Journal
MOLECULES
Volume 27, Issue 9, Pages -Publisher
MDPI
DOI: 10.3390/molecules27092859
Keywords
isoindole; imidazole; chemosensors; zinc ion; fluorescence
Funding
- University Grants Commission, India [F1-17.1/201718/RGNF-2017-18-SC-WES-37660/(SA-III/Website)]
- MICINN [PID2019-110091GB-I00]
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Optical chemosensors with high specificity, sensitivity, and fast detection features have revolutionized the field of sensing. In this study, a Schiff base chemosensor containing isoindole-imidazole was designed and synthesized for detecting Zn2+ ion. The sensor showed highly selective and sensitive fluorescence turn-on response with a detection limit of 0.073 μm in the 3:7 HEPES buffer:DMSO medium.
Optical chemosensors caused a revolution in the field of sensing due to their high specificity, sensitivity, and fast detection features. Imidazole derivatives have offered promising features in the literature as they bear suitable donor/acceptor groups for the selective analytes in the skeleton. In this work, an isoindole-imidazole containing a Schiff base chemosensor (1-{3-[(2-Diethylamino-ethylimino)-methyl]-2-hydroxy-5-methyl-phenyl}-2H-imidazo[5,1-a]isoindole-3,5-dione) was designed and synthesized. The complete sensing phenomena have been investigated by means of UV-Vis, fluorescence, lifetime measurement, FT-IR, NMR and ESI-MS spectroscopic techniques. The optical properties of the synthesized ligand were investigated in 3:7 HEPES buffer:DMSO medium and found to be highly selective and sensitive toward Zn2+ ion through a fluorescence turn-on response with detection limit of 0.073 mu m. Furthermore, this response is effective in gel form also. The competition studies reveal that the response of the probe for Zn2+ ion is unaffected by other relevant metal ions. The stoichiometric binding study was performed utilizing Job's method which indicated a 1:1 sensor-Zn2+ ensemble. Computational calculations were performed to pinpoint the mechanism of sensing.
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