A p-toluenesulfonamide-modified benzo[h]chromene hydrazone: Fluorescent turn-on detection of hypochlorite and its application to imaging the endoplasmic reticula of living cells and zebrafishes

Yu-Man Tian; Gao-Bing Liu; Wei-Na Wu; Xiao-Lei Zhao; Xue-Feng Han; Yun-Chang Fan; Yuan Wang; Zhi-Hong Xu

doi:10.1016/j.saa.2023.122669

A p-toluenesulfonamide-modified benzo[h]chromene hydrazone: Fluorescent turn-on detection of hypochlorite and its application to imaging the endoplasmic reticula of living cells and zebrafishes

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Aug 5:296:122669. doi: 10.1016/j.saa.2023.122669. Epub 2023 Mar 27.

Authors

Yu-Man Tian¹, Gao-Bing Liu², Wei-Na Wu³, Xiao-Lei Zhao¹, Xue-Feng Han⁴, Yun-Chang Fan¹, Yuan Wang⁵, Zhi-Hong Xu⁶

Affiliations

¹ College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China.
² Key Laboratory of Chemo/Biosensing and Detection, College of Chemical and Materials Engineering, Xuchang University, Xuchang 461000, PR China.
³ College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China. Electronic address: wuwn08@hpu.edu.cn.
⁴ College of Safety Science and Engineering, Henan Polytechnic University, Jiaozuo 454000, PR China.
⁵ College of Chemistry and Chemical Engineering, Henan Key Laboratory of Coal Green Conversion, Henan Polytechnic University, Jiaozuo 454000, PR China. Electronic address: wangyuan08@hpu.edu.cn.
⁶ Key Laboratory of Chemo/Biosensing and Detection, College of Chemical and Materials Engineering, Xuchang University, Xuchang 461000, PR China; College of Chemistry, Zhengzhou University, Zhengzhou 450052, PR China. Electronic address: xuzhihong1980@xcu.edu.cn.

PMID: 37030252
DOI: 10.1016/j.saa.2023.122669

Abstract

Hypochlorite (ClO^-) is a ROS that plays a crucial role in the immune system in the body. As the largest organelle in the cell, the endoplasmic reticulum (ER) manages various life activities. Thus, a simple hydrazone-based probe was designed, which provided a fast turn-on fluorescent response toward ClO^-. With a terminal p-toluenesulfonamide group as the endoplasmic reticulum (ER)-specific site, probe 1 was mainly accumulated at ER of living cells, and could be used for imaging endogenous and exogenous HClO in cells and zebrafishes.

Keywords: Aggregation-induced emission; Biological imaging; Endoplasmic reticulum-targeting; Hydrazone; Hypochlorite.

Publication types

Review

MeSH terms

Animals
Benzopyrans
Endoplasmic Reticulum
Fluorescent Dyes*
Hypochlorous Acid*
Optical Imaging
Zebrafish

Substances

Fluorescent Dyes
Hypochlorous Acid
Benzopyrans