A highly potential acyclic Schiff base fluorescent turn on sensor for Zn2+ ions and colorimetric chemosensor for Zn2+, Cu2+ and Co2+ ions and its applicability in live cell imaging

Herein, we report two acyclic Schiff base receptors CS-1 and CS-2 capable of being selective fluorescent turn on for Zn2+ions and colorimetric chemosensor for Zn2+, Cu2+, and Co2+ ions by showing a colour change from colourless to yellow in 1:1 ratio of acetonitrile and HEPES buffer (1:1, v/v, pH 7.4) without the interference from other metal ions screened (Cd2+, Hg2+, Sn2+, Ni2+, Cr3+, Mn2+, Pb2+, Ba2+, Al3+, Ca2+, Mg2+, K+ and Na+). The fluorescence turn on enhancement towards Zn2+ ions is ascribed to PET blocking, suppression of -C=N- isomerisation, and the ESIPT process. The selectivity, competitivity and reversibility of the synthesised probes (CS-1 and CS-2) made them promising chemosensors for the detection of Zn2+, Cu2+, and Co2+ ions. The density functional theory (DFT) calculations have theoretically endorsed the colorimetric changes in the examined absorption spectra and binding mode of both CS-1/CS-2 with metals ions. In addition, 1H NMR titrations were also consistent with the recognition mechanism of Zn2+ ions with the CS-1/CS-2. Further, the Jobs plot analysis infers a 1:1 stoichiometric ratio for both evaluating receptors CS-1 and CS-2 with Zn2+, Cu2+ and Co2+ ions and was supported by DFT, NMR (only for Zn2+ ions), UV–Visible, and fluorescence spectroscopic studies. Moreover, the detection limits of CS-1 and CS-2 for Zn2+ ions were determined to be 7.69 and 5.35 nM, respectively, which is less compared to the detection limit of Cu2+, Co2+ ions as well as the limit approved by the United State Environmental Protection Agency (US EPA). The probes CS-1 and CS-2 found to show high fluorescence quantum yields at pH = 7 during the titration with Zn2+ as compared with other pHs (5–6 and 8–11). Gratifyingly, fluorescence microscopy imaging in HeLa cells revealed that the pair of receptors can be employed as an excellent fluorescent probe for the detection of Zn2+ions in living cells, indicating that this facile chemosensor has a huge potential in cellular imaging. [Display omitted] •Two Schiff bases show selective and sensitive fluorescent turn on for Zn2+ ions.•Receptors exhibit colorimetric response towards Zn2+, Cu2+ and Co2+ ions.•The detection limits of probes for Zn2+ ions were found to be in nM range.•Probes displayed potential application in detection of Zn2+ in cellular media.