A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells

We reported here a turn-on fluorescent probe (1) for the detection of cysteine (Cys) by incorporating the recognition unit of 2,4-dinitrobenzenesulfonyl ester (DNBS) to a coumarin derivative. The structure of the obtained probe was confirmed by NMR and HRMS techniques. The probe shows a remarkable f...

Full description

Saved in:
Bibliographic Details
Main Authors: Xiaohua Ma, Guoguang Wu, Yuehua Zhao, Zibo Yuan, Yu Zhang, Ning Xia, Mengnan Yang, Lin Liu
Format: Article
Language:English
Published: Wiley 2018-01-01
Series:Journal of Analytical Methods in Chemistry
Online Access:http://dx.doi.org/10.1155/2018/1986468
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850172580665753600
author Xiaohua Ma
Guoguang Wu
Yuehua Zhao
Zibo Yuan
Yu Zhang
Ning Xia
Mengnan Yang
Lin Liu
author_facet Xiaohua Ma
Guoguang Wu
Yuehua Zhao
Zibo Yuan
Yu Zhang
Ning Xia
Mengnan Yang
Lin Liu
author_sort Xiaohua Ma
collection DOAJ
description We reported here a turn-on fluorescent probe (1) for the detection of cysteine (Cys) by incorporating the recognition unit of 2,4-dinitrobenzenesulfonyl ester (DNBS) to a coumarin derivative. The structure of the obtained probe was confirmed by NMR and HRMS techniques. The probe shows a remarkable fluorescence off-on response (∼52-fold) by the reaction with Cys in 100% aqueous buffer. The sensing mechanism was verified by the HPLC test. Probe 1 also displays high selectivity towards Cys. The detection limit was calculated to be 23 nM. Moreover, cellular experiments demonstrated that the probe is highly biocompatible and can be used for monitoring intracellular Cys.
format Article
id doaj-art-d027b99763a34dafbfc9a931d3bab1ec
institution OA Journals
issn 2090-8865
2090-8873
language English
publishDate 2018-01-01
publisher Wiley
record_format Article
series Journal of Analytical Methods in Chemistry
spelling doaj-art-d027b99763a34dafbfc9a931d3bab1ec2025-08-20T02:20:03ZengWileyJournal of Analytical Methods in Chemistry2090-88652090-88732018-01-01201810.1155/2018/19864681986468A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living CellsXiaohua Ma0Guoguang Wu1Yuehua Zhao2Zibo Yuan3Yu Zhang4Ning Xia5Mengnan Yang6Lin Liu7School of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou, Jiangsu 221116, ChinaSchool of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou, Jiangsu 221116, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaKey Laboratory of New Optoelectronic Functional Materials (Henan Province), College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang, Henan 455000, ChinaWe reported here a turn-on fluorescent probe (1) for the detection of cysteine (Cys) by incorporating the recognition unit of 2,4-dinitrobenzenesulfonyl ester (DNBS) to a coumarin derivative. The structure of the obtained probe was confirmed by NMR and HRMS techniques. The probe shows a remarkable fluorescence off-on response (∼52-fold) by the reaction with Cys in 100% aqueous buffer. The sensing mechanism was verified by the HPLC test. Probe 1 also displays high selectivity towards Cys. The detection limit was calculated to be 23 nM. Moreover, cellular experiments demonstrated that the probe is highly biocompatible and can be used for monitoring intracellular Cys.http://dx.doi.org/10.1155/2018/1986468
spellingShingle Xiaohua Ma
Guoguang Wu
Yuehua Zhao
Zibo Yuan
Yu Zhang
Ning Xia
Mengnan Yang
Lin Liu
A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
Journal of Analytical Methods in Chemistry
title A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
title_full A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
title_fullStr A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
title_full_unstemmed A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
title_short A Turn-On Fluorescent Probe for Sensitive Detection of Cysteine in a Fully Aqueous Environment and in Living Cells
title_sort turn on fluorescent probe for sensitive detection of cysteine in a fully aqueous environment and in living cells
url http://dx.doi.org/10.1155/2018/1986468
work_keys_str_mv AT xiaohuama aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT guoguangwu aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT yuehuazhao aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT ziboyuan aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT yuzhang aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT ningxia aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT mengnanyang aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT linliu aturnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT xiaohuama turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT guoguangwu turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT yuehuazhao turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT ziboyuan turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT yuzhang turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT ningxia turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT mengnanyang turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells
AT linliu turnonfluorescentprobeforsensitivedetectionofcysteineinafullyaqueousenvironmentandinlivingcells