Tetrabromobisphenol A (TBBPA) degradation was investigated using white rot fungi and their oxidative enzymes. Strains of the Trametes, Pleurotus, Bjerkandera and Dichomitus genera eliminated almost 1 mM TBBPA within 4 days. Laccase, whose role in TBBPA degradation was demonstrated in fungal cultures, was applied to TBBPA degradation alone and in combination with cellobiose dehydrogenase from Sclerotium rolfsii. Purified laccase from Trametes versicolor degraded approximately 2 mM TBBPA within 5 h, while the addition of cellobiose dehydrogenase increased the degradation rate to almost 2.5 mM within 3 h. Laccase was used to prepare TBBPA metabolites 2,6-dibromo-4-(2-hydroxypropane-2-yl) phenol (1), 2,6-dibromo-4-(2-methoxypropane-2-yl) phenol (2) and 1-(3,5-dibromo-4-hydroxyphen-1-yl)-2,2',6,6'-tetrabromo-4,4'-isopropylidene diphenol (3). As compounds 1 and 3 were identical to the TBBPA metabolites prepared by using rat and human liver fractions (Zalko et al., 2006), laccase can provide a simple means of preparing these metabolites for toxicity studies. Products 1 and 2 exhibited estrogenic effects, unlike TBBPA, but lower cell toxicity.

Institute of Biotechnology Laboratory of Diagnostics for Reproductive Medicine Academy of Sciences of the Czech Republic Vídeňská 1083 142 20 Prague 4 Czech Republic

Institute of Microbiology Laboratory of Biotransformation Academy of Sciences of the Czech Republic Vídeňská 1083 142 20 Prague 4 Czech Republic

Institute of Microbiology Laboratory of Environmental Microbiology Academy of Sciences of the Czech Republic Vídeňská 1083 142 20 Prague 4 Czech Republic

Institute of Microbiology Laboratory of Molecular Structure Characterization Academy of Sciences of the Czech Republic Vídeňská 1083 142 20 Prague 4 Czech Republic

Istituto di Chimica del Riconoscimento Molecolare C N R Via Mario Bianco 9 20131 Milano Italy

University of Natural Resources and Life Sciences Department of Food Science and Technology Muthgasse 18 1190 Vienna Austria

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$a Biodegradation of tetrabromobisphenol A by oxidases in basidiomycetous fungi and estrogenic activity of the biotransformation products / $c B. Uhnáková, R. Ludwig, J. Pěknicová, L. Homolka, L. Lisá, M. Šulc, A. Petříčková, F. Elzeinová, H. Pelantová, D. Monti, V. Křen, D. Haltrich, L. Martínková

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$a Tetrabromobisphenol A (TBBPA) degradation was investigated using white rot fungi and their oxidative enzymes. Strains of the Trametes, Pleurotus, Bjerkandera and Dichomitus genera eliminated almost 1 mM TBBPA within 4 days. Laccase, whose role in TBBPA degradation was demonstrated in fungal cultures, was applied to TBBPA degradation alone and in combination with cellobiose dehydrogenase from Sclerotium rolfsii. Purified laccase from Trametes versicolor degraded approximately 2 mM TBBPA within 5 h, while the addition of cellobiose dehydrogenase increased the degradation rate to almost 2.5 mM within 3 h. Laccase was used to prepare TBBPA metabolites 2,6-dibromo-4-(2-hydroxypropane-2-yl) phenol (1), 2,6-dibromo-4-(2-methoxypropane-2-yl) phenol (2) and 1-(3,5-dibromo-4-hydroxyphen-1-yl)-2,2',6,6'-tetrabromo-4,4'-isopropylidene diphenol (3). As compounds 1 and 3 were identical to the TBBPA metabolites prepared by using rat and human liver fractions (Zalko et al., 2006), laccase can provide a simple means of preparing these metabolites for toxicity studies. Products 1 and 2 exhibited estrogenic effects, unlike TBBPA, but lower cell toxicity.

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