A novel fluorescent sensor for specific recognition of GSH based on the copper complex and its bioimaging in living cells

Abstract

Given the important role of biothiols in various physiological processes, there is a need to develop novel fluorescent sensors for detecting them. Herein, a novel "on-off-on" fluorescent sensor (E)-N'-((7-(diethylamino)-2-oxo-2H-chromen-3-yl)methylene)-6-((quinolin-8-yloxy)methyl)picolinohydrazide (PQC) was synthesized and its absorbance and fluorescence properties were characterized. The sensor PQC could form a stable complex and showed a significant fluorescence quenching response to Cu²⁺ with a quenching efficiency of approximately 100%, and the PQC-Cu²⁺ complex showed a fluorescence enhancement response to GSH with a higher recovery rate of above 80% in a CH₃OH/HEPES (9:1 v/v, pH = 7.23) buffer system. Its detection limits were determined to be 0.17 μM for Cu²⁺ and 0.20 μM for GSH, and the binding stoichiometry of PQC-Cu²⁺ was determined to be 1: 1 by Job's plot method. Importantly, the sensor PQC can be used for filter paper strip tests and bioimaging in living cells.

Keywords: Bioimaging; Coumarin; Cu(2+); GSH; Sequential recognition.