Isolation and characterization of a dibenzofuran-degrading yeast: identification of oxidation and ring cleavage products

Appl Environ Microbiol. 1998 Jun;64(6):2215-9. doi: 10.1128/AEM.64.6.2215-2219.1998.

Abstract

We characterized the ability of a yeast to cleave the aromatic structure of the dioxin-like compound dibenzofuran. The yeast strain was isolated from a dioxin-contaminated soil sample and identified as Trichosporon mucoides. During incubation of glucose-pregrown cells with dibenzofuran, six major metabolites were detected by high-performance liquid chromatography. The formation of four different monohydroxylated dibenzofurans was proven by comparison of analytical data (gas chromatography-mass spectrometry) with that for authentic standards. Further oxidation produced 2, 3-dihydroxydibenzofuran and its ring cleavage product 2-(1-carboxy methylidene)-2,3-dihydrobenzo[b]furanylidene glycolic acid, which were characterized by mass spectrometry and 1H nuclear magnetic resonance spectroscopy. These two metabolites are derived from 2-hydroxydibenzofuran and 3-hydroxydibenzofuran, as shown by incubation experiments using these monohydroxylated dibenzofurans as substrates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemistry
  • Benzofurans / metabolism*
  • Biodegradation, Environmental
  • Chromatography, High Pressure Liquid
  • Environmental Pollutants / metabolism
  • Gas Chromatography-Mass Spectrometry
  • Hydroxylation
  • Magnetic Resonance Spectroscopy
  • Models, Chemical
  • Oxidation-Reduction
  • Soil Microbiology
  • Trichosporon / classification
  • Trichosporon / isolation & purification*
  • Trichosporon / metabolism*

Substances

  • Benzofurans
  • Environmental Pollutants
  • dibenzofuran