Based 'successive' nucleophilic substitution mitochondrial-targeted H2S red light emissive fluorescent probe and its imaging in mice

Based 'successive' nucleophilic substitution mitochondrial-targeted H2S red light emissive fluorescent probe and its imaging in mice
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基于“连续”亲核取代线粒体靶向H2S红光发射荧光探针及其在小鼠中的成像

DOI:
10.1016/j.snb.2019.126773
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发表时间:
2019-10-15
影响因子:
8.4
通讯作者:
Yin, CaiXia
Yin, CaiXia
中科院分区:
化学1区
文献类型:
--
作者:
Wang, JunPing;Wen, Ying;Yin, CaiXia

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近年来,内源性硫化氢(H2S)的生物学功能、病理和药理作用的研究一直是化学家和生物学家关注的热点。特别是随之而来的基于荧光探针的H2S检测机制和生物应用层出不穷,各执一词,各有所长。事实上,H2S荧光探针的反应机理和发光性质对H2S荧光探针的生物应用起着决定性的作用。在这个尽管红火的季节,我们在研究的过程中仍然巧妙构思,针对H2S小结构能够在同一分子中进行连续的亲核取代,实现了高选择性的H2S亚细胞检测。具体来说,我们以带正电荷的花菁(Cy7)作为红色荧光团,通过引入二硫键和碳酸根来构建H2S的特异反应位点,从而避免了生物体系中其他含硫物质的干扰。探针与H2S反应后释放红色荧光团,实现线粒体靶向H2S检测。由于红色荧光发射探针的优点,该探针成功地应用于小鼠成像。
The research of endogenous hydrogen sulfide (H2S) biology function, pathological and pharmacological effects has been active in the field of chemists and biologists in recent years. Especially, consequent H2S detection mechanisms and biological applications based on fluorescence probe emerged in endlessly, competing ideas, each had its advantage. In facts, the reaction mechanism and luminescence properties play a decisive role in the biology application of H2S fluorescence probe. In this despite booming season, in the process of research we still skillfully conceived, in view of H2S with small structure being able to do successive nucleophilic substitution in the same molecules, high selective H2S subcellular detection was realized. Specifically, we take the cyanine (Cy7) with positive charge as a red fluorophore, through the introduction of disulfide bond and carbonate to build the specific reaction sites of H2S, thus avoiding the interference of other sulfur-containing substances in biological systems. After reaction with H2S, the Probe released red fluorophore, realizing mitochondria target H2S detection. Because the advantages of red fluorescence emission probe, the Probe successfully was applied imaging in mice.