Cholinesterase Activity in Guinea Pigs Following Intravenous Exposure to the Optically Pure Enantiomers of VX

Abstract

The center phosphorus atom of VX (O-ethyl S-[2-(diisopropylamino)ethyl] methylphosphonothioate) rotates linearly polarized light both clockwise (P(+)-isomer) and anticlockwise (P()-isomer) so that its synthesis results in equal amounts of two enantiomers with the same chemical and physical properties. The toxicological properties of the two enantiomers, however, are anticipated to be different because they exert their effects in a chiral, biologic environment. We recently estimated median lethal doses (24 h LD50) for intravenous exposure to the optically pure enantiomers of VX in adult, male guinea pigs; the P(+)-isomer of VX was 60 less toxic than the P()-isomer. Serial blood samples were collected from a subset of these guinea pigs to characterize the toxicodynamic profile of each enantiomer. Acetylcholinesterase (AChE) activity was inhibited more slowly with the P(+)-isomer of VX than with the P()-isomer. In addition, the P(+)-isomer of VX inhibited nearly 95% of the butyrylcholinesterase (BuChE) activity compared to only 40% with the P()-isomer. The stereoselectivity differences between AChE and BuChE inhibition may explain why the P(+)-isomer of VX was less toxic than the P()-isomer in the guinea pig model.

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Document Details

Document Type
Technical Report
Publication Date
Sep 01, 2020
Accession Number
AD1107833

Entities

People

  • Bernardita I. Gaviola
  • David C. Burnett
  • Linnzi K. Wright
  • Susan L Byers

Organizations

  • United States Army Combat Capabilities Development Command

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Acetylcholinesterases
  • Animals
  • Blood
  • Chemical Warfare
  • Chemical Warfare Agents
  • Chemistry
  • Enantiomers
  • Inhibition
  • Isomers
  • Laboratory Animals
  • Lethal Dosage
  • Nerve Agents
  • Physical Properties
  • Rodents
  • Stereoisomers
  • Toxicity
  • Veins

Readers

  • Neurotoxicology
  • Toxicology/Environmental Toxicology