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.
Yu-Man Tian  1 Gao-Bing Liu  2 Wei-Na Wu  3 Xiao-Lei Zhao  1 Xue-Feng Han  4 Yun-Chang Fan  1 Yuan Wang  5 Zhi-Hong Xu  6
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: [email protected].
  • 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: [email protected].
  • 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: [email protected].
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.
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