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基于双开关识别机制的ESIPT荧光探针用于活细胞中硫化氢的选择性快速检测

ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells.

作者信息

Guan Hongwei, Zhang Aixia, Li Peng, Xia Lixin, Guo Feng

机构信息

Key Laboratory of Industrial Ecology and Environmental Engineering (Ministry of Education), School of Food and Environment, Dalian University of Technology, Panjin 124000, P. R. China.

Department of Chemistry, Liaoning University, Shenyang 110036, P. R. China.

出版信息

ACS Omega. 2019 May 23;4(5):9113-9119. doi: 10.1021/acsomega.9b00934. eCollection 2019 May 31.

DOI:10.1021/acsomega.9b00934
PMID:31459999
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6648457/
Abstract

A novel fluorescence probe, HBTSeSe, was designed and synthesized for the detection of HS with a double-switch mechanism of a broken diselenide bond followed by thiolysis of ether. Then, 2-(2'-hydroxyphenyl)benzothiazole (HBT) was released as fluorophore, which has large Stokes shift based on the excited state intramolecular proton transfer process. The probe responded selectively and rapidly to HS, with the fluorescence increased by 47-fold immediately after the addition of HS. HBTSeSe was able to detect HS in the cytoplasm, specifically in cell imaging experiments. The results also showed that HS was produced in the immune response of RAW264.7 cells activated by phorbol-12-myristate-13-acetate.

摘要

设计并合成了一种新型荧光探针HBTSeSe,用于检测HS,其具有双开关机制,先是二硒键断裂,然后是醚的硫解反应。随后,作为荧光团的2-(2'-羟基苯基)苯并噻唑(HBT)被释放出来,基于激发态分子内质子转移过程,它具有较大的斯托克斯位移。该探针对HS具有选择性且快速的响应,加入HS后荧光立即增强47倍。在细胞成像实验中,HBTSeSe能够检测细胞质中的HS。结果还表明,在佛波醇-12-肉豆蔻酸酯-13-乙酸酯激活的RAW264.7细胞的免疫反应中会产生HS。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/c610e0421c70/ao-2019-00934r_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/cb72f166ddf5/ao-2019-00934r_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/4029602a5346/ao-2019-00934r_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/793ffeda17ad/ao-2019-00934r_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/520cac14237b/ao-2019-00934r_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/5637b5bdde60/ao-2019-00934r_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/a7418e6910fe/ao-2019-00934r_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/c610e0421c70/ao-2019-00934r_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/cb72f166ddf5/ao-2019-00934r_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/4029602a5346/ao-2019-00934r_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/793ffeda17ad/ao-2019-00934r_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/520cac14237b/ao-2019-00934r_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/5637b5bdde60/ao-2019-00934r_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/a7418e6910fe/ao-2019-00934r_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5e8a/6648457/c610e0421c70/ao-2019-00934r_0006.jpg

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