A ratiometric fluorescent probe for rapid and specific detection of hypochlorite

Luminescence. 2024 Jan;39(1):e4600. doi: 10.1002/bio.4600. Epub 2023 Oct 10.

Abstract

Hypochlorite (ClO- ), as a kind of essential reactive oxygen species, plays a crucial role in vitro and in vivo. Here, a ratiometric fluorescent probe (TPAM) was designed and constructed for sensing ClO- based on substituted triphenylamine and malononitrile, which exhibited obvious colour transfer from orange to colourless under daylight accompanied by noticeable fluorescence change from red to green in response to ClO- . TPAM could effectively monitor ClO- with the merits of fast response, excellent selectivity, high sensitivity and a low detection limit of 0.1014 μM. 1 H NMR, mass spectra and theoretical calculations proved that ClO- caused the oxidation of the carbon-carbon double bond in TPAM, resulting in compound 1 and marked changes in colour and fluorescence. In addition, TPAM was utilized for imaging ClO- in living cells successfully with good photostability and biocompatibility.

Keywords: cell imaging; fluorescent probe; hypochlorite; ratiometric.

MeSH terms

  • Carbon
  • Fluorescent Dyes* / chemistry
  • Hypochlorous Acid*
  • Optical Imaging
  • Spectrometry, Fluorescence

Substances

  • Hypochlorous Acid
  • Fluorescent Dyes
  • Carbon