Inhibition of Xenobiotic-Degrading Hydrolases by Organophosphinates

Abstract

Pretreatment of mice by intramuscular injection of 4-nitrophenyl diphenylphosphinate inhibited 89% of liver carboxylesterase activity in 2h. Hydrolysis of aspirin was not reduced in pretreated mice, although a transient increase in the salicylic acid hydrolysis produce was observed. Pretreatment with 4-nitrophenyl methyl(phenyl)phosphinate had no significant effect on total liver carboxylesterase activity or on the metabolism of aspirin. Rabbit serum arylester hydrolase, which hydrolyzed 10 or 13 organophosphinates tested as substrates, was partially inhibited by 4-nitrophenyl isoprophy(phenyl) phosphinate and 4-nitrophenyl diphenylphosphinate, which were not substrates. Bovine pancreatic trypsin and chymotrypsin were stero-selective in reactions with 4-nitrophenyl isopropyl(phenyl)phosphinate, with more rapid loss of the longer retained enantiomer in high performance liquid chromatography employing the chiral phase D-3, 5-dinitrobenzoylphenylglycine. Trypsin, but not chymotrypsin, exhibited a similar stereo-selective reaction with 4-nitrophenyl ethyl(phenyl)phosphinate; hydrolysis of this phosphinate was catalyzed with the same stero-selectivity by arylester hydrolase.

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Document Details

Document Type
Technical Report
Publication Date
Jul 01, 1985
Accession Number
ADA200035

Entities

People

  • James K. Zimmerman
  • James M. Joly
  • John R. Grothusen
  • P. K. Bryson
  • Thomas M. Brown

Organizations

  • Clemson University

Tags

DTIC Thesaurus Topics

  • Acetic Acid
  • Carbon Dioxide
  • Chemical Synthesis
  • Chemical Warfare
  • Chemical Warfare Agents
  • Chemistry
  • Chlorides
  • Chromatography
  • Intramuscular Injections
  • Laboratory Animals
  • Liquid Chromatography
  • Organic Chemistry
  • Organophosphorus Compounds
  • Salicylic Acids
  • Sodium Azides
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Molecular and Cellular Biochemistry
  • Neurotoxicology
  • Toxicology/Environmental Toxicology