Cu 2+ -selective turn-on fluorescence signaling based on metal-induced hydrolysis of pyrenecarbohydrazide

Abstract

We developed a simple Cu2+-selective turn-on fluorescence signaling probe based on the hydrolysis of 1-pyrenecarbohydrazide (1) to 1-pyrenecarboxylic acid. Probe 1 exhibited prominent fluorescence signaling of Cu2+ ions in a 10% aqueous Tris-buffered (pH 7.0) DMSO solution with a detection limit of 5.93 × 10−8 M. Signaling with control compounds derived from pyreneacetic acid and pyrenebutyric acid showed that the fluorescence signal became less pronounced as the distance between the hydrazide functionality and the pyrene fluorophore increased. As a practical application, this probe was employed for the determination of Cu2+ in a simulated semiconductor wastewater.