Journal
TETRAHEDRON LETTERS
Volume 57, Issue 39, Pages 4417-4423Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.08.064
Keywords
Schiff base; Turn-off fluorescence sensor; Phenanthro[9,10-d]imidazole-coumarin; Fe3+; Real water samples application
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Funding
- National Natural Science Foundation of China [21506106]
- Foundation of Heilongjiang Education Bureau [12541862]
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Two isomeric Schiff bases fluorescence sensors (PIC1 and PIC2) based on phenanthro[9,10-d]imidazole-coumarin derivatives were designed, synthesized and characterized, which both represented the selective 'turn-off' fluorescence phenomenon caused by paramagnetic quenching effect of Fe3+ with the formation of 1:1 sensor-Fe complexes in DMF/HEPES aqueous buffer (7:3, viv, 10 mM, pH = 7.4). Although free PIC1 and PIC2 exhibited distinctive pH responses, they could be applied to detect Fe3+ in most biological systems. Furthermore, the detection limits of PIC1 and PIC2 for Fe3+ were calculated by the fluorescence titration to be 4.28 mu M and 0.8311 mu M, respectively, and the determination of Fe3+ concentration in the real sample waters had been applied successfully. The possible mechanism of the fluorescence detection of Fe3+ had been proposed according to the analysis of Job's plot, H-1 NMR, and ESI-MS. (C) 2016 Elsevier Ltd. All rights reserved.
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