Feasibility of Biomonitoring of Exposure to Permethrin Through Analysis of Long-Lived (Metabolite) Adducts to Proteins

Abstract

Biomonitoring of exposure to the insecticide permethrin is usually performed by analysis of its urinary metabolite 3-phenoxybenzoic acid (3- PBA). However, chronic low-level exposures and cumulative exposures cannot be assessed by analyzing urinary biomarkers. We are engaged in the development of a methodology to assess the cumulative internal dose of exposure to permethrin, which is based on the assumption that (reactive) glucuronide conjugates of the major permethrin metabolites 3-PBA and cis/trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylic acid (cis/trans-Cl2CA) will form persistent adducts to proteins, in analogy with the glucuronide conjugates of structurally related drugs. In the first year of the project the 3-PBA and Cl2CA glucuronide metabolites of permethrin have been successfully chemically synthesized. Their identities have been assessed by means of 1H- NMR spectroscopy and LC tandem mass spectrometry. The reactivity of these metabolites with various amino acids, peptides and albumin has been studied; various distinct adducts could be identified by LC tandem mass spectrometry. It is envisaged that the obtained results will form a firm basis for development of an adduct-based methodology for biomonitoring exposure to permethrin.

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Document Details

Document Type
Technical Report
Publication Date
Sep 01, 2006
Accession Number
ADA467622

Entities

People

  • Daan Noort

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Amino Acids
  • Anticonvulsants
  • Carboxylic Acids
  • Chemical Synthesis
  • Chemical Warfare
  • Chemical Warfare Agents
  • Chemical Weapons
  • Chemistry
  • Dermatologic Agents
  • Environmental Monitoring
  • Liquid Chromatography
  • Mass Spectrometry
  • Medical Personnel
  • Organic Chemistry
  • Spectrometry
  • Spectroscopy

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  • Analytical Chemistry
  • Toxicology/Environmental Toxicology