SENSITIVE AND SELECTIVITY OF FLUORESCENT CHEMOSENSOR FOR Fe 3+ IONS USING3,3'-((4- METHOXYPHENYL) METHYLENE)BIS(4-HYDROXY-2H-CHROMEN-2-ONE) AND ITS BIOLOGICAL APPLICATIONS
A bis(coumarinyl) methane-based fluorogenic probe behaves as a highly sensitive and selective fluorescent chemosensor for Fe 3+ ions. The synthesised fluorogenic compound is characterised by NMR and Mass spectra andwas used as a selective “turn-of ” and naked-eye sensor for Fe 3+ ions over other cations. The localised frontier molecular orbitals (DFT studies) and the solvent polarity-dependent photoluminescence characteristics stronglyvalidate the presence of intramolecular charge transfer from the methoxy unit to the coumarinyl unit. UponFe3+ addition, the fluorescence is quenched due to the formation of a square planar complex of the probe with Fe 3+ at room temperature, even in the presence of other interfering ions such as Cd 2+ and Hg 2+ . DFT studies support theresultant Intramolecular charge transfer (ICT). The lowest detection limit for Fe 3+ ions is as low as 2×10 -7 M. Theconfocal laser scanning micrographs of HeLa cells confirm the cell permeability of the probe and its ability to detect Fe 3+ ions in living cells selectively.
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