Oxidative biodegradation of phosphorothiolates by fungal laccase

FEBS Lett. 1998 Nov 6;438(3):195-200. doi: 10.1016/s0014-5793(98)01300-3.

Abstract

Organophosphorus (OP) insecticides and nerve agents that contain P-S bond are relatively more resistant to enzymatic hydrolysis. Purified phenol oxidase (laccase) from the white rot fungus Pleurotus ostreatus (Po) together with the mediator 2,2'-azinobis(3-ethylbenzthiazoline-6-sulfonate) (ABTS) displayed complete and rapid oxidative degradation of the nerve agents VX and Russian VX (RVX) and the insecticide analog diisopropyl-Amiton with specific activity: k(sp) = 2200, 667 and 1833 nmol min(-1) mg(-1), respectively (pH 7.4, 37 degrees C). A molar ratio of 1:20 for OP/ABTS and 0.05 M phosphate at pH 7.4 provided the highest degradation rate of VX and RVX. The thermostable laccase purified from the fungus Chaetomium thermophilium (Ct) in the presence of ABTS caused a 52-fold slower degradation of VX with k(sp) = 42 nmol min(-1) mg(-1). The enzymatic biodegradation products were identified by 31P-NMR and GC/MS analysis.

MeSH terms

  • Benzothiazoles
  • Biodegradation, Environmental
  • Insecticides / metabolism*
  • Kinetics
  • Laccase
  • Organophosphorus Compounds / metabolism*
  • Organothiophosphorus Compounds
  • Oxidation-Reduction
  • Oxidoreductases / isolation & purification
  • Oxidoreductases / metabolism*
  • Pleurotus / enzymology*
  • Pleurotus / growth & development
  • Substrate Specificity
  • Sulfonic Acids / metabolism

Substances

  • Benzothiazoles
  • Insecticides
  • Organophosphorus Compounds
  • Organothiophosphorus Compounds
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • amiton
  • Oxidoreductases
  • Laccase