A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging

A highly specific ferrocene-based fluorescent probe for hypochlorous acid and its application to cell imaging
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一种高特异性次氯酸二茂铁荧光探针及其在细胞成像中的应用

DOI:
10.1039/b921187j
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发表时间:
2010-01-01
期刊:
影响因子:
4.2
通讯作者:
Ma, Huimin
Ma, Huimin
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Suming;Lu, Jinxin;Ma, Huimin

文献摘要

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设计、合成了一种高特异性的二茂铁荧光探针(9-蒽基)乙烯基二茂铁,并对其进行了表征,用于对活细胞中的次氯酸(HOCl)进行荧光成像。探针的设计策略是基于电子给体二茂铁通过分子内电荷转移过程对蒽荧光的强猝灭作用,并通过使用可切割双键作为连接剂构建共轭分子来实现。探针中的双键在pH 7.4条件下选择性地与HOCl反应,而不与其他活性氧(如(OH)- o -中心点、(中心点)O2(-)、O-1(2)和H2O2)反应,荧光增强超过100倍。此外,该探针具有细胞膜透性,已成功证明其在HeLa细胞HOCl荧光成像中的适用性。
A highly specific ferrocene-based fluorescent probe, (9-anthryl)ethenylferrocene, has been designed, synthesized and characterized for fluorescence imaging of hypochlorous acid (HOCl) in live cells. The design strategy for the probe is based on the strong quenching effect of electron-donor ferrocene on anthracene fluorescence via an intramolecular charge transfer process, and is accomplished through constructing the conjugated molecule by using a cleavable double bond as a linker. The double bond in the probe reacts selectively with HOCl rather than the other reactive oxygen species (e. g., (OH)-O-center dot, (center dot)O2(-), O-1(2), and H2O2) in pH 7.4, accompanied by more than 100-fold fluorescence enhancement. Moreover, the probe is cell membrane permeable, and its applicability has been successfully demonstrated for fluorescence imaging of HOCl in HeLa cells.