ArticleDrug metabolism and disposition: the biological fate of chemicals2009
Structure-activity relationships for hydroxylated polychlorinated biphenyls as substrates and inhibitors of rat sulfotransferases and modification of these relationships by changes in thiol status.
Article in Drug metabolism and disposition: the biological fate of chemicals, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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Who cites it
31 citing papers in PubMed, 45 citations in OpenAlex.
- Biotransformation of Maclekarpine E in Rats: CYP2C19-Mediated Metabolism, Fecal Enrichment, and Network Pharmacology-Based Anti-Ulcerative Colitis Prediction.Current issues in molecular biology · 2026Article
- Distribution of 2,2',5,5'-Tetrachlorobiphenyl (PCB52) Metabolites in Adolescent Rats after Acute Nose-Only Inhalation Exposure.Environmental science & technology · 2024Article
- Complex roles for sulfation in the toxicities of polychlorinated biphenyls.Critical reviews in toxicology · 2024Review
- Disposition and metabolomic effects of 2,2',5,5'-tetrachlorobiphenyl in female rats following intraperitoneal exposure.Environmental toxicology and pharmacology · 2023Article
- Disposition and Metabolomic Effects of 2,2',5,5'-Tetrachlorobiphenyl in Female Rats Following Intraperitoneal Exposure.bioRxiv : the preprint server for biology · 2023Article
- Hydroxylated Polychlorinated Biphenyls Are Emerging Legacy Pollutants in Contaminated Sediments.Environmental science & technology · 2022Article
- Detection and Quantification of Polychlorinated Biphenyl Sulfates in Human Serum.Environmental science & technology · 2021Article
- Cardiovascular Effects of Polychlorinated Biphenyls and Their Major Metabolites.Environmental health perspectives · 2020Article
- Evaluating the Role of the Steroid and Xenobiotic Receptor (SXR/PXR) in PCB-153 Metabolism and Protection against Associated Adverse Effects during Perinatal and Chronic Exposure in Mice.Environmental health perspectives · 2020Article
- Polychlorinated biphenyls and their hydroxylated metabolites in the serum of e-waste dismantling workers from eastern China.Environmental geochemistry and health · 2018Article
- Sources and toxicities of phenolic polychlorinated biphenyls (OH-PCBs).Environmental science and pollution research international · 2018Article
- Mechanistic insights into the specificity of human cytosolic sulfotransferase 2A1 (hSULT2A1) for hydroxylated polychlorinated biphenyls through the use of fluoro-tagged probes.Environmental science and pollution research international · 2016Article
- Estrogenicity and androgenicity screening of PCB sulfate monoesters in human breast cancer MCF-7 cells.Environmental science and pollution research international · 2016Article
- Tissue Distribution, Metabolism, and Excretion of 3,3'-Dichloro-4'-sulfooxy-biphenyl in the Rat.Environmental science & technology · 2015Article
- Metabolism and metabolites of polychlorinated biphenyls.Critical reviews in toxicology · 2015Review
- Enantioselective transport and biotransformation of chiral hydroxylated metabolites of polychlorinated biphenyls in whole poplar plants.Environmental science & technology · 2014Article
- Disposition of phenolic and sulfated metabolites after inhalation exposure to 4-chlorobiphenyl (PCB3) in female rats.Chemical research in toxicology · 2014Article
- Chlorinated biphenyl quinones and phenyl-2,5-benzoquinone differentially modify the catalytic activity of human hydroxysteroid sulfotransferase hSULT2A1.Chemical research in toxicology · 2013Article
- Polychlorinated biphenyls (PCBs) as initiating agents in hepatocellular carcinoma.Cancer letters · 2013Review
- Sulfate conjugates are urinary markers of inhalation exposure to 4-chlorobiphenyl (PCB3).Chemical research in toxicology · 2013Article
Corrections and comments
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
Abstract
Hydroxylated metabolites of polychlorinated biphenyls (OH-PCBs) are inhibitors and substrates for various human sulfotransferases (SULTs). Although the rat is often used in toxicological studies on PCBs, the interactions of OH-PCBs with rat SULTs are less well understood. In the present study, 15 OH-PCBs were investigated as potential substrates or inhibitors of purified recombinant rSULT1A1 and rSULT2A3, the major family 1 and family 2 SULTs present in rat liver, respectively. None of these OH-PCBs were substrates for rSULT2A3, 11 weakly inhibited rSULT2A3-catalyzed sulfation of dehydroepiandrosterone, and 4 had no effect on the reaction. With rSULT1A1, 4-OH-PCB 8, 4'-OH-PCB 3, 9, 12, 35, and 6'-OH-PCB 35 were substrates, whereas 4'-OH-PCB 6, 4-OH-PCB 14, 4'-OH-PCB 25, 4'-OH-PCB 33, 4-OH-PCB 34, 4-OH-PCB36, 4'-OH-PCB 36, 4'-OH-PCB 68, and 4-OH-PCB 78 inhibited the sulfation of 2-naphthol catalyzed by this enzyme. OH-PCBs with a 3,5-dichloro-4-hydroxy substitution were the most potent inhibitors of rSULT1A1, and the placement of chlorine atoms in the ortho- and meta-positions on either ring of para-OH-PCBs resulted in significant differences in activity as substrates and inhibitors. The specificity of rSULT1A1 for several inhibitory OH-PCBs was altered by pretreatment of the enzyme with oxidized glutathione (GSSG). Four OH-PCBs that were inhibitors of rSULT1A1 under reducing conditions became substrates after pretreatment of the enzyme with GSSG. This alteration in specificity of rSULT1A1 for certain OH-PCBs suggests that conditions of oxidative stress may significantly alter the sulfation of some OH-PCBs in the rat.
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