Red-emitting fluorescent probe for discrimination of Cys/Hcy and GSH with a large Stokes shift under a single-wavelength excitation

被引:24
|
作者
Ren, Xiaojie [1 ]
Zhang, Yun [1 ]
Zhang, Fan [1 ]
Zhong, Hao [1 ]
Wang, Jingpei [1 ]
Liu, Xingjiang [2 ]
Yang, Zhaoguang [1 ,3 ]
Song, Xiangzhi [1 ,3 ]
机构
[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
[2] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China
[3] Key Lab Hunan Prov Water Environm & Agr Prod Safe, Changsha 410083, Hunan, Peoples R China
关键词
Biothiols; Probe; Large Stokes shift; Iminocoumarin; Borate; Red emission; GLUTATHIONE; CYSTEINE; HOMOCYSTEINE; CYSTEINE/HOMOCYSTEINE; CHEMOSENSORS;
D O I
10.1016/j.aca.2019.11.030
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
In this work, we based on an iminocoumarin borate complex to design and synthesize a red-emitting fluorescent probe, THQ-BF2-O-NBD, to discriminatively detect Cys/Hcy and GSH with a large Stokes shift (100 nm). This probe responded to GSH to display red fluorescence with lambda(max) = 630 nm. In contrast, two well-separated emission bands with lambda(max)= 565 and 630 nm were observed in the solution of THQ-BF2-O-NBD with Cys/Hcy. The probe was capable to distinguish Cys/Hcy from GSH in real biological systems. (C) 2019 Elsevier B.V. All rights reserved.
引用
收藏
页码:245 / 253
页数:9
相关论文
共 50 条
  • [1] A coumarin-based fluorescent probe: single-wavelength excitation, discrimination of Cys/Hcy and GSH by naked eyes
    Xue, Xiao-Lei
    Wang, Yang
    Zhang, Hao
    Chen, Shaojin
    Niu, Shu-Yan
    Cui, Lingyun
    Wang, Kun-Peng
    Hu, Zhi-Qiang
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2023, 292
  • [2] Fluorescent probe for simultaneous discrimination of Cys/Hcy and GSH in pure aqueous media with a fast response under a single-wavelength excitation
    Ren, Xiaojie
    Tian, Huihui
    Yang, Liu
    He, Long
    Geng, Yani
    Liu, Xingjiang
    Song, Xiangzhi
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 2018, 273 : 1170 - 1178
  • [3] Fluorescent probe for sensitive discrimination of GSH and Hcy/Cys with single-wavelength excitation in biological systems via different emission
    Gong, Shuai
    Qin, Ahui
    Tian, Jixiang
    Li, Mingxin
    Liang, Yueyin
    Meng, Zhiyuan
    Xu, Xu
    Wang, Zhonglong
    Wang, Shifa
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2023, 302
  • [4] Simultaneous Discrimination of Cys/Hcy and GSH With Simple Fluorescent Probe Under a Single-Wavelength Excitation and its Application in Living Cells, Tumor Tissues, and Zebrafish
    Yan, Dongling
    Liu, Likun
    Liu, Xiangbao
    Liu, Qi
    Hou, Peng
    Wang, Hao
    Xia, Chunhui
    Li, Gang
    Ma, Chunhui
    Chen, Song
    [J]. FRONTIERS IN CHEMISTRY, 2022, 10
  • [5] A red-emitting fluorescent probe for biothiols detection with a large Stokes shift
    Qi, Fengpei
    Liu, Xingjiang
    Yang, Lei
    Yang, Liu
    Chen, Wenqiang
    Song, Xiangzhi
    [J]. TETRAHEDRON, 2016, 72 (44) : 6909 - 6913
  • [6] A Ratiometric, Fast-Responsive, and Single-Wavelength Excited Fluorescent Probe for the Discrimination of Cys and Hcy
    Han, Shaohui
    Zhang, Hui
    Yue, Xiuxiu
    Wang, Jingpei
    Yang, Lei
    Wang, Benhua
    Song, Xiangzhi
    [J]. ANALYTICAL CHEMISTRY, 2021, 93 (31) : 10934 - 10939
  • [7] A red-emitting fluorescent probe for imaging hydrogen sulphide with a large Stokes shift
    Chen, Song
    Hou, Peng
    Song, Xiangzhi
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 2015, 221 : 951 - 955
  • [8] An ESIPT-based fluorescent probe for sensitive and selective detection of Cys/Hcy over GSH with a red emission and a large Stokes shift
    Liu, Xingjiang
    Tian, HuiHui
    Yang, Lei
    Su, Yuanan
    Guo, Man
    Song, Xiangzhi
    [J]. TETRAHEDRON LETTERS, 2017, 58 (33) : 3209 - 3213
  • [9] A red-emitting fluorescent probe for hydrogen sulfide in living cells with a large Stokes shift
    Yang, Lei
    Su, Yuanan
    Sha, Zhankui
    Geng, Yani
    Qi, Fengpei
    Song, Xiangzhi
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (07) : 1150 - 1156
  • [10] A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid
    Bai Jiakun
    Xu Ting
    Zhang Lu
    Peng Jiang
    Li Yuqiang
    Jia Junhui
    [J]. CHINESE JOURNAL OF INORGANIC CHEMISTRY, 2024, 40 (06) : 1095 - 1104