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

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

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...

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Main Authors: Hongmin Jia, Ming Yang, Qingtao Meng, Guangjie He, Yue Wang, Zhizhi Hu, Run Zhang, Zhiqiang Zhang
Format: Article
Language:English
Published: MDPI AG 2016-01-01
Series:Sensors
Subjects:
aldazine
chemosensing ensemble
biothiols
detection
fluorescence imaging
Online Access:http://www.mdpi.com/1424-8220/16/1/79
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spelling doaj-951056a8c5b447f9af154981131e8ce52020-11-25T01:31:59ZengMDPI AGSensors1424-82202016-01-011617910.3390/s16010079s16010079Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living CellsHongmin Jia0Ming Yang1Qingtao Meng2Guangjie He3Yue Wang4Zhizhi Hu5Run Zhang6Zhiqiang Zhang7Key Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaKey Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaKey Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaDepartment of Forensic Medicine, Xinxiang Medical University, Xinxiang, He‘nan 453003, ChinaKey Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaKey Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaDepartment of Chemistry and Biomolecular Sciences, Macquarie University, Sydney, NSW 2109, AustraliaKey Laboratory for Functional Material, Educational Department of Liaoning Province, University of Science and Technology Liaoning, Anshan 114051, ChinaA 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.http://www.mdpi.com/1424-8220/16/1/79aldazinechemosensing ensemblebiothiolsdetectionfluorescence imaging
collection DOAJ
language English
format Article
sources DOAJ
author Hongmin Jia
Ming Yang
Qingtao Meng
Guangjie He
Yue Wang
Zhizhi Hu
Run Zhang
Zhiqiang Zhang
spellingShingle Hongmin Jia
Ming Yang
Qingtao Meng
Guangjie He
Yue Wang
Zhizhi Hu
Run Zhang
Zhiqiang Zhang
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
aldazine
chemosensing ensemble
biothiols
detection
fluorescence imaging
author_facet Hongmin Jia
Ming Yang
Qingtao Meng
Guangjie He
Yue Wang
Zhizhi Hu
Run Zhang
Zhiqiang Zhang
author_sort Hongmin Jia
title Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells
title_short Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells
title_full Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells
title_fullStr Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells
title_full_unstemmed Synthesis and Application of an Aldazine-Based Fluorescence Chemosensor for the Sequential Detection of Cu2+ and Biological Thiols in Aqueous Solution and Living Cells
title_sort synthesis and application of an aldazine-based fluorescence chemosensor for the sequential detection of cu2+ and biological thiols in aqueous solution and living cells
publisher MDPI AG
series Sensors
issn 1424-8220
publishDate 2016-01-01
description 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.
topic aldazine
chemosensing ensemble
biothiols
detection
fluorescence imaging
url http://www.mdpi.com/1424-8220/16/1/79
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AT mingyang synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells
AT qingtaomeng synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells
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