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A fluorescence turn-on probe for hydrogen sulfide and biothiols based on PET & TICT and its imaging in HeLa cells.
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy ( IF 4.3 ) Pub Date : 2020-08-17 , DOI: 10.1016/j.saa.2020.118839
Xueqiong Zhang 1 , Xiaodong Jin 2 , Caiting Zhang 1 , Hui Zhong 3 , Hongjun Zhu 1
Affiliation  

In this paper, a photoinduced electron transfer (PET)& twisted intramolecular charge transfer (TICT)-based fluorescent probe (1) for detecting biothiols (GSH/Cys/Hcy) and hydrogen sulfide with fluorescence turn on was developed. The probe could recognize hydrogen sulfide over primary ions and selectively detect GSH/Cys/Hcy over other amino acids with fluorescence turn-on (an ESIPT process). H2S can be distinguished from GSH/Cys/Hcy with wavelength shift by UV–Vis spectra. In addition, detection limits for H2S/GSH/Cys/Hcy of probe 1 were 1.42 μM (0–100 μM), 0.13 μM (0–40 μM), 0.27 (0–30 μM), 0.22 μM (0–40 μM), respectively. The proposed thiolysis of the 2,4-dinitrochlorophenyl ether reaction in identification process was verified by the characteristic peak in 1H NMR and HRMS spectra. Finally, the biological imaging experiments and low cytotoxicity investigations in HeLa cells demonstrated that probe 1 could provide a promising method for the determination of H2S and biothiols in aqueous solution and living cells.



中文翻译:

基于PET和TICT的硫化氢和生物硫醇的荧光开启探针及其在HeLa细胞中的成像。

本文开发了一种基于光诱导电子转移(PET)和扭曲分子内电荷转移(TICT)的荧光探针(1),用于在开启荧光的情况下检测生物硫醇(GSH / Cys / Hcy)和硫化氢。该探针可以识别初级离子上的硫化氢,并通过荧光开启(ESIPT过程)选择性检测其他氨基酸上的GSH / Cys / Hcy。H 2 S可以通过UV-Vis光谱的波长偏移与GSH / Cys / Hcy区分。此外,探针1的H 2 S / GSH / Cys / Hcy的检出限分别为1.42μM(0-100μM),0.13μM(0-40μM),0.27(0-30μM),0.22μM(0-40μM)。通过1 H NMR和HRMS光谱中的特征峰验证了在鉴定过程中拟议的2,4-二硝基氯苯基醚反应的硫解作用。最后,HeLa细胞的生物学成像实验和低细胞毒性研究表明,探针1可以为测定水溶液和活细胞中的H 2 S和生物硫醇提供有希望的方法。

更新日期:2020-09-01
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