Enzyme-targeted near-infrared fluorescent probe for organophosphorus pesticide residue detection

Anal Bioanal Chem. 2023 Aug;415(20):4849-4859. doi: 10.1007/s00216-023-04801-9. Epub 2023 Jul 12.

Abstract

Pesticide residues significantly affect food safety and harm human health. In this work, a series of near-infrared fluorescent probes were designed and developed by acylating the hydroxyl group of the hemicyanine skeleton with a quenching moiety for monitoring the presence of organophosphorus pesticides in food and live cells. The carboxylic ester bond on the probe was hydrolyzed catalytically in the presence of carboxylesterase and thereby the fluorophore was released with near-infrared emission. Notably, the proposed probe 1 exhibited excellent sensitivity against organophosphorus based on the carboxylesterase inhibition mechanism and the detection limit for isocarbophos achieved 0.1734 μg/L in the fresh vegetable sample. More importantly, probe 1 allowed for situ visualization of organophosphorus in live cells and bacteria, meaning great potential for tracking the organophosphorus in biological systems. Consequently, this study presents a promising strategy for tracking pesticide residues in food and biological systems.

Keywords: Carboxylesterase; Detection; Fluorescence imaging; NIR fluorescent probe; Organophosphorus pesticides.

MeSH terms

  • Carboxylesterase
  • Fluorescent Dyes / chemistry
  • Humans
  • Organophosphorus Compounds / analysis
  • Pesticide Residues*
  • Pesticides* / analysis

Substances

  • Pesticide Residues
  • Pesticides
  • Fluorescent Dyes
  • Organophosphorus Compounds
  • Carboxylesterase