Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells

Sensors

Hongmin Jia¹  Ming Yang¹  Qingtao Meng¹  Guangjie He³  Yue Wang¹  Zhizhi Hu¹  Run Zhang²  Zhiqiang Zhang¹ 

[1] Key Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, China;Department of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, NSW 2109, Australia;Department of Forensic Medicine, Xinxiang Medical University, Xinxiang, He‘nan 453003, China;

关键词: aldazine;    chemosensing ensemble;    biothiols;    detection;    fluorescence imaging;   

DOI  :  10.3390/s16010079

来源: mdpi

【 摘 要 】

A fluorescence chemosensor, 2-hydroxy-1-naphthaldehyde azine (HNA) was designed and synthesized for sequential detection of Cu²⁺ and biothiols. It was found that HNA can specifically bind to Cu²⁺ with 1:1 stoichiometry, accompanied with a dramatic fluorescence quenching and a remarkable bathochromic-shift of the absorbance peak in HEPES buffer. The generated HNA-Cu²⁺ ensemble displayed a “turn-on” fluorescent response specific for biothiols (Hcy, Cys and GSH) based on the displacement approach, giving a remarkable recovery of fluorescence and UV-Vis spectra. The detection limits of HNA-Cu²⁺ to Hcy, Cys and GSH were estimated to be 1.5 μM, 1.0 μM and 0.8 μM, respectively, suggesting that HNA-Cu²⁺ is sensitive enough for the determination of thiols in biological systems. The biocompatibility of HNA towards A549 human lung carcinoma cell, was evaluated by an MTT assay. The capability of HNA-Cu²⁺ to detect biothiols in live A549 cells was then demonstrated by a microscopy fluorescence imaging assay.

【 授权许可】

CC BY   
© 2016 by the authors; licensee MDPI, Basel, Switzerland.