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硫化氢介导的硒硫醚的串联反应及其在荧光探针开发中的应用。

Hydrogen Sulfide Mediated Tandem Reaction of Selenenyl Sulfides and Its Application in Fluorescent Probe Development.

机构信息

Department of Chemistry , Washington State University , Pullman , Washington 99164 , United States.

Affiliated Cancer Hospital & Institute of Guangzhou Medical University , Guangzhou , Guangdong 510436 , China.

出版信息

Org Lett. 2019 Sep 20;21(18):7573-7576. doi: 10.1021/acs.orglett.9b02844. Epub 2019 Sep 6.

Abstract

A unique reaction between HS and a selenenyl sulfide containing benzoate ester template was discovered. This reaction could be specifically triggered by HS and lead to ester bond cleavage. The reaction was not affected by the presence of thiols such as glutathione and cysteine. With this reaction, a series of fluorescent probes were synthesized and evaluated. The probes exhibited high sensitivity/selectivity for HS in both buffers and cells.

摘要

发现了 HS 与含有硒代亚磺酰基苯甲酸盐模板的独特反应。这种反应可以被 HS 特异性触发,并导致酯键断裂。该反应不受谷胱甘肽和半胱氨酸等硫醇的影响。利用该反应,合成并评价了一系列荧光探针。这些探针在缓冲液和细胞中对 HS 表现出高灵敏度/选择性。

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