A novel fluorescent probe based on carbazole-thiophene for the recognition of hypochlorite and its applications

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Apr 5:310:123912. doi: 10.1016/j.saa.2024.123912. Epub 2024 Jan 22.

Abstract

A carbazole thiophene-aldehyde and 4-methylbenzenesulfonhydrazide conjugate CSH was synthesized by introducing 5-thiophene aldehyde at the 3-position of the carbazole group as the precursor and then condensing it with 4-methylbenzenesulfonhydrazide. CSH has high selectivity and sensitivity towards ClO-, which can specifically identify ClO- by UV-Vis and fluorescence spectroscopy. CSH can rapidly respond to ClO- in the physiological pH range through a fluorescence quenching pattern, accompanied by the color of CSH changing markedly from turquoise to yellowish green under the 365 nm UV light. Probe CSH exhibits a quantitative response to ClO- (0-11 μM) with a low detection limit (1.16 × 10-6 M). Cell imaging experiments have shown that CSH can capture fluorescent signals in the cyan and yellow channels of HeLa cells through fluorescence confocal microscopy, and can successfully identify exogenous ClO- in HeLa cells. In addition, probe CSH can also be used to detect ClO- in environmental water samples. These results indicate that CSH has potential application prospects in the environmental analysis and biological aspects.

Keywords: Carbazole derivatives; Cell imaging; Fluorescent probe; Hypochlorite.

MeSH terms

  • Aldehydes
  • Carbazoles / pharmacology
  • Fluorescent Dyes* / chemistry
  • Fluorescent Dyes* / pharmacology
  • HeLa Cells
  • Humans
  • Hypochlorous Acid* / analysis

Substances

  • Fluorescent Dyes
  • Hypochlorous Acid
  • Carbazoles
  • Aldehydes