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A hydrazone based probe for the selective fluorescent detection of Al(III) and Al(III)-probe complex mediated secondary PPi sensing: computational studies, interpretation of molecular logic circuit and memory device and intracellular application

Abstract

A hydrazone based conjugate Nap-hyz-pyz (H3L3) with potential N2O2 donor atoms was found to act as a dual channel (colori- and fluorimetric) sensor towards Al3+ and PPi in H2O–MeOH (6:4, v/v) at pH 7.2 (40 mM HEPES buffer), temperature 25 °C. The formation constants, Kf = (3.49 ± 1.77) x 104 and (3.78 ± 0.1) x 104 M-1 of the sensor towards Al3+ were determined by absorption and fluorescence titrations, respectively. The 1:1 stoichiometry of the reaction was determined by Job's method and confirmed by ESI-MS+ (m/z) studies. The LOD for Al3+ as determined by the 3σ method was found to be 115 nM. Most strickingly, the addition of ~115 µM PPi to Nap-hyz-pyz-Al3+ ensemble (20 µM ligand and 74 µM Al3+) causes a complete quenching of fluorescence. The fluorescence response of Nap-hyz-pyz towards Al3+ was not perturbed by the presence of 5 equivalents or more of other ions and inorganic anions. The structure of [Al(L3)(H2O)] complex was delineated by DFT calculations. TD-DFT studies have been performed to investigate different optimized structures and various spectral transitions. Based on changes in fluorescence intensities of Nap-hyz-pyz in the presence of Al3+ and PPi at 487 nm, INHIBIT and molecular logic gates have been constructed and interpreted. The probe was found to be bio-compatibile and cell permeable with no or negligible cytotoxicity thereby providing a good opportunity towards in vitro cell imaging studies of these ions. The fluorescent detection of PPi was not interfered by the presence of ATP or Pi. Thus, this obvious excellent sensing capability of Nap-hyz-pyz towards Al3+ and PPi were further scrutinized in HepG2 cell lines.

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Publication details

The article was received on 03 Aug 2017, accepted on 29 Nov 2017 and first published on 01 Dec 2017


Article type: Paper
DOI: 10.1039/C7PP00286F
Citation: Photochem. Photobiol. Sci., 2017, Accepted Manuscript
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    A hydrazone based probe for the selective fluorescent detection of Al(III) and Al(III)-probe complex mediated secondary PPi sensing: computational studies, interpretation of molecular logic circuit and memory device and intracellular application

    A. Mahammad, M. Hasan, A. S. M. Islam, C. Prodhan and K. Chaudhuri, Photochem. Photobiol. Sci., 2017, Accepted Manuscript , DOI: 10.1039/C7PP00286F

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