S2O32−, S2O82−, CN, CO32− and HCO3 in DMF/0.02 M HEPES (1 : 1, v/v, pH = 7.4) medium. Quantification analysis indicates that these receptors, H3L and H2L–Cu2+, can detect the presence of Cu2+ and S2− ions at very low concentrations of 1.6 × 10−9 M and 5.2 × 10−6 M, respectively. The propensity of H3L as a bio-imaging fluorescent probe for detection of Cu2+ ions and sequential detection of S2− ions by H2L–Cu2+ in Dalton lymphoma (DL) cancer cells is also shown.

Graphical abstract: Intracellular detection of Cu2+ and S2− ions through a quinazoline functionalized benzimidazole-based new fluorogenic differential chemosensor

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Publication details

The article was received on 13 Jul 2015, accepted on 26 Aug 2015 and first published on 26 Aug 2015


Article type: Paper
DOI: 10.1039/C5DT02662H
Author version available: Download Author version (PDF)
Citation: Dalton Trans., 2015,44, 16953-16964
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    Intracellular detection of Cu2+ and S2− ions through a quinazoline functionalized benzimidazole-based new fluorogenic differential chemosensor

    A. Paul, S. Anbu, G. Sharma, M. L. Kuznetsov, M. F. C. Guedes da Silva, B. Koch and A. J. L. Pombeiro, Dalton Trans., 2015, 44, 16953
    DOI: 10.1039/C5DT02662H

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