A mitochondria-targeted ratiometric fluorescent probe for rapid, sensitive and specific detection of biological SO2 derivatives in living cells

被引:258
作者
Xu, Junchao [1 ]
Pan, Jian [1 ]
Jiang, Xiaoming [1 ]
Qin, Caiqin [2 ]
Zeng, Lintao [1 ]
Zhang, Huan [1 ]
Zhang, Jun Feng [3 ]
机构
[1] Tianjin Univ Technol, Sch Chem & Chem Engn, Tianjin 300384, Peoples R China
[2] Hubei Engn Univ, Dept Chem & Mat Sci, Xiaogan 432000, Peoples R China
[3] Yunnan Normal Univ, Coll Chem & Chem Engn, Kunming 650500, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescent probe; SO2; derivatives; Benzo[e]indolium; Mitochondria-targeted; Ratiometric; Imaging; GENERATED SULFUR-DIOXIDE; SELECTIVE DETECTION; SERUM SULFITE; AQUEOUS-SOLUTION; IN-VIVO; TURN-ON; BISULFITE; INJURY; RATS; PEROXYNITRITE;
D O I
10.1016/j.bios.2015.10.049
中图分类号
Q6 [生物物理学];
学科分类号
071011 ;
摘要
In this study, we report a ratiometric fluorescent probe (CZBI) for sulfur dioxide (SO2) derivatives based on the conjugate of carbazole and benzo[e]indolium, which displays colorimetric and ratiometric fluorescence dual response to HSO3-. The probe can quantitatively detect HSO3- with high specificity, fast response (within 40 s) as well as low detection limit (10 nM). A 1,4-nucleophilic addition reaction was proposed for the sensing mechanism of this probe, which was confirmed by H-1 NMR and HR-MS spectra. Fluorescence co-localization studies demonstrated that CZBI was a specific mitochondria-targeted fluorescent probe for SO2 derivatives with excellent cell membrane permeability. Furthermore, fluorescence imaging of HeLa cells indicated that CZBI could be used for monitoring the intrinsically generated intracellular SO2 derivatives in living cells by ratiometric fluorescence imaging. Thus, CZBI has a great potential application for exploring the role played by SO2 derivatives in biology. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:725 / 732
页数:8
相关论文
共 46 条
[1]  
Chan J, 2012, NAT CHEM, V4, P973, DOI [10.1038/NCHEM.1500, 10.1038/nchem.1500]
[2]   A highly sulfite-selective ratiometric fluorescent probe based on ESIPT [J].
Chen, Song ;
Hou, Peng ;
Wang, Jianxiu ;
Song, Xiangzhi .
RSC ADVANCES, 2012, 2 (29) :10869-10873
[3]   Characterization and in vitro antitumor activity of polysaccharides from the mycelium of Sarcodon aspratus [J].
Chen, Yan ;
Hu, Meili ;
Wang, Cui ;
Yang, Yuling ;
Chen, Jianhua ;
Ding, Jingna ;
Guo, Wenqiang .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2013, 52 :52-58
[4]   "Reactive" probe for hydrogen sulfite: "turn-on" fluorescent sensing and bioimaging application [J].
Cheng, Xiaohong ;
Jia, Huizhen ;
Feng, Jun ;
Qin, Jingui ;
Li, Zhen .
JOURNAL OF MATERIALS CHEMISTRY B, 2013, 1 (33) :4110-4114
[5]   Chromogenic and Fluorogenic Signaling of Sulfite by Selective Deprotection of Resorufin Levulinate [J].
Choi, Myung Gil ;
Hwang, Jiyoung ;
Eor, Suyoung ;
Chang, Suk-Kyu .
ORGANIC LETTERS, 2010, 12 (24) :5624-5627
[6]   Endogenously generated sulfur dioxide and its vasorelaxant effect in rats [J].
Du, Shu-Xu ;
Jin, Hong-Fang ;
Bu, Ding-Fang ;
Zhao, Xia ;
Geng, Bin ;
Tang, Chao-Shu ;
Du, Jun-Bao .
ACTA PHARMACOLOGICA SINICA, 2008, 29 (08) :923-930
[7]   A Boron-dipyrromethene-Based Fluorescent Probe for Colorimetric and Ratiometric Detection of Sulfite [J].
Gu, Xianfeng ;
Liu, Chunhua ;
Zhu, Yi-Chun ;
Zhu, Yi-Zhun .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2011, 59 (22) :11935-11939
[8]   Effects of SO2 on Respiratory System of Adult Miyakejima Resident 2 Years after Returning to the Island [J].
Iwasawa, Satoko ;
Kikuchi, Yuriko ;
Nishiwaki, Yuji ;
Nakano, Makiko ;
Michikawa, Takehiro ;
Tsuboi, Tazuru ;
Tanaka, Shigeru ;
Uemura, Takamoto ;
Ishigami, Ai ;
Nakashima, Hiroshi ;
Takebayashi, Toru ;
Adachi, Mitsuru ;
Morikawa, Akihiro ;
Maruyama, Kouichi ;
Kudo, Shoji ;
Uchiyama, Iwao ;
Omae, Kazuyuki .
JOURNAL OF OCCUPATIONAL HEALTH, 2009, 51 (01) :38-47
[9]  
JI AJ, 1995, CLIN CHEM, V41, P897
[10]   The Role of Sulfur Dioxide in the Regulation of Mitochondrion-Related Cardiomyocyte Apoptosis in Rats with Isopropylarterenol-Induced Myocardial Injury [J].
Jin, Hongfang ;
Liu, Angie Dong ;
Holmberg, Lukas ;
Zhao, Manman ;
Chen, Siyao ;
Yang, Jinyan ;
Sun, Yan ;
Chen, Shanshan ;
Tang, Chaoshu ;
Du, Junbao .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2013, 14 (05) :10465-10482