2-Vinylfuran substituted BODIPY H2S fluorescent turn on probe based on hydrolysis of furfural and nucleophilic addition of double bond

文献类型： 外文期刊

第一作者： Qian, Jing

作者： Qian, Jing;Gong, Deyan;Wang, Jiemin;Cao, Ting;Iqbal, Kanwal;Liu, Wei;Iqbarl, Anam;Qin, Wenwu;Qian, Jing;Gong, Deyan;Wang, Jiemin;Cao, Ting;Iqbal, Kanwal;Liu, Wei;Iqbarl, Anam;Qin, Wenwu;Teng, Zhidong;Guo, Huichen;Teng, Zhidong;Guo, Huichen;Iqbal, Kanwal;Iqbarl, Anam

作者机构：

关键词： BODIPY; H2S; Turn on; Nucleophilic addition; Non-radiative decay

期刊名称：SENSORS AND ACTUATORS B-CHEMICAL （ 影响因子：7.46； 五年影响因子：6.743 ）

ISSN：

年卷期： 2019 年 297 卷

页码：

收录情况： SCI

摘要： In this work, a fluorescent H2S turn on probe BODIPY-vinylfuran has been synthesized by reaction of 8-methyl-BODIPY with functional group 5-methylfuranal. When H2S is present, the furan ring is hydrolyzed and ring-opened, and H2S further undergoes a nucleophilic addition reaction with carbon-carbon double bond (C=C) of vinylfuran, resulting in enhanced fluorescence. Due to the addition reaction of carbon-carbon double bond with H2S, the pi-pi conjugated structure of furan and BODIPY is destroyed, resulting in the shifting of maximum emission peak from 535 nm to 496 nm. Sensor BODIPY-vinylfuran demonstrates remarkable performance with more than 150-folds increase in fluorescence intensity, low detection limit (99.4 nM) and selectivity to H2S specificity. Furthermore, BODIPY-vinylfuran possesses low cytotoxicity and good biocompatibility. Cellular fluorescence imaging further demonstrates that BODIPY-vinylfuran is highly responsive to both endogenous and exogenous H2S.

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