Abstract

Novel phenanthroline Schiff base fluorescent sensors L1, L2, and D1 were designed and synthesized. The sensing abilities of the compounds in the presence of metal cations (Li+ , Na+ , K+ , Ag+ , Mg2+ , Ba2+ , Ca2+ , Mn2+ , Pb2+ , Hg2+ , Ni2+ , Zn2+ , Cd2+ , Co2+ , Cu2+ , Cr3+ , Fe3+ , Fe2+ , Al3+ , and Eu3+ ) were studied by UV-vis and fluorescent spectroscopy. The compounds L1, L2, and D1 could act as Eu3+ ion turn-off fluorescent sensors based on ligand-to-metal binding mechanism in DMSO-H2 O solution (v/v=1:1, 10mM Tris, pH=7.4). Additionally, the L1-Eu3+ and D1-Eu3+ complexes could be applied as turn-on enantioselective sensors sensing of malate anion isomers with color changes. Furthermore, biological experiments using living PC-12 cells demonstrated that L1 and D1 had excellent membrane permeability and could be used as effective fluorescent sensors for detecting Eu3+ and malate anion in living cells.

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