A BODIPY fluorescent probe with selective response for hypochlorous acid and its application in cell imaging

被引:50
|
作者
Gai, Lizhi [1 ]
Mack, John [2 ]
Liu, Hui [1 ]
Xu, Zheng [1 ]
Lu, Hua [1 ]
Li, Zhifang [1 ]
机构
[1] Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 310012, Zhejiang, Peoples R China
[2] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa
来源
关键词
Hypochlorous acid; BODIPY; TD-DFT; Fluorescent probe; Cell image; INTRAMOLECULAR CHARGE-TRANSFER; TURN-ON; ELECTRON-TRANSFER; SYNOVIAL-FLUID; DYES; ATHEROSCLEROSIS; OXIDATION; STATE; RED;
D O I
10.1016/j.snb.2013.02.106
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A boron-dipyrromethene (BODIPY) derivative with a hydroxymethyl group at the mesa-position, 1, was synthesized, which exhibits a highly specific and rapid 'turn-off' response for HOCl during confocal fluorescence microscopy experiments under physiological conditions and in live cells. The formation of an electron-withdrawing formyl substituent upon oxidation results in highly efficient nonradiative decay of the S-1 state and hence in a drastic decrease in fluorescence emission intensity. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:1 / 6
页数:6
相关论文
共 50 条
  • [1] A Naphthalimide-Based Hypochlorous Acid-Selective Fluorescent Probe and Its Application in Cell Imaging
    Wang, Xinyu
    Qi, Shaolong
    Du, Jianshi
    Li, Qiang
    Zhu, Lubao
    Xue, Longqi
    Zhao, Qing
    Yang, Qingbiao
    Li, Yaoxian
    Cong, Xianling
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (02) : 719 - 725
  • [2] Development of a Selective Fluorescent Probe for Hypochlorous Acid Detection and Imaging
    Xu, Qingling
    Choi, Min Jeong
    Kim, Gyoungmi
    Lee, Sang-Hyup
    Yoon, Juyoung
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2018, 39 (12): : 1355 - 1356
  • [3] Development of a BODIPY-based ratiometric fluorescent probe for hypochlorous acid and its application in living cells
    Wang, Xuzhe
    Zhou, Li
    Qiang, Fei
    Wang, Feiyi
    Wang, Rui
    Zhao, Chunchang
    [J]. ANALYTICA CHIMICA ACTA, 2016, 911 : 114 - 120
  • [4] A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging
    Chen, Suming
    Lu, Jinxin
    Sun, Chengdong
    Ma, Huimin
    [J]. ANALYST, 2010, 135 (03) : 577 - 582
  • [5] A benzo BODIPY based fluorescent probe for selective visualization of hypochlorous acid in living cells and zebrafish
    Bi, Sheng
    Yang, Taorui
    An, Ke
    Zhou, Baocheng
    Han, Yifeng
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2023, 299
  • [6] A selenium-based fluorescent probe for the sensitive detection of hypochlorous acid and its application in cell and zebrafish imaging
    Yang, Taorui
    Fan, Jiaxin
    He, Yan
    Han, Yifeng
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2024, 447
  • [7] A naphthalimide based fast and selective fluorescent probe for hypochlorous acid/hypochlorite and its application for bioimaging
    Lv, Xin
    Yuan, Xia
    Wang, Yue
    Guo, Wei
    [J]. NEW JOURNAL OF CHEMISTRY, 2018, 42 (18) : 15105 - 15110
  • [8] Carboxy Bodipy-Based Fast Trigger Fluorescent Probe for Imaging Endogenous Hypochlorous Acid
    Zhang, Hao
    Feng, Qincong
    Hou, Ji-Ting
    Li, Zhipeng
    Shen, Jianliang
    [J]. CHEMOSENSORS, 2023, 11 (01)
  • [9] A BODIPY-Based Far-Red-Absorbing Fluorescent Probe for Hypochlorous Acid Imaging
    Wan, Zhaoxiong
    Yu, Shupei
    Wang, Qi
    Tobia, John
    Chen, Hao
    Li, Zhanjun
    Liu, Xuan
    Zhang, Yuanwei
    [J]. CHEMPHOTOCHEM, 2022, 6 (04)
  • [10] A new benzo-bodipy based fluorescent probe for the highly sensitive detection of hypochlorous acid and its application in the living cells and zebrafish imaging
    Yang, Taorui
    An, Ke
    Zhang, Shishen
    Han, Yifeng
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2023, 296