A mitochondria-targeted red-emitting probe for imaging hydrogen sulfide in living cells and zebrafish

被引:24
|
作者
Ismail, Ismail [1 ,2 ]
Wang, Dan [1 ,2 ]
Wang, Dawei [1 ,2 ]
Niu, Cuili [1 ,2 ]
Huang, Haojie [3 ,4 ]
Yi, Long [3 ,4 ,5 ]
Xi, Zhen [1 ,2 ,5 ]
机构
[1] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[2] Nankai Univ, Dept Biol Chem, Natl Engn Res Ctr Pesticide Tianjin, Coll Chem, Tianjin 300071, Peoples R China
[3] BUCT, State Key Lab Organ Inorgan Composites, Beijing 100029, Peoples R China
[4] BUCT, Beijing Key Lab Bioproc, Beijing 100029, Peoples R China
[5] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
基金
国家重点研发计划;
关键词
RATIOMETRIC FLUORESCENT-PROBE; SENSITIVE DETECTION; RAPID DETECTION; H2S SYNTHESIS; CANCER-CELLS; THIOLYSIS; REDUCTION; SPECTRA; DESIGN;
D O I
10.1039/c8ob03219j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydrogen sulfide (H2S) is an important endogenous signaling molecule with multiple biological functions. Based on the thiolysis of NBD (7-nitro-1,2,3-benzoxadiazole) amine, herein we rationally design and synthesize a new fluorescent probe 1 for the detection of mitochondrial H2S in living cells. Probe 1 displays bright red-emitting fluorescence after H2S activation (., 0.77). 1 shows higher selectivity and sensitivity for H2S than the red-emitting probe Rho-NBD (ChemBioChem, 2016, 17, 962). Moreover, 1 is water-soluble, cell-membrane-permeable, of low cytotoxicity and mitochondria-targeting, and can be employed for monitoring mitochondrial H2S in living cells.
引用
收藏
页码:3389 / 3395
页数:7
相关论文
共 50 条
  • [1] Mitochondria-Targeted Fluorescent Probe for Imaging Hydrogen Peroxide in Living Cells
    Xu, Jian
    Zhang, Yan
    Yu, Hui
    Gao, Xudong
    Shao, Shijun
    ANALYTICAL CHEMISTRY, 2016, 88 (02) : 1455 - 1461
  • [2] Construction of a Mitochondria-Endoplasmic Reticulum Dual-Targeted Red-Emitting Fluorescent Probe for Imaging Peroxynitrite in Living Cells and Zebrafish
    He, Lingchao
    Liu, Heng
    Wu, Jinsheng
    Cheng, Ziyi
    Yu, Fabiao
    CHEMISTRY-AN ASIAN JOURNAL, 2022, 17 (14)
  • [3] A mitochondria-targeted rhodol fluorescent probe for imaging of hydrogen peroxide in living cells
    Lv, Linlin
    Luo, Weiwei
    Diao, Quanping
    ANALYTICAL METHODS, 2022, 14 (21) : 2117 - 2122
  • [4] 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
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (07) : 1150 - 1156
  • [5] A long-wavelength mitochondria-targeted CO fluorescent probe for living cells and zebrafish imaging
    Rong, Xiaodi
    Liu, Caiyun
    Li, Mingzhu
    Shi, Jiafan
    Yu, Miaohui
    Sheng, Wenlong
    Zhu, Baocun
    Wang, Zhongpeng
    ANALYTICAL METHODS, 2024, 16 (03) : 442 - 448
  • [6] A mitochondria-targeted fluorescent probe for monitoring endogenous cysteine in living cells and zebrafish
    Chen, Yingshuang
    Zhong, Xiuli
    Yang, Xinrui
    Zhu, Shanmei
    Jiang, Yuliang
    Jin, Can
    CHEMICAL COMMUNICATIONS, 2021, 57 (66) : 8198 - 8201
  • [7] A mitochondria-targeted fluorescent probe for discrimination of biothiols by dual-channel imaging in living cells and zebrafish
    Wu, Zhengjun
    Xu, Ningge
    Zhang, Dan
    Liu, Heng
    Li, Linglan
    Wang, Feiyi
    Ren, Jun
    Wang, Erfei
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2024, 322
  • [8] Visualizing hydrogen sulfide in living cells and zebrafish using a red-emitting fluorescent probe via selenium-sulfur exchange reaction
    Zhang, Xiaoyu
    Qu, Wangbo
    Liu, Heng
    Ma, Yingying
    Wang, Linlin
    Sun, Qi
    Yu, Fabiao
    ANALYTICA CHIMICA ACTA, 2020, 1109 : 37 - 43
  • [9] A red-emitting fluorescent probe for sensing and imaging biothiols in living cells
    Wang, Jingpei
    Zhang, Fan
    Yang, Liu
    Wang, Benhua
    Song, Xiangzhi
    JOURNAL OF LUMINESCENCE, 2021, 234
  • [10] Mitochondria-targeted fluorescent probe for imaging endogenous hydrogen sulfide in cellular antioxidant stress
    Cai, Songtao
    Liu, Chang
    He, Song
    Zhao, Liancheng
    Zeng, Xianshun
    ANALYTICAL METHODS, 2020, 12 (42) : 5061 - 5067