Superfund Research Program

Michael W. Duffel

University of Iowa
Division of Medicinal and Natural Products Chemistry
College of Pharmacy
Iowa City, Iowa 52242
Phone: 319-335-8840
Email: michael-duffel@uiowa.edu

Projects

• University of Iowa: Administrative Core (2006-2025)
• University of Iowa: Airborne PCBs and their Metabolites: Risk Factors for Adverse Neurodevelopmental Outcomes in Adolescence (2020-2025)
• University of Iowa: PCBs and Cytosolic Phenol and Steroid Sulfotransferases (2006-2020)

Publications

2024

• Duffel MW. 2024. Cytosolic sulfotransferases in endocrine disruption. Essays Biochem doi:10.1042/ebc20230101 PMID:38699885
• Duffel MW, Lehmler H. 2024. Complex roles for sulfation in the toxicities of polychlorinated biphenyls. Crit Rev Toxicol doi:10.1080/10408444.2024.2311270 PMID:38363552

2022

• Zhang D, Saktrakulkla P, Marek RF, Lehmler H, Wang K, Thorne PS, Hornbuckle KC, Duffel MW. 2022. PCB sulfates in serum from mothers and children in urban and rural US communities. Environ Sci Technol doi:10.1021/acs.est.2c00223 PMID:35500099 PMCID:PMC9118556

2021

• Duffel MW, Tuttle K, Lehmler H, Robertson LW. 2021. Human hepatic microsomal sulfatase catalyzes the hydrolysis of polychlorinated biphenyl sulfates: A potential mechanism for retention of hydroxylated PCBs. Environ Toxicol Pharmacol 88(6):103757. doi:10.1016/j.etap.2021.103757 PMID:34688910 PMCID:PMC8595862
• Zhang D, Saktrakulkla P, Tuttle K, Marek RF, Lehmler H, Wang K, Hornbuckle KC, Duffel MW. 2021. Detection and quantification of polychlorinated biphenyl sulfates in human serum. Environ Sci Technol 55:2473-2481. doi:10.1021/acs.est.0c06983 PMID:33502843 PMCID:PMC7924310

2019

• Sethi S, Morgan RK, Feng W, Lin Y, Li X, Luna C, Koch M, Bansal R, Duffel MW, Puschner B, Zoeller RT, Lehmler H, Pessah IN, Lein PJ. 2019. Comparative analyses of the 12 most abundant PCB congeners detected in human maternal serum for activity at the thyroid hormone receptor and ryanodine receptor. Environ Sci Technol 53:3948-3958. doi:10.1021/acs.est.9b00535 PMID:30821444 PMCID:PMC6457253

2018

• Dhakal K, Gadupudi GS, Lehmler H, Ludewig G, Duffel MW, Robertson LW. 2018. Sources and toxicities of phenolic polychlorinated biphenyls (OH-PCBs). Environ Sci Pollut Res Int 25:16277-16290. doi:10.1007/s11356-017-9694-x PMID:28744683 PMCID:PMC5785587
• Li X, Holland EB, Feng W, Zheng J, Dong Y, Pessah IN, Duffel MW, Robertson LW, Lehmler H. 2018. Authentication of synthetic environmental contaminants and their (bio)transformation products in toxicology: polychlorinated biphenyls as an example. Environ Sci Pollut Res Int 25(17):1-14. doi:10.1007/s11356-017-1162-0 PMID:29322390 PMCID:PMC6015536
• Parker VS, Squirewell EJ, Lehmler H, Robertson LW, Duffel MW. 2018. Hydroxylated and sulfated metabolites of commonly occurring airborne polychlorinated biphenyls inhibit human steroid sulfotransferases SULT1E1 and SULT2A1. Environ Toxicol Pharmacol 58:196-201. doi:10.1016/j.etap.2018.01.010 PMID:29408762 PMCID:PMC6078096
• Rodriguez EA, Vanle BC, Doorn JA, Lehmler H, Robertson LW, Duffel MW. 2018. Hydroxylated and sulfated metabolites of commonly observed airborne polychlorinated biphenyls display selective uptake and toxicity in N27, SH-SY5Y, and HepG2 cells. Environ Toxicol Pharmacol 62:69-78. doi:10.1016/j.etap.2018.06.010 PMID:29986280 PMCID:PMC609219

2017

• Grimm FA, Lehmler H, Koh W, DeWall J, Teesch LM, Hornbuckle KC, Thorne PS, Robertson LW, Duffel MW. 2017. Identification of a sulfate metabolite of PCB 11 in human serum. Environ Int 98:120-128. doi:10.1016/j.envint.2016.10.023 PMID:27816204 PMCID:PMC5127762

2016

• Ekuase EJ, van't Erve TJ, Rahaman A, Robertson LW, Duffel MW, Luthe G. 2016. Mechanistic insights into the specificity of human cytosolic sulfotransferase 2A1 (hSULT2A1) for hydroxylated polychlorinated biphenyls through the use of fluoro-tagged probes. Environ Sci Pollut Res Int 23(3):2119-2127. doi:10.1007/s11356-015-4886-8 PMID:26165989 PMCID:PMC4713379
• Rodriguez EA, Li X, Lehmler H, Robertson LW, Duffel MW. 2016. Sulfation of lower chlorinated polychlorinated biphenyls increases their affinity for the major drug-binding sites of human serum albumin. Environ Sci Technol 50(10):5320-5327. doi:10.1021/acs.est.6b00484 PMID:27116425 PMCID:PMC4883002

2015

• Grimm FA, He X, Teesch LM, Lehmler H, Robertson LW, Duffel MW. 2015. Tissue distribution, metabolism, and excretion of 3,3'-dichloro-4'-sulfooxy-biphenyl in the rat. Environ Sci Technol 49(13):8087-8095. doi:10.1021/acs.est.5b01499 PMID:26046945 PMCID:PMC4496304
• Grimm FA, Hu D, Kania-Korwel I, Lehmler H, Ludewig G, Hornbuckle KC, Duffel MW, Bergman A, Robertson LW. 2015. Metabolism and metabolites of polychlorinated biphenyls. Crit Rev Toxicol 45(3):245-272. doi:10.3109/10408444.2014.999365 PMID:25629923 PMCID:PMC4383295
• Grimm FA, Lehmler H, He X, Robertson LW, Duffel MW. 2015. Modulating inhibitors of transthyretin fibrillogenesis via sulfation: polychlorinated biphenyl sulfates as models. Chem Biol Interact 228:1-8. doi:10.1016/j.cbi.2015.01.002 PMID:25595224 PMCID:PMC4327905

2014

• Ekuase EJ, Lehmler H, Robertson LW, Duffel MW. 2014. Binding interactions of hydroxylated polychlorinated biphenyls (OHPCBs) with human hydroxysteroid sulfotransferase hSULT2A1. Chem Biol Interact 212:56-64. doi:10.1016/j.cbi.2014.01.018 PMID:24508592 PMCID:PMC3994546

2013

• Grimm FA, Lehmler H, He X, Robertson LW, Duffel MW. 2013. Sulfated metabolites of polychlorinated biphenyls are high-affinity ligands for the thyroid hormone transport protein transthyretin. Environ Health Perspect 121(6):657-662. doi:10.1289/ehp.1206198 PMID:23584369 PMCID:PMC3672920
• Lehmler H, He X, Duffel MW, Parkin S. 2013. 3,4',5-Trichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate. Acta Crystallogr B 69(Pt4):o620. doi:10.1107/S1600536813007976 PMID:23634142 PMCID:PMC3629655
• Lehmler H, He X, Li X, Duffel MW, Parkin S. 2013. Effective synthesis of sulfate metabolites of chlorinated phenols. Chemosphere 93(9):1965-1971. doi:10.1016/j.chemosphere.2013.06.087 PMID:23906814 PMCID:PMC3815985
• Qin X, Lehmler H, Teesch LM, Robertson LW, Duffel MW. 2013. Chlorinated biphenyl quinones and phenyl- 2,5-benzoquinone differentially modify the catalytic activity of human hydroxysteroid sulfotransferase hSULT2A1. Chem Res Toxicol 26(10):1474-1485. doi:10.1021/tx400207q PMID:24059442 PMCID:PMC3846294
• Qin X, Teesch LM, Duffel MW. 2013. Modification of the catalytic function of human hydroxysteroid sulfotransferase hSULT2A1 by formation of disulfide bonds. Drug Metab Dispos 41(5):1094-1103. doi:10.1124/dmd.112.050534 PMID:23444386 PMCID:PMC3629806
• Wu X, Duffel MW, Lehmler H. 2013. Oxidation of polychlorinated biphenyls by liver tissue slices from phenobarbital-pretreated mice is congener-specific and atropselective. Chem Res Toxicol 26(11):16421651. doi:10.1021/tx400229e PMID:24107130 PMCID:PMC3857157
• Wu X, Kania-Korwel I, Chen H, Stamou M, Dammanahalli KJ, Duffel MW, Lein PJ, Lehmler H. 2013. Metabolism of 2,2',3,3',6,6'-hexachlorobiphenyl (PCB 136) atropisomers in tissue slices from phenobarbital or dexamethasone-induced rats is sex-dependent. Xenobiotica 43(11):933-947. doi:10.3109/00498254.2013.785626 PMID:23581876 PMCID:PMC3878182

2012

• Dhakal K, He X, Lehmler H, Teesch LM, Duffel MW, Robertson LW. 2012. Identification of sulfated metabolites of 4-chlorobiphenyl (PCB3) in the serum and urine of male rats. Chem Res Toxicol 25(12):2796-2804. doi:10.1021/tx300416v PMID:23137097 PMCID:PMC3524396

2011

• Ekuase EJ, Liu Y, Lehmler H, Robertson LW, Duffel MW. 2011. Structure-activity relationships for hydroxylated polychlorinated biphenyls as inhibitors of the sulfation of dehydroepiandrosterone catalyzed by human hydroxysteroid sulfotransferase SULT2A1. Chem Res Toxicol 24:1720-1728. doi:10.1021/tx200260h PMID:21913674 PMCID:PMC3196794
• Gulcan HO, Duffel MW. 2011. Substrate inhibition in human hydroxysteroid sulfotransferase SULT2A1: studies on the formation of catalytically non-productive enzyme complexes. Arch Biochem Biophys 507:232-240. doi:10.1016/j.abb.2010.12.027 PMID:21187059 PMCID:PMC3058861
• Joshi SN, Vyas SM, Duffel MW, Parkin S, Lehmler H. 2011. Synthesis of sterically hindered polychlorinated biphenyl derivatives. Synthesis 7:1045-1054. doi:10.1055/s-0030-1258454 PMID:21516177 PMCID:PMC3080045
• Joshi SN, Vyas SM, Wu H, Duffel MW, Parkin S, Lehmler H. 2011. Regioselective iodination of chlorinated aromatic compounds using silver salts. Tetrahedron 67(39):7461-7469. doi:10.1016/j.tet.2011.07.064 PMID:21918585 PMCID:PMC3170769
• Kania-Korwel I, Duffel MW, Lehmler H. 2011. Gas chromatographic analysis with chiral cyclodextrin phases reveals the enantioselective formation of hydroxylated polychlorinated biphenyls by rat liver microsomes. Environ Sci Technol 45:9590-9596. doi:10.1021/es2014727 PMID:21966948 PMCID:PMC3216237
• Liu Y, Lehmler H, Robertson LW, Duffel MW. 2011. Physicochemical properties of hydroxylated polychlorinated biphenyls aid in predicting their interactions with rat sulfotransferase 1A1 (rSULT1A1). Chem Biol Interact 189:153-160. doi:10.1016/j.cbi.2010.11.009 PMID:21130751 PMCID:PMC3032042
• Wu X, Pramanik A, Duffel MW, Hrycay EG, Bandiera SM, Lehmler H, Kania-Korwel I. 2011. 2,2',3,3',6,6'-Hexachlorobiphenyl (PCB 136) is enantioselectively oxidized to hydroxylated metabolites by rat liver microsomes. Chem Res Toxicol 24(12):2249-2257. doi:10.1021/tx200360m PMID:22026639 PMCID:PMC3243785

2010

• Li X, Parkin S, Duffel MW, Robertson LW, Lehmler H. 2010. 3',4'-Dichlorobiphenyl-4-yl 2,2,2- trichloroethyl sulfate. Acta Crystallogr B E66:o1615-o1616. doi:10.1107/S1600536810020362 PMID:21587847 PMCID:PMC3006693
• Li X, Parkin S, Duffel MW, Robertson LW, Lehmler H. 2010. 4 '-Chlorobiphenyl-3-yl 2,2,2-trichloroethyl sulfate. Acta Crystallogr B 66:O2306-U305. doi:10.1107/s1600536810031338 PMID:25681997 PMCID:PMC3008081
• Li X, Parkin S, Duffel MW, Robertson LW, Lehmler H. 2010. An efficient approach to sulfate metabolites of polychlorinated biphenyls. Environ Int 36:843-848. doi:10.1016/j.envint.2009.02.005 PMID:19345419 PMCID:PMC2939219
• Li X, Parkin S, Duffel MW, Robertson LW, Lehmler H. 2010. Biphenyl-4-yl 2,2,2-trichloroethyl sulfate. Acta Crystallogr B E66:o1073. doi:10.1107/S1600536810012845 PMID:21579128 PMCID:PMC2979148

2009

• Wangpradit O, Teesch LM, Mariappan S, Duffel MW, Norstrom K, Robertson LW, Luthe G. 2009. Oxidation of 4-chlorobiphenyl metabolites to electrophilic species by prostaglandin H synthase. Chem Res Toxicol 22(1):64-71. doi:10.1021/tx800300t PMID:19105592 PMCID:PMC2637223

2008

• Gulcan HO, Duffel MW. 2008. Pentachlorophenol and other chlorinated phenols are substrates for human hydroxysteroid sulfotransferase hSULT2A1. Chem Res Toxicol 21(8):1503-1508. doi:10.1021/tx800133d PMID:18656962 PMCID:PMC2548291

2006

• Liu Y, Apak TI, Lehmler H, Robertson LW, Duffel MW. 2006. Hydroxylated polychlorinated biphenyls are substrates and inhibitors of human hydroxysteroid sulfotransferase SULT2A1. Chem Res Toxicol 19(11):1420-1425. PMID:17112228

1997

• Duffel MW. 1997. Sulfotransferases. Chapter 18 in: Comprehensive Toxicology, 3rd Edition. Vol. 10. Elsevier, NY. pp.407-428.