Fluorescent Probe Derived from 1,8-Naphthalimide-Schiff Base for Copper(Ii) Ion: Synthesis, Characterization, and Application

摘要

A novel fluorescent probe, 2-allyl-6-((2-((2-hydroxy-5-nitrobenzylidene)amino)ethyl)amino)-1H-benzo[de]isoquinoline- 1,3(2H)-dione (ABID), based on naphthalimide-Schiff base, has been designed and synthesized for the monitoring of Cu(2+)ions. In solution (DMSO/HEPES, 1:1, v/v, pH 7.4), ABID displayed fluorescence quenching towards Cu(2+)ions over other important metal ions. A good linearity with a correlation coefficient (R-2) of 0.99 validated that the ABID probe could be used to detect Cu(2+)ions in 0.5-5.0 mu M concentrations. The limit of detection of ABID for Cu(2+)could reach at 3.4 x 10(-7)M level, and the quenching constant (K-SV) of ABID towards Cu(2+)was calculated to be 3.4 x 10(4)M(-1). The 2:1 stoichiometry and the binding mode between ABID and Cu(2+)were studied by a Job plot and UV-Vis and fluorescence titration. Additionally, ABID was successfully employed to monitor Cu(2+)in the Yellow River and tap water samples.