Quinoline containing acetyl hydrazone: An easily accessible switch-on optical chemosensor for Zn2

Abstract

A simple chemosensor, namely, N-((quinolin-8-yl)methylene)acetohydrazide (1) was synthesized and used as an off-on fluorescence sensor, which exhibits high selectivity toward Zn²⁺ in aqueous media. The probe has large Stokes shift of >200nm, and its detection limit for Zn²⁺ is 89.3nM. The binding process was confirmed through UV-vis absorption analysis, fluorescence measurements, mass spectroscopy study, ¹H NMR spectra and density functional theory calculation. The crystal structures of Zn²⁺, Ni²⁺, and Cu²⁺ complexes based on 1 were determined through X-ray crystallographic analysis. The fluorescent probe was then applied to monitor intracellular Zn²⁺ in HeLa cells.

Keywords: Fluorescent sensor; Hydrazone; Quinoline; Zn(2+).