Isolation and characterization of a dibenzofuran-degrading yeast: identification of oxidation and ring cleavage products.
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.
Hammer
E
E
Institut für Mikrobiologie und Molekularbiologie, Ernst-Moritz-Arndt-Universität, D-17489 Greifswald, Federal Republic of Germany. hammer@microbio1.biologie.uni-greifswald.de
Krowas
D
D
Schäfer
A
A
Specht
M
M
Francke
W
W
Schauer
F
F
D001572:Benzofurans / Q000737:chemistry / Q000378:metabolism*; D001673:Biodegradation, Environmental; D002851:Chromatography, High Pressure Liquid; D004785:Environmental Pollutants / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010084:Oxidation-Reduction; D012988:Soil Microbiology; D014250:Trichosporon / Q000145:classification / Q000302:isolation & purification* / Q000378:metabolism*
D001572:Benzofurans; D004785:Environmental Pollutants; C023614:dibenzofuran