Abstract

Based on an aldazine-copper chemosensing ensemble (NP-Cu2+), a new fluorescence chemosensor for the detection of biothiols (Cys, Hcy and GSH) was designed and synthesized. In aqueous solution, the ligand NP exhibited high selectivity toward Cu2+ ions by forming a 2:1 complex, accompanied with a dramatic fluorescence quenching and a notable bathochromic-shift of the absorbance band. Due to the high affinity of thiols and copper, the specific interaction of thiols (Cys, Hcy and GSH) with NP-Cu2+ ensemble led to the liberation of the NP. As the result, recovery of fluorescence and UV–vis absorbance was observed. The detection limits of NP-Cu2+ to Cys, Hcy and GSH were estimated to be 1.5μM, 1.8μM and 2.2μM, respectively. The fluorescence “OFF–ON” circle can be repeated to a minimum of 5 times by the alternative addition of thiols and Cu2+, implying that NP-Cu2+ is a recyclable chemosensor for thiols. Results of fluorescence microscopy imaging suggested that NP-Cu2+ has potential to be used as a powerful tool for the detection of intracellular thiols.

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