An arylboronate-based fluorescent probe for selective and sensitive detection of peroxynitrite and its applications for fluorescence imaging in living cells

An arylboronate-based fluorescent probe for selective and sensitive detection of peroxynitrite and its applications for fluorescence imaging in living cells
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DOI:
10.1016/j.snb.2016.06.054
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发表时间:
2016-12
影响因子:
8.4
通讯作者:
Jian Zhang;Yaping Li;Jingjing Zhao;Wei Guo
Jian Zhang;Yaping Li;Jingjing Zhao;Wei Guo
中科院分区:
化学1区
文献类型:
--
作者:
Jian Zhang;Yaping Li;Jingjing Zhao;Wei Guo

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过氧亚硝酸盐 (ONOO−) 是生物系统中一种活性极高的氧物质,可以与包括蛋白质、脂质和核酸在内的多种分子靶标发生反应,最终导致线粒体功能障碍和细胞死亡。在这项工作中,我们设计并合成了一种新的基于芳基硼酸盐的荧光探针,它可以检测ONOO−,具有大的荧光关闭比(155倍)、快速的响应速率(50秒)、高灵敏度(检测限:0.83 nM),并对一系列生物相关的活性氧以及阴离子、阳离子和生物硫醇具有优异的选择性。传感机制已被证明是ONOO-触发明亮的亚氨基香豆素荧光团的共价组装。使用探针,RAW264.7小鼠巨噬细胞中刺激诱导的ONOO−以及氧糖剥夺(OGD)后内皮细胞中的内源性ONOO−已成功可视化。
Peroxynitrite (ONOO−) is an extremely reactive oxygen species in biological systems, and can react with a wide variety of molecular targets including proteins, lipids, and nucleic acids, eventually resulting in mitochondria dysfunction and cell death. In this work, we designed and synthesized a new arylboronate-based fluorescent probe, which could detect ONOO−with a big fluorescenceoff-onratio (155-fold), fast response rate (50 s), high sensitivity (detection limit:0.83 nM), and excellent selectivity over a series of biologically relevant reactive oxygen species as well as anions, cations, and biothiols. The sensing mechanism has proved to be the ONOO−-triggered covalent assembly of a bright iminocourmarin fluorophore. With the probe, the stimulation-induced ONOO−in RAW264.7 murine macrophages as well as the endogenous ONOO−in endothelial cells after oxygen-glucose deprivation (OGD) has been successfully visualized.