Imaging of hypochlorous acid in mitochondria using an asymmetric near-infrared fluorescent probe with large Stokes shift

Wei Hu, Taotao Qiang, Chenchen Li, Longfang Ren, Fei Chang, Baoshuai Wang, Mingli Li, Xinjian Song, Tony James

Research output: Contribution to journalArticlepeer-review

45 Citations (SciVal)

Abstract

Small-molecule near-infrared (NIR) imaging facilitates deep tissue penetration, low autofluorescence, non-invasive visualization, and a relatively simple operation. As such it has emerged as a popular technique for tracking biological species and events. However, the small Stokes shift of most NIR dyes often results in a low signal-to-noise ratio and self-quenching due to crosstalk between the excitation and emission spectra. With this research, we developed a NIR-based fluorescent probe WD-HOCl for hypochlorous acid (HOCl) detection using the NIR dye TJ730 as the fluorophore, which exhibits a large Stokes shift of 156 nm, with no crosstalk between the excitation and emission spectra. It contains acyl hydrazide as the responsive group and a pyridinium cation as the mitochondria-targeting group. The fluorescence intensity of WD-HOCl was enhanced by 30.1-fold after reacting with HOCl. Imaging studies performed using BV-2 cells indicated that WD-HOCl could be used for endogenous HOCl detection and imaging in living cells exposed to glucose and oxygen deprivation/reperfusion. Finally, we demonstrated that inhibiting the expression of NOX2 reduced the HOCl levels and the severity of oxidative stress during stroke in a mouse model.

Original languageEnglish
Pages (from-to) 11140-11149
JournalChemical Science
Volume13
Early online date8 Sept 2022
DOIs
Publication statusPublished - 14 Oct 2022

Bibliographical note

Name National Natural Science Foundation of China
Fundref 501100001809

Name Royal Society
Fundref 501100000288

Name Henan Normal University
Fundref 100009555

Funding

This work was funded by National Natural Science Foundation of China (22178207); the Key Scientific Research Group of Shaanxi Province (2020TD-009) and the Youth Innovation Team of Shaanxi Universities. TDJ wishes to thank the Royal Society for a Wolfson Research Merit Award and the Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University for support (2020ZD01). XJS wishes to thank the National Natural Science Foundation of China (No. 22166017), the Open Foundation of Hubei Key Laboratory of Biological Resources Protection and Utilization (PT012003), and Special Funds for “Double First-Class” Construction in Hubei Province, China. We would also like to thank Professor Chunya Li (South-Central University for Nationalities) for providing technical support and performing in vivo imaging.

ASJC Scopus subject areas

  • General Chemistry

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