Citation: Jingdong Wang, Fangjun Huo, Yongbin Zhang, Caixia Yin. Spiropyran isomerization triggering ESIPT for visualization of pH fluctuations during oxidative stress in living cells[J]. Chinese Chemical Letters, ;2023, 34(5): 107818. doi: 10.1016/j.cclet.2022.107818 shu

Spiropyran isomerization triggering ESIPT for visualization of pH fluctuations during oxidative stress in living cells

Jingdong Wang ^a ,
Fangjun Huo ^{b, *,} ,
Yongbin Zhang ^b ,
Caixia Yin ^{a, *,}

a.
Institute of Molecular Science, Key Laboratory of Chemical Biology and Molecular Engineering of Ministry of Education, Shanxi University, Taiyuan 030006, China
b.
Research Institute of Applied Chemistry, Shanxi University, Taiyuan 030006, China

huofj@sxu.edu.cn

yincx@sxu.edu.cn

Received Date: 8 June 2022
Revised Date: 5 September 2022
Accepted Date: 9 September 2022
Available Online: 13 September 2022

Figures(7)

Intracellular pH homeostasis is foundation of maintaining normal physiological functions. More and more evidences show that intracellular pH fluctuations were usually associated with many diseases (such as cancer, epilepsy and neurodegenerative diseases). It is very important to develop in situ real-time determination of pH. In recent years, it has been verified that pH can regulate the isomerization process of spiropyran. Thus, we report a pH fluorescent probe BSL, which is a closed loop spiropyran structure by coupling benzothiazole derivatives with indole salts. We utilizes the process of spiropyran isomerization as the trigger of excited state intramolecular proton transfer (ESIPT) effect, and adjust the process of spiropyran isomerization through pH, and then the molecular transformation from enol to ketone (enol: 525 nm, ketone: 677 nm) through the ESIPT effect. This process achieved accurate measurement of pH. The probe BSL showed sensitive and reversible fluorescence response to pH in vitro. Ultimately, BSL was successfully applied to detect pH fluctuations in cell oxidative stress model.
- pH,
- Spiropyran isomerization,
- ESIPT,
- Reversible,
- Oxidative stress
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