Assembly of Water-soluble AIE-active Fluorescent Organic Nanoparticles for Ratiometric Detection of Hypochlorite in Living Cells

Chem Asian J. 2021 Feb 15;16(4):277-281. doi: 10.1002/asia.202001325. Epub 2021 Jan 12.

Abstract

Hypochlorous acid (HOCl) plays a crucial role in many physiological processes and is widely used as bleach, deodorant and fungicide. In this work, we designed an amphiphilic hydrazone fluorescent molecule THG-1 containing hydrophilic sugar units and hydrophobic tetraphenylethylene unit for ratiometric detection of HOCl with high sensitivity and excellent selectivity based on HOCl-triggered hydrolyzation reaction and aggregation-induced emission (AIE) effect. The detection mechanism was verified by liquid chromatograph mass spectrometry experiments and scanning electron microscope (SEM) tests. Contrast experiments revealed that the numbers of lactose unit and hydrazone linker were essential for assembly of THG-1 and detection of HOCl. In addition, THG-1 was successfully used for imaging of exogenous and endogenous HOCl in living cells.

Keywords: aggregation-induced emission; fluorescence imaging; fluorescent probes; hypochlorous acid; ratiometric detection.

MeSH terms

  • Cell Line
  • Cell Survival
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Humans
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry*
  • Hypochlorous Acid / analysis*
  • Molecular Structure
  • Nanoparticles / chemistry*
  • Solubility
  • Spectrometry, Fluorescence
  • Water / chemistry*

Substances

  • Fluorescent Dyes
  • Hydrazones
  • Water
  • Hypochlorous Acid