Benzothiazole-Derived Sulfones and Sulfoxides as Reactive Templates for Biothiols and Sulfane Sulfurs
Benzothiazole-Derived Sulfones and Sulfoxides as Reactive Templates for Biothiols and Sulfane Sulfurs
复制标题
苯并噻唑衍生的砜和亚砜作为生物硫醇和硫烷硫的反应模板
DOI：
10.1021/acs.orglett.2c00734
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发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Xian, Ming
中科院分区：
文献类型：
--
作者：
Xu, Shi;Knight, Jessica R.;Brummett, Brock J.;Shieh, Meg;Cui, Qi;Wang, Yingying;Ramush, Geat;Xian, Ming
在这项工作中，我们研究了苯并噻唑砜和亚砜与活性硫物种的反应。硫醇与苯并噻唑砜反应生成亚磺酸（RSO2H），亚磺酸可进一步与硫烷硫反应生成硫代磺酸（RSO2SH）。这用于设计多硫化氢的荧光传感器。硫醇与苯并噻唑亚砜反应产生次磺酸（RSOH），它可以进行快速分子内环化，可用于设计硫醇触发的荧光传感器。
In this work we studied the reactions of benzothiazole sulfones and sulfoxides toward reactive sulfur species. The reaction of thiols with benzothiazole sulfones produces sulfinic acids (RSO2H), which can further react with sulfane sulfurs to form thiosulfonic acids (RSO2SH). This was used to design fluorescent sensors for hydrogen polysulfides. The reaction of thiols with benzothiazole sulfoxides produces sulfenic acids (RSOH), which can undergo fast intramolecular cyclization and be used to design thiol-triggered fluorescent sensors.