Dihydropyridine-derived BODIPY probe for detecting exogenous and endogenous nitric oxide in mitochondria

被引:34
作者
Gao, Chang [1 ,2 ,3 ]
Lin, Lan [1 ]
Sun, Wan [2 ]
Tan, Zheng-Li [2 ]
Huang, Jun-Ru [3 ]
He, Lan [1 ]
Lu, Zhong-Lin [2 ]
机构
[1] Inst Chem Drug Control, Natl Inst Food & Drug Control, TianTan XiLi 2, Beijing 100050, Peoples R China
[2] Beijing Normal Univ, Coll Chem, Xinjiekouwai St 19, Beijing 100875, Peoples R China
[3] China Pharmaceut Univ, Sch Pharm, Nanjing 211198, Jiangsu, Peoples R China
关键词
BODIPY; Nitric oxide; Fluorescent sensor; Dihydropyridine; Mitochondria; TARGETABLE FLUORESCENT-PROBE; LIVING CELLS; RATIONAL DESIGN; AQUEOUS-SOLUTION; TURN-ON; NO; LYSOSOME; SENSORS; NITRATE;
D O I
10.1016/j.talanta.2017.08.044
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
A mitochondria-targetable probe Mito-DHP for nitric oxide (NO) was designed and synthesized by introducing dihydropyridine and triphenylphosphonium (TPP) moieties into boron dipyrromethene (BODIPY) dye. Mito-DHP was able to effectively detect nitric oxide through the aromatization of dihydropyridine to fluorescent pyridine product under oxygen-free conditions. The probe Mito-DHP showed high selectivity to NO over a number of reactive oxygen/nitrogen species (ROS/RNS) as well as high sensitivity (detection limit at 25 nM), pH stability and bio-compatibility. Furthermore, Mito-DHP proved to target mitochondria specifically and to visualize both exogenous and endogenous NO in real time.
引用
收藏
页码:382 / 388
页数:7
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