A novel colorimetric-fluorescent probe for Al³⁺ and the resultant complex for F^- and its applications in cell imaging

A novel quinoline-based Schiff-base probe QL had been synthesized, which could sequentially monitor Al³⁺ and F^- in MeOH-H₂O solution (v/v = 8/1, 0.01 M, HEPES buffer, pH = 7.3). The probe QL expressed a high selective and sensitive "OFF-ON-OFF" fluorescent response for Al³⁺ and F^- (excitation at 460 nm and emission at 530 nm) accompanying visible color changed, which was ascribed to intramolecular charge transfer (ICT) process and chelation-enhanced fluorescence (CHEF) mechanism. The binding stoichiometry of QL with Al³⁺ was 2:1 counting on Job's plot and HRMS, while F^- could pull Al³⁺ to depart from the complexation 2QL-Al³⁺ and released free QL. The limit of detections of probe QL for Al³⁺ and F^- ions were calculated to be 0.10 μM and 0.50 μM. The ¹H NMR experiments and density functional theory (DFT) calculations were carried out to further prove the binding mode between QL and Al³⁺. Furthermore, fluorescence imaging studies demonstrated that the probe QL was low cytotoxicity and could be applied to detect Al³⁺ and F^- in living PC12cells.