Functionalized oxacalix[4]arene based fluorescent probes for the detection of organophosphorus nerve agent simulants

Spectrochim Acta A Mol Biomol Spectrosc. 2023 Nov 5:300:122936. doi: 10.1016/j.saa.2023.122936. Epub 2023 May 29.

Abstract

Despite the largely tranquil environment in which humans live, a chemical terrorism attack is still a public safety problem, for which the capacity to quickly and accurately detect chemical warfare agents (CWAs) constitute a significant barrier. In this study, a straightforward fluorescent probe based on dinitrophenylhydrazine has been synthesised. It exhibits great selectivity and sensitivity for the nerve agent mimicking dimethyl chlorophosphate (DMCP) in the MeOH solution. Dinitrophenylhydrazine-oxacalix[4]arene (DPHOC), a 2,4-dinitrophenylhydrazine (2,4-DNPH) derivative, was synthesised and characterized with NMR and ESI-MS. Photophysical behavior, specially spectrofluorometric analysis was introduced to investigate the sensing phenomena of DPHOC toward dimethyl chlorophosphate (DMCP). The LOD of DPHOC toward DMCP was determined to be 2.1 µM, with a linear range from 5 to 50 µM (R2 = 0.99933). Moreover, DPHOC has been proven to be a promising probe toward the real time detection of DMCP.

Keywords: Nerve agent mimics; Organophosphorous compounds; Oxacalix[4]arene.

MeSH terms

  • Chemical Warfare Agents* / analysis
  • Dimyristoylphosphatidylcholine
  • Fluorescent Dyes / chemistry
  • Humans
  • Nerve Agents* / analysis
  • Organophosphorus Compounds / analysis

Substances

  • Nerve Agents
  • dinitrophenylhydrazine
  • Fluorescent Dyes
  • Dimyristoylphosphatidylcholine
  • Organophosphorus Compounds
  • Chemical Warfare Agents