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• W2163240683 endingPage "1557" @default.
• W2163240683 startingPage "1551" @default.
• W2163240683 abstract "ABSTRACT We examined the pathway by which the fungicide biphenyl is metabolized in the imperfect fungus Paecilomyces lilacinus . The initial oxidation yielded the three monohydroxylated biphenyls. Further hydroxylation occurred on the first and the second aromatic ring systems, resulting in the formation of five di- and trihydroxylated metabolites. The fungus could cleave the aromatic structures, resulting in the transformation of biphenyl via ortho -substituted dihydroxybiphenyl to six-ring fission products. All compounds were characterized by gas chromatography-mass spectroscopy and proton nuclear magnetic resonance spectroscopy. These compounds include 2-hydroxy-4-phenylmuconic acid and 2-hydroxy-4-(4′-hydroxyphenyl)-muconic acid, which were produced from 3,4-dihydroxybiphenyl and further transformed to the corresponding lactones 4-phenyl-2-pyrone-6-carboxylic acid and 4-(4′-hydroxyphenyl)-2-pyrone-6-carboxylic acid, which accumulated in large amounts. Two additional ring cleavage products were identified as (5-oxo-3-phenyl-2,5-dihydrofuran-2-yl)-acetic acid and [5-oxo-3-(4′-hydroxyphenyl)-2,5-dihydrofuran-2-yl]-acetic acid. We found that P. lilacinus has a high transformation capacity for biphenyl, which could explain this organism's tolerance to this fungicide." @default.
• W2163240683 created "2016-06-24" @default.
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• W2163240683 date "2001-04-01" @default.
• W2163240683 modified "2023-10-14" @default.
• W2163240683 title "Biotransformation of Biphenyl by <i>Paecilomyces lilacinus</i> and Characterization of Ring Cleavage Products" @default.
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• W2163240683 doi "https://doi.org/10.1128/aem.67.4.1551-1557.2001" @default.
• W2163240683 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/92768" @default.
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