PMID- 9192464 OWN - NLM STAT- MEDLINE DCOM- 19970818 LR - 20190905 IS - 0045-6535 (Print) IS - 0045-6535 (Linking) VI - 34 IP - 11 DP - 1997 Jun TI - Cytochrome P450 3A4 mediated metabolism of 2,4-dichlorophenol. PG - 2281-91 AB - The metabolism of the environmental pollutant and hepatocarcinogen 2,4-dichlorophenol (2,4-DCP) was studied using microsomal fractions and whole-cells of Saccharomyces cerevisiae containing human cytochrome P450 3A4. 2,4-DCP exhibited a typical type I substrate binding spectrum with a K, of 75 microM. 2,4-DCP was metabolised into two major metabolites identified as 2-chloro-1,4-hydroxyquinone and 2-chloro-1,4-benzoquinone in microsomal fractions and whole cells of yeast expressing human cytochrome P450 3A4. A further metabolite, 1,2,4-hydroxybenzene, was also detected during biotransformation by whole cells, but was not observed in microsomal fractions. 2,4-DCP metabolism was dependent on NADPH in microsomal fractions and no activity was observed in microsomal fractions or whole cells of control transformants. Metabolites were identified by TLC followed by GC-MS. FAU - Mehmood, Z AU - Mehmood Z AD - Krebs Institute for Biomolecular Research, Department of Molecular Biology and Biotechnology, University of Sheffield, UK. FAU - Kelly, D E AU - Kelly DE FAU - Kelly, S L AU - Kelly SL LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - England TA - Chemosphere JT - Chemosphere JID - 0320657 RN - 0 (Anthelmintics) RN - 0 (Benzoquinones) RN - 0 (Chlorophenols) RN - 0 (Culture Media) RN - 0 (Environmental Pollutants) RN - 0 (Hydroquinones) RN - 0 (Recombinant Proteins) RN - 53-59-8 (NADP) RN - 615-67-8 (2-chloro-1,4-hydroxyquinone) RN - 695-99-8 (2-chloro-1,4-benzoquinone) RN - 9035-51-2 (Cytochrome P-450 Enzyme System) RN - EC 1.- (Mixed Function Oxygenases) RN - EC 1.14.14.1 (CYP3A protein, human) RN - EC 1.14.14.1 (Cytochrome P-450 CYP3A) RN - R669TG1950 (2,4-dichlorophenol) SB - IM MH - Anthelmintics/*metabolism MH - Benzoquinones/analysis/metabolism MH - Binding Sites MH - Biotransformation MH - Chlorophenols/*metabolism MH - Chromatography, Thin Layer MH - Culture Media MH - Cytochrome P-450 CYP3A MH - Cytochrome P-450 Enzyme System/*metabolism MH - Environmental Pollutants/metabolism MH - Gas Chromatography-Mass Spectrometry MH - Humans MH - Hydroquinones/analysis/metabolism MH - Microsomes, Liver/enzymology MH - Mixed Function Oxygenases/*metabolism MH - NADP/metabolism MH - Recombinant Proteins/metabolism MH - Saccharomyces cerevisiae/enzymology/genetics/growth & development EDAT- 1997/06/01 00:00 MHDA- 1997/06/01 00:01 CRDT- 1997/06/01 00:00 PHST- 1997/06/01 00:00 [pubmed] PHST- 1997/06/01 00:01 [medline] PHST- 1997/06/01 00:00 [entrez] AID - S0045653597000404 [pii] AID - 10.1016/s0045-6535(97)00040-4 [doi] PST - ppublish SO - Chemosphere. 1997 Jun;34(11):2281-91. doi: 10.1016/s0045-6535(97)00040-4.