Induction of carbofuran oxidation to 4-hydroxycarbofuran by Pseudomonas sp. 50432

FEMS Microbiol Lett. 2002 Sep 10;214(2):171-6. doi: 10.1111/j.1574-6968.2002.tb11342.x.

Abstract

Pseudomonas sp. 50432 biotransformed a highly toxic pesticide, carbofuran (2,3-dihydro-2,2-dimethylbenzofuran-7-yl methylcarbamate) to 7-phenol (2,3-dihydro-2,2-dimethyl-7-hydroxy benzofuran) and several unknown metabolites. One of the unknown metabolites identified by gas chromatography/mass spectroscopy was 4-hydroxycarbofuran (2,3-dihydro-2,2-dimethyl-4-hydroxybenzofuran-7-yl methylcarbamate). It had a mass (237) similar to 3-hydroxycarbofuran and 5-hydroxycarbofuran but different fragmentation patterns. This is the first report in which an inducible oxidative enzyme, hydroxylase, mediated the conversion of carbofuran to 4-hydroxycarbofuran. A second constitutively synthesized enzyme hyrolase transformed carbofuran to 7-phenol.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biotransformation
  • Carbofuran / metabolism*
  • Insecticides / metabolism*
  • Oxidation-Reduction
  • Phenols / metabolism
  • Pseudomonas / metabolism*

Substances

  • Insecticides
  • Phenols
  • Carbofuran