Synthesis and application of an aldazine-based fluorescence chemosensor for the sequential detection of cu2+ and biological thiols in aqueous solution and living cells

Hongmin Jia; Ming Yang; Qingtao Meng; Guangjie He; Yue Wang; Zhizhi Hu; Run Zhang; Zhiqiang Zhang

doi:10.3390/s16010079

Synthesis and application of an aldazine-based fluorescence chemosensor for the sequential detection of cu²⁺ and biological thiols in aqueous solution and living cells

Hongmin Jia, Ming Yang, Qingtao Meng^*, Guangjie He, Yue Wang, Zhizhi Hu, Run Zhang, Zhiqiang Zhang

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

50 Downloads (Pure)

Abstract

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.

Original language	English
Article number	79
Pages (from-to)	1-14
Number of pages	14
Journal	Sensors
Volume	16
Issue number	1
DOIs	https://doi.org/10.3390/s16010079
Publication status	Published - 11 Jan 2016

Bibliographical note

Copyright the Author(s) 2016. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

Keywords

Aldazine
Biothiols
Chemosensing ensemble
Detection
Fluorescence imaging

Access to Document

10.3390/s16010079

Publisher version (open access).pdfFinal published version, 1.19 MB

Cite this

@article{b7748de182fd4470a56392539a0009b1,

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",

abstract = "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.",

keywords = "Aldazine, Biothiols, Chemosensing ensemble, Detection, Fluorescence imaging",

author = "Hongmin Jia and Ming Yang and Qingtao Meng and Guangjie He and Yue Wang and Zhizhi Hu and Run Zhang and Zhiqiang Zhang",

note = "Copyright the Author(s) 2016. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.",

year = "2016",

month = jan,

day = "11",

doi = "10.3390/s16010079",

language = "English",

volume = "16",

pages = "1--14",

journal = "Sensors",

issn = "1424-8220",

publisher = "MDPI",

number = "1",

}

TY - JOUR

T1 - Synthesis and application of an aldazine-based fluorescence chemosensor for the sequential detection of cu2+ and biological thiols in aqueous solution and living cells

AU - Jia, Hongmin

AU - Yang, Ming

AU - Meng, Qingtao

AU - He, Guangjie

AU - Wang, Yue

AU - Hu, Zhizhi

AU - Zhang, Run

AU - Zhang, Zhiqiang

N1 - Copyright the Author(s) 2016. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

PY - 2016/1/11

Y1 - 2016/1/11

N2 - 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.

AB - 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.

KW - Aldazine

KW - Biothiols

KW - Chemosensing ensemble

KW - Detection

KW - Fluorescence imaging

UR - http://www.scopus.com/inward/record.url?scp=84954348949&partnerID=8YFLogxK

U2 - 10.3390/s16010079

DO - 10.3390/s16010079

M3 - Article

C2 - 26761012

AN - SCOPUS:84954348949

SN - 1424-8220

VL - 16

SP - 1

EP - 14

JO - Sensors

JF - Sensors

IS - 1

M1 - 79

ER -