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...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2016-01-01
|
| Series: | Sensors |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1424-8220/16/1/79 |
| _version_ | 1828347395054764032 |
|---|---|
| author | Hongmin Jia Ming Yang Qingtao Meng Guangjie He Yue Wang Zhizhi Hu Run Zhang Zhiqiang Zhang |
| author_facet | Hongmin Jia Ming Yang Qingtao Meng Guangjie He Yue Wang Zhizhi Hu Run Zhang Zhiqiang Zhang |
| author_sort | Hongmin Jia |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-04-14T00:39:43Z |
| format | Article |
| id | doaj.art-951056a8c5b447f9af154981131e8ce5 |
| institution | Directory Open Access Journal |
| issn | 1424-8220 |
| language | English |
| last_indexed | 2024-04-14T00:39:43Z |
| publishDate | 2016-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Sensors |
| spelling | doaj.art-951056a8c5b447f9af154981131e8ce52022-12-22T02:22:14ZengMDPI 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 |
| 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 |
| 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_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_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_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 |
| topic | aldazine chemosensing ensemble biothiols detection fluorescence imaging |
| url | http://www.mdpi.com/1424-8220/16/1/79 |
| work_keys_str_mv | AT hongminjia synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT mingyang synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT qingtaomeng synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT guangjiehe synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT yuewang synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT zhizhihu synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT runzhang synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells AT zhiqiangzhang synthesisandapplicationofanaldazinebasedfluorescencechemosensorforthesequentialdetectionofcu2andbiologicalthiolsinaqueoussolutionandlivingcells |