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

被引:25
|
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
  • [41] A mitochondria-targeted two-photon fluorescent probe for sensing and imaging pH changes in living cells
    Jiang, Xueqin
    Liu, Zengjin
    Yang, Youzhe
    Li, Hao
    Qi, Xiaoyi
    Ren, Wen Xiu
    Deng, Mingming
    Lu, Muhan
    Wu, Jianming
    Liang, Sicheng
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2020, 224
  • [42] A highly sensitive red-emitting probe for the detection of viscosity changes in living cells, zebrafish, and human blood samples
    Fu, Manlin
    Shen, Wei
    Chen, Yajun
    Yi, Wenjun
    Cai, Chunhui
    Zhu, Liquan
    Zhu, Qing
    JOURNAL OF MATERIALS CHEMISTRY B, 2020, 8 (06) : 1310 - 1315
  • [43] Mitochondria-targeted photoacoustic probe for imaging of hydrogen peroxide in inflamed mouse model
    Zhang, Lele
    Hai, Zijuan
    PHOTOACOUSTIC PROBES FOR IN VIVO IMAGING, 2021, 657 : 249 - 269
  • [44] Mitochondria-targeted fluorescent probe for visualization of exogenous and endogenous methylglyoxal in living cells
    Wang, Zhiming
    Bian, Yaye
    Liu, Chang
    He, Song
    Zhao, Liancheng
    Zeng, Xianshun
    CHEMICAL COMMUNICATIONS, 2022, 58 (44) : 6453 - 6456
  • [45] A mitochondria-targeted ratiometric fluorescent nanoprobe for imaging of peroxynitrite in living cells
    Yang, Keqin
    Hou, Li
    Li, Zhifang
    Lin, Tianran
    Tian, Jianniao
    Zhao, Shulin
    TALANTA, 2021, 231
  • [46] A red-emitting naphthofluorescein-based fluorescent probe for selective detection of hydrogen peroxide in living cells
    Albers, Aaron E.
    Dickinson, Bryan C.
    Miller, Evan W.
    Chang, Christopher J.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (22) : 5948 - 5950
  • [47] A mitochondria-targeted turn-on fluorescent probe for the detection of glutathione in living cells
    Zhang, Jian
    Bao, Xiaolong
    Zhou, Junliang
    Peng, Fangfang
    Ren, Hang
    Dong, Xiaochun
    Zhao, Weili
    BIOSENSORS & BIOELECTRONICS, 2016, 85 : 164 - 170
  • [48] A novel mitochondria-targeted phosphorescence probe for hypochlorite ions detection in living cells
    Yi, Sili
    Lu, Zhen
    Lin, Yandai
    Wang, Jun
    Qiao, Ziwen
    Shen, Rongkai
    Zhang, Jin
    Hou, Linxi
    TALANTA, 2020, 209
  • [49] A mitochondria-targeted fluorescence probe for ratiometric detection of endogenous hypochlorite in the living cells
    Wu, Wen-Li
    Zhao, Xuan
    Xi, Long-Long
    Huang, Miao-Fei
    Zeng, Wen-Hui
    Miao, Jun-Ying
    Zhao, Bao-Xiang
    ANALYTICA CHIMICA ACTA, 2017, 950 : 178 - 183
  • [50] A mitochondria-targeted and deep-red emission ratiometric fluorescent probe for real-time visualization of SO2 in living cells, zebrafish and living mice
    Gao, Wenjie
    Ma, Yanyan
    Lin, Weiying
    ANALYST, 2019, 144 (16) : 4972 - 4977