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


ABSTRACT: A fluorescence chemosensor, 2-hydroxy-1-naphthaldehyde azine (HNA) was designed and synthesized for sequential detection of Cu(2+) and biothiols. It was found that HNA can specifically bind to Cu(2+) 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-Cu(2+) 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-Cu(2+) to Hcy, Cys and GSH were estimated to be 1.5 ?M, 1.0 ?M and 0.8 ?M, respectively, suggesting that HNA-Cu(2+) 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-Cu(2+) to detect biothiols in live A549 cells was then demonstrated by a microscopy fluorescence imaging assay.

SUBMITTER: Jia H 

PROVIDER: S-EPMC4732112 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature

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

Jia Hongmin H   Yang Ming M   Meng Qingtao Q   He Guangjie G   Wang Yue Y   Hu Zhizhi Z   Zhang Run R   Zhang Zhiqiang Z  

Sensors (Basel, Switzerland) 20160111 1


A fluorescence chemosensor, 2-hydroxy-1-naphthaldehyde azine (HNA) was designed and synthesized for sequential detection of Cu(2+) and biothiols. It was found that HNA can specifically bind to Cu(2+) 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-Cu(2+) ensemble displayed a "turn-on" fluorescent response specific for biothiols (Hcy, Cys and GSH) based on the displacement appr  ...[more]

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