共 68 条
A mitochondria-targeted turn-on fluorescent probe for the detection of glutathione in living cells
被引:114
作者:

Zhang, Jian
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机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Bao, Xiaolong
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h-index: 0
机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Zhou, Junliang
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h-index: 0
机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Peng, Fangfang
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h-index: 0
机构:
Henan Univ, Minist Educ, Key Lab Special Funct Mat, Kaifeng 475004, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Ren, Hang
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h-index: 0
机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Dong, Xiaochun
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h-index: 0
机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China

Zhao, Weili
论文数: 0 引用数: 0
h-index: 0
机构:
Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
Henan Univ, Minist Educ, Key Lab Special Funct Mat, Kaifeng 475004, Peoples R China Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
机构:
[1] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
[2] Henan Univ, Minist Educ, Key Lab Special Funct Mat, Kaifeng 475004, Peoples R China
基金:
中国国家自然科学基金;
关键词:
BODIPY;
Fluorescent probe;
Glutathione;
Fluorescence imaging;
Mitochondria-targeted;
HIGHLY SELECTIVE DETECTION;
RESTRICTED AZA-BODIPY;
HYDROGEN-SULFIDE;
CYSTEINE;
HOMOCYSTEINE;
SENSOR;
GSH;
PLASMA;
CYS;
DISCRIMINATION;
D O I:
10.1016/j.bios.2016.05.005
中图分类号:
Q6 [生物物理学];
学科分类号:
071011 ;
摘要:
A novel turn-on red fluorescent BODIPY-based probe (Probe 1) for the detection of glutathione was developed. Such a probe carries a para-dinitrophenoxy benzyl pyridinium moiety at the meso position of a BODIPY dye as self-immolative linker. Probe 1 responds selectively to glutathione with the detection limit of 109 nM over other amino acids, common metal ions, reactive oxygen species, reactive nitrogen species, and reactive sulfur species. A novel electrostatic interaction to modulate the SNAr attack of glutathione was believed to play significant role for the observed selective response to glutathione. The cleavage of dinitrophenyl ether by glutathione leads to the production of para-hydroxybenzyl moiety which is able to self-immolate through an intramolecular 1,4-elimination reaction to release the fluorescent BODIPY dye. The low toxic probe has been successfully used to detect mitochondrial glutathione in living cells. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:164 / 170
页数:7
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Hu, Ying
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h-index: 0
机构:
Ewha Womans Univ, Dept Chem & Nano Sci, Global Top Res Program 5, Seoul 120750, South Korea Ewha Womans Univ, Dept Chem & Nano Sci, Global Top Res Program 5, Seoul 120750, South Korea

Ryu, Ji-Hwan
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Yonsei Univ, Coll Med, Res Ctr Human Nat Def Syst, Seoul 120752, South Korea
Yonsei Univ, Coll Med, BK Plus Project Med Sci 21, Seoul 120752, South Korea Ewha Womans Univ, Dept Chem & Nano Sci, Global Top Res Program 5, Seoul 120750, South Korea

Yoon, Juyoung
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Ewha Womans Univ, Dept Chem & Nano Sci, Global Top Res Program 5, Seoul 120750, South Korea Ewha Womans Univ, Dept Chem & Nano Sci, Global Top Res Program 5, Seoul 120750, South Korea