Quinoline-based molecular clips for selective fluorescent detection of Zn2+

Abstract

New selective Zn²⁺ fluorescent sensors, di(2-quinoline-carbaldehyde)-2,2′-bibenzoyl-hydrazone (QB1) and di(2-quinolinecarbaldehyde)-6,6′-dicarboxylic acid hydrazone-2,2′-bipyridine (QB2), have been designed and prepared. Both QB sensors exhibit an emission band centered at 405 nm (excitation at 350 nm) with low quantum yield. Zinc binding not only red-shifts the emission band to 500 nm, but also enhances the fluorescence intensity by an order of magnitude based on the deprotonization strategy via self-assembly. These probes are highly selective for Zn²⁺ over biologically relevant alkali metals, alkaline earth metals and the first row transition metals such as Mn²⁺, Fe²⁺, Co²⁺ and Ni²⁺ in buffered aqueous DMSO solution.