Hans Joachim Lehmler

Summary

Affiliation: University of Iowa
Country: USA

Publications

  1. ncbi request reprint Synthesis of environmentally relevant fluorinated surfactants--a review
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, 100 Oakdale Campus 124 IREH, Iowa City, IA 52242 5000, USA
    Chemosphere 58:1471-96. 2005
  2. pmc 5,5'-Dichloro-2,2'-dimeth-oxy-biphen-yl
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242 5000, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o650. 2013
  3. pmc 3,4',5-Trichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o620. 2013
  4. pmc 2,2',5',6-Tetra-chloro-4-[(1S)-1-methyl-prop-oxy]biphen-yl
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242 5000, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o983. 2013
  5. pmc Effective synthesis of sulfate metabolites of chlorinated phenols
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, IA 52242, USA Electronic address
    Chemosphere 93:1965-71. 2013
  6. pmc Synthesis, physicochemical properties and in vitro cytotoxicity of nicotinic acid ester prodrugs intended for pulmonary delivery using perfluorooctyl bromide as vehicle
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242 5000, USA
    Int J Pharm 353:35-44. 2008
  7. ncbi request reprint Perfluorocarbon compounds as vehicles for pulmonary drug delivery
    Hans Joachim Lehmler
    Research Scientist, University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242, USA
    Expert Opin Drug Deliv 4:247-62. 2007
  8. ncbi request reprint Anti-inflammatory effects of perfluorocarbon compounds
    Hans Joachim Lehmler
    Research Scientist, Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    Expert Rev Respir Med 2:273-89. 2008
  9. pmc Electron ionization mass spectral fragmentation study of sulfation derivatives of polychlorinated biphenyls
    Xueshu Li
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, IA 52242, USA
    Chem Cent J 3:5. 2009
  10. pmc Chiral polychlorinated biphenyl transport, metabolism, and distribution: a review
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 44:2757-66. 2010

Research Grants

  1. Perfluorocarbon Materials As Drug Delivery Vehicles
    Hans Joachim Lehmler; Fiscal Year: 2004
  2. Distribution of PCB Atropisomers
    Hans Joachim Lehmler; Fiscal Year: 2008
  3. Enantioselective Metabolism Influences PCB Developmental Neurotoxicity
    Isaac N Pessah; Fiscal Year: 2010
  4. Enantioselective Metabolism Influences PCB Developmental Neurotoxicity
    Isaac N Pessah; Fiscal Year: 2010
  5. Distribution of PCB Atropisomers
    Hans Joachim Lehmler; Fiscal Year: 2007

Collaborators

Detail Information

Publications99

  1. ncbi request reprint Synthesis of environmentally relevant fluorinated surfactants--a review
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, 100 Oakdale Campus 124 IREH, Iowa City, IA 52242 5000, USA
    Chemosphere 58:1471-96. 2005
    ..The review of the synthesis of these two classes of fluorinated compounds includes a review of their industrial synthesis and the synthesis of relevant degradation products...
  2. pmc 5,5'-Dichloro-2,2'-dimeth-oxy-biphen-yl
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242 5000, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o650. 2013
    ..17 (6)°. Both meth-oxy groups are slightly out of the plane of the benzene rings to which they are attached, making dihedral angles of 4.22 (18) and 18.82 (16)°...
  3. pmc 3,4',5-Trichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o620. 2013
    ..The dihedral angles between the benzene rings in the two mol-ecules are 37.8 (2) and 35.0 (2)°...
  4. pmc 2,2',5',6-Tetra-chloro-4-[(1S)-1-methyl-prop-oxy]biphen-yl
    Hans Joachim Lehmler
    The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242 5000, USA
    Acta Crystallogr Sect E Struct Rep Online 69:o983. 2013
    ..In the title mol-ecule, C16H14Cl4O, the dihedral angle between the least-square planes of the benzene rings is 84.40 (7)°. No unusual intermolecular interactions are present. ..
  5. pmc Effective synthesis of sulfate metabolites of chlorinated phenols
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, IA 52242, USA Electronic address
    Chemosphere 93:1965-71. 2013
    ..The chlorophenol sulfates were stable for several months if stored at -20 °C and, thus, are useful for future toxicological, environmental and human biomonitoring studies...
  6. pmc Synthesis, physicochemical properties and in vitro cytotoxicity of nicotinic acid ester prodrugs intended for pulmonary delivery using perfluorooctyl bromide as vehicle
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242 5000, USA
    Int J Pharm 353:35-44. 2008
    ..Thus, PFOB may be a novel and biocompatible vehicle for the delivery of lipophilic prodrugs of nicotinic acid and other drugs directly to the lung of laboratory animals and humans...
  7. ncbi request reprint Perfluorocarbon compounds as vehicles for pulmonary drug delivery
    Hans Joachim Lehmler
    Research Scientist, University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242, USA
    Expert Opin Drug Deliv 4:247-62. 2007
    ..To overcome this obstacle, several approaches, such as dispersions, prodrugs, solubilizing agents and (micro)emulsions, are under investigation to develop homogeneous PFC-drug mixtures suitable for intrapulmonary administration...
  8. ncbi request reprint Anti-inflammatory effects of perfluorocarbon compounds
    Hans Joachim Lehmler
    Research Scientist, Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    Expert Rev Respir Med 2:273-89. 2008
    ..Although more fundamental studies of the underlying anti-inflammatory mechanisms are needed, respiratory treatment modalities involving PFCs hold great clinical promise...
  9. pmc Electron ionization mass spectral fragmentation study of sulfation derivatives of polychlorinated biphenyls
    Xueshu Li
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, IA 52242, USA
    Chem Cent J 3:5. 2009
    ..meta/para) of unknown PCB sulfate metabolites isolated from environmental or laboratory samples...
  10. pmc Chiral polychlorinated biphenyl transport, metabolism, and distribution: a review
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 44:2757-66. 2010
    ..Overall, changes in chiral signatures are powerful, but currently underutilized tools for studies of environmental and biological processes of PCBs...
  11. ncbi request reprint Effects of PCB 84 enantiomers on [3H]-phorbol ester binding in rat cerebellar granule cells and 45Ca2+-uptake in rat cerebellum
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242 5000, USA
    Toxicol Lett 156:391-400. 2005
    ....
  12. ncbi request reprint Interaction of long-chain nicotinates with dipalmitoylphosphatidylcholine
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    J Lipid Res 46:535-46. 2005
    ..Overall, the complex phase behavior most likely results from the head-tail mismatch of the nicotinates and the geometric packing constraints in the two-component lipid bilayer...
  13. ncbi request reprint Mixing of perfluorinated carboxylic acids with dipalmitoylphosphatidylcholine
    H J Lehmler
    Department of Occupational and Environmental Health, University of Iowa, 100 Oakdale Campus 124 IREH, Iowa City 52242 5000 USA
    Biochim Biophys Acta 1664:141-9. 2004
    ..However, their mixing behavior is far from ideal, thus suggesting the presence of domains or lipid aggregates with high acid concentrations which may (adversely) impact the function of biological mono- and bilayers...
  14. pmc Mixing of perfluorooctanesulfonic acid (PFOS) potassium salt with dipalmitoyl phosphatidylcholine (DPPC)
    H J Lehmler
    Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    Colloids Surf B Biointerfaces 51:25-9. 2006
    ..These direct PFOS-DPPC interactions are one possible mechanism by which PFOS may contribute to adverse effects, for example neonatal mortality, in laboratory studies and possibly in humans...
  15. ncbi request reprint Interaction of a partially fluorinated long-chain nicotinate with dipalmitoylphosphatidylcholine
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    J Lipid Res 46:2415-22. 2005
    ..Therefore, for biomedical applications, the use of a partially fluorinated tail may offer advantages over simple hydrocarbon systems because, in addition to the chain length, the position and degree of fluorination can be adjusted...
  16. ncbi request reprint Congener-specific tissue distribution of aroclor 1254 and a highly chlorinated environmental PCB mixture in rats
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, University of lowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 39:3513-20. 2005
    ..Differences in the induction of cytochrome P-450 1A and 2B subfamilies reflected the homologue composition of the respective mixtures and predict a different toxicity profile for Chlorofen than for Aroclor 1254...
  17. pmc Mixing behavior of 10-(perfluorohexyl)-decanol and DPPC
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, The University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242 5000, USA hans joachim lehmler uiowa edu
    Colloids Surf B Biointerfaces 44:74-81. 2005
    ....
  18. pmc Hydrophobic tail length, degree of fluorination and headgroup stereochemistry are determinants of the biocompatibility of (fluorinated) carbohydrate surfactants
    Xueshu Li
    Department of Occupational and Environmental Health, University of Iowa, Iowa City, IA 52242, USA
    Colloids Surf B Biointerfaces 73:65-74. 2009
    ....
  19. pmc Binding interactions of hydroxylated polychlorinated biphenyls (OHPCBs) with human hydroxysteroid sulfotransferase hSULT2A1
    Edugie J Ekuase
    Department of Pharmaceutical Sciences and Experimental Therapeutics, College of Pharmacy, University of Iowa, Iowa City, IA 52242, United States
    Chem Biol Interact 212:56-64. 2014
    ..These results have implications for the roles of SULTs in the toxicology of OHPCBs, while also providing molecular probes of the complexity of substrate/inhibitor interactions with hSULT2A1. ..
  20. pmc Distribution of chiral PCBs in selected tissues in the laboratory rat
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 40:3704-10. 2006
    ....
  21. ncbi request reprint Hydroxylated polychlorinated biphenyls are substrates and inhibitors of human hydroxysteroid sulfotransferase SULT2A1
    Yungang Liu
    Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, Iowa 52242, USA
    Chem Res Toxicol 19:1420-5. 2006
    ..Thus, the interactions of OHPCBs with human SULT2A1 represent both a potential route of metabolism and a possible source of interference with sulfation reactions catalyzed by this enzyme...
  22. pmc Model and cell membrane partitioning of perfluorooctanesulfonate is independent of the lipid chain length
    Wei Xie
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242 5000, USA
    Colloids Surf B Biointerfaces 76:128-36. 2010
    ..g., gel versus liquid-crystalline phase) of the lipid assembly...
  23. pmc Chlorination increases the persistence of semiquinone free radicals derived from polychlorinated biphenyl hydroquinones and quinones
    Yang Song
    Department of Occupational and Environmental Health, The University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, Iowa 52242 5000, USA
    J Org Chem 73:8296-304. 2008
    ..The greater the number of chlorines on the (hydro-)quinone (oxygenated) ring, the higher the steady-state level of the resulting semiquinone radical at near neutral pH...
  24. pmc Metabolism of 2,2',3,3',6,6'-hexachlorobiphenyl (PCB 136) atropisomers in tissue slices from phenobarbital or dexamethasone-induced rats is sex-dependent
    Xianai Wu
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, IA, USA
    Xenobiotica 43:933-47. 2013
    ..4. Our results suggest that enantioselective metabolism, sex and induction status of P450 enzymes in the liver may modulate the neurotoxic outcomes of developmental exposure to chiral PCBs...
  25. pmc Chlorinated biphenyl quinones and phenyl-2,5-benzoquinone differentially modify the catalytic activity of human hydroxysteroid sulfotransferase hSULT2A1
    Xiaoyan Qin
    Interdisciplinary Graduate Program in Human Toxicology, University of Iowa, Iowa City, Iowa 52242, United States
    Chem Res Toxicol 26:1474-85. 2013
    ..Equilibrium binding experiments and molecular modeling suggested that changes due to these modifications may affect the nucleotide binding site and the entrance to the sulfuryl acceptor binding site of hSULT2A1. ..
  26. pmc Structure-activity relationships for hydroxylated polychlorinated biphenyls as substrates and inhibitors of rat sulfotransferases and modification of these relationships by changes in thiol status
    Yungang Liu
    Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City, IA 52242, USA
    Drug Metab Dispos 37:1065-72. 2009
    ..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...
  27. pmc Structure-activity relationships for hydroxylated polychlorinated biphenyls as inhibitors of the sulfation of dehydroepiandrosterone catalyzed by human hydroxysteroid sulfotransferase SULT2A1
    Edugie J Ekuase
    Department of Pharmaceutical Sciences and Experimental Therapeutics, College of Pharmacy, The University of Iowa, Iowa City, IA 52242, United States
    Chem Res Toxicol 24:1720-8. 2011
    ....
  28. pmc An efficient approach to sulfate metabolites of polychlorinated biphenyls
    Xueshu Li
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, IA 52242, USA
    Environ Int 36:843-8. 2010
    ..To aid with future quantitative structure activity relationship studies, the structures of two 2,2,2-trichloroethyl-protected PCB sulfates were verified by X-ray diffraction...
  29. pmc Oxidation of polychlorinated biphenyls by liver tissue slices from phenobarbital-pretreated mice is congener-specific and atropselective
    Xianai Wu
    Department of Occupational and Environmental Health, College of Public Health and Department of Pharmaceutical Sciences and Experimental Therapeutics, College of Pharmacy, The University of Iowa, Iowa City, Iowa 52242, United States
    Chem Res Toxicol 26:1642-51. 2013
    ..These species differences in the metabolism of chiral PCBs should be considered in developmental neurotoxicity studies of PCBs. ..
  30. pmc Identification of sulfated metabolites of 4-chlorobiphenyl (PCB3) in the serum and urine of male rats
    Kiran Dhakal
    Interdisciplinary Graduate Program in Human Toxicology, University of Iowa, Iowa City, Iowa 52242, United States
    Chem Res Toxicol 25:2796-804. 2012
    ..18 ± 2.16 μg/mL. This is the first report that sulfated metabolites of PCBs are formed in vivo. These findings suggest a prospective approach for exposure assessment of LC-PCBs by analysis of phase II metabolites in urine...
  31. doi request reprint Enantiomeric enrichment of 2,2',3,3',6,6'-hexachlorobiphenyl (PCB 136) in mice after induction of CYP enzymes
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, 100 Oakdale Campus, 114 IREH, Iowa City, IA 52242, USA
    Arch Environ Contam Toxicol 55:510-7. 2008
    ..Overall, this study does not support the hypothesis that metabolism by CYP2B enzymes is responsible for the enrichment of (+)-PCB 136 in mice...
  32. pmc Subchronic inhalation exposure study of an airborne polychlorinated biphenyl mixture resembling the Chicago ambient air congener profile
    Xin Hu
    Interdisciplinary Graduate Program in Human Toxicology, University of Iowa, Iowa City, Iowa 52242, United States
    Environ Sci Technol 46:9653-62. 2012
    ....
  33. pmc 2,2',3,3',6,6'-Hexachlorobiphenyl (PCB 136) is enantioselectively oxidized to hydroxylated metabolites by rat liver microsomes
    Xianai Wu
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, USA
    Chem Res Toxicol 24:2249-57. 2011
    ....
  34. pmc Subacute exposure to N-ethyl perfluorooctanesulfonamidoethanol results in the formation of perfluorooctanesulfonate and alters superoxide dismutase activity in female rats
    Wei Xie
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, 100 Oakdale Campus, 221 IREH, Iowa City, IA 52242, USA
    Arch Toxicol 83:909-24. 2009
    ..Overall, this study demonstrates the biotransformation of N-EtFOSE to PFOS in rats that is accompanied by N-EtFOSE-induced alterations in antioxidant enzyme activity...
  35. pmc Identification of hydroxylated metabolites of 3,3',4,4'-tetrachlorobiphenyl and metabolic pathway in whole poplar plants
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA 52242, USA
    Chemosphere 81:523-8. 2010
    ..However, the major mammalian metabolite, 4'OH-CB79 was not detected in any of the samples. The results suggest that the hydroxylated metabolic pathway of CB77 is via an epoxide intermediate in poplar...
  36. ncbi request reprint Enantioselective disposition of PCB 136 (2,2',3,3',6,6'-hexachlorobiphenyl) in C57BL/6 mice after oral and intraperitoneal administration
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, University of Iowa, Iowa City, Iowa 52242, USA
    Chirality 19:56-66. 2007
    ..Therefore, the choice of administration route may well have implications for the enantioselective disposition of PCB 136 and other chiral substances...
  37. ncbi request reprint Synthesis of polychlorinated biphenyls and their metabolites with a modified Suzuki-coupling
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, IA 52242, USA
    Chemosphere 56:735-44. 2004
    ..This approach offers the advantage of high selectivity and moderate to good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials...
  38. pmc 2,2',3,5',6-Pentachlorobiphenyl (PCB 95) and its hydroxylated metabolites are enantiomerically enriched in female mice
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, Iowa, USA
    Environ Sci Technol 46:11393-401. 2012
    ....
  39. pmc Disruption of phosphatidylcholine monolayers and bilayers by perfluorobutane sulfonate
    E Davis Oldham
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, USA
    J Phys Chem B 116:9999-10007. 2012
    ..In summary, PFBS disrupted different model lipid assemblies, indicating potential for PFBS to be a human toxicant. However, the effects of PFBS are not as pronounced as those seen with longer chain PFAAs...
  40. pmc Enantioselective biotransformation of chiral PCBs in whole poplar plants
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, Iowa 52242, United States
    Environ Sci Technol 45:2308-16. 2011
    ..This is the first evidence of enantioselectivity of chiral PCBs in whole plants, and suggests that poplars can enantioselectively biotransform at least one chiral PCB...
  41. pmc Physicochemical properties of hydroxylated polychlorinated biphenyls aid in predicting their interactions with rat sulfotransferase 1A1 (rSULT1A1)
    Yungang Liu
    University of Iowa, Iowa City, 52242 1112, United States
    Chem Biol Interact 189:153-60. 2011
    ....
  42. pmc Cytochrome p450 mRNA expression in the rodent brain: species-, sex-, and region-dependent differences
    Marianna Stamou
    Department of Molecular Biosciences, School of Veterinary Medicine, University of California, Davis, California M S, P J L and Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, Iowa X W, I K K, H J L
    Drug Metab Dispos 42:239-44. 2014
    ..These novel data will be useful for designing mechanistic studies to examine the relative role of P450-mediated brain metabolism in neurotoxicity. ..
  43. pmc Inhibition of cytochromes P450 and the hydroxylation of 4-monochlorobiphenyl in whole poplar
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, Iowa 52242, United States
    Environ Sci Technol 47:6829-35. 2013
    ..A dose-response curve for each of the suicide inhibitors was developed. ..
  44. pmc Synthesis, surface properties, and biocompatibility of 1,2,3-triazole-containing alkyl β-D-xylopyranoside surfactants
    E Davis Oldham
    Department of Occupational and Environmental Health, The University of Iowa, UI Research Park, IREH, Iowa City, IA 52242 5000, USA
    Carbohydr Res 379:68-77. 2013
    ..The two longest chain compounds did form stable monolayers at the air-water interface over a range of temperatures, although a brief transition to an the unstable monolayer was observed...
  45. pmc Gas chromatographic separation of methoxylated polychlorinated biphenyl atropisomers
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, University of Iowa, 124 IREH, Iowa City, IA 52242, USA
    J Chromatogr A 1207:146-54. 2008
    ..The methylated derivatives of two OH-PCB 136 metabolites showed an enantiomeric enrichment in liver tissue, whereas PCB 136 itself was near racemic...
  46. pmc Partitioning of perfluorooctanoate into phosphatidylcholine bilayers is chain length-independent
    Wei Xie
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242 5000, USA
    Chem Phys Lipids 163:300-8. 2010
    ..e., gel versus liquid phase) of the membrane. DLS experiments are also consistent with partial liposome solubilization at PFOA/lipid molar ratios>1, which suggests the formation of mixed PFOA-lipid micelles...
  47. pmc Elimination of inhaled 3,3'-dichlorobiphenyl and the formation of the 4-hydroxylated metabolite
    Xin Hu
    Interdisciplinary Graduate Program in Human Toxicology, University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 47:4743-51. 2013
    ..4 h half-life. This study demonstrates rapid metabolism of CB11 and elimination of 4-OH-CB11 and suggests that the metabolite is not retained in the body but is susceptible to further biotransformation...
  48. pmc Sulfated metabolites of polychlorinated biphenyls are high-affinity ligands for the thyroid hormone transport protein transthyretin
    Fabian A Grimm
    Interdisciplinary Graduate Program in Human Toxicology, Department of Pharmaceutical Sciences and Experimental Therapeutics, College of Pharmacy, College of Public Health, The University of Iowa, Iowa City, Iowa 52246, USA
    Environ Health Perspect 121:657-62. 2013
    ..Previous research has discovered hydroxylated PCB metabolites (OH-PCBs) as high-affinity ligands for TTR, but the binding potential of conjugated PCB metabolites such as PCB sulfates has not been explored...
  49. doi request reprint Dose-dependent enantiomeric enrichment of 2,2',3,3',6,6'-hexachlorobiphenyl in female mice
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242, USA
    Environ Toxicol Chem 27:299-305. 2008
    ....
  50. ncbi request reprint Differences in the isomer composition of perfluoroctanesulfonyl (PFOS) derivatives
    Sandhya M Vyas
    Department of Occupational and Environmental Health, University of Iowa, College of Public Health, Iowa City, IA 52242, USA
    J Environ Sci Health A Tox Hazard Subst Environ Eng 42:249-55. 2007
    ..These findings suggest that it is important to determine the isomer composition of PFOS samples used in both environmental and toxicological studies...
  51. pmc Assigning atropisomer elution orders using atropisomerically enriched polychlorinated biphenyl fractions generated by microsomal metabolism
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, IA 52242, USA
    J Chromatogr A 1278:133-44. 2013
    ....
  52. pmc Sulfate metabolites of 4-monochlorobiphenyl in whole poplar plants
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, Iowa 52242, United States
    Environ Sci Technol 47:557-62. 2013
    ..Results suggested that OH-PCB3s were the substrates of sulfotransferases which catalyzed the formation of PCB3 sulfates in the metabolic pathway of PCB3...
  53. pmc Synthesis, thermal properties, and cytotoxicity evaluation of hydrocarbon and fluorocarbon alkyl β-D-xylopyranoside surfactants
    Wenjin Xu
    Department of Occupational and Environmental Health, The University of Iowa, UI Research Park, 124 IREH, Iowa City, IA 52242, USA
    Carbohydr Res 349:12-23. 2012
    ..Hydrocarbon and fluorocarbon alkyl β-d-xylopyranosides with intermediate chain length displayed some toxicity at millimolar concentrations due to apoptosis...
  54. pmc Gas chromatographic analysis with chiral cyclodextrin phases reveals the enantioselective formation of hydroxylated polychlorinated biphenyls by rat liver microsomes
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, University of Iowa, Iowa City, Iowa 52242, United States
    Environ Sci Technol 45:9590-6. 2011
    ..Overall, this study demonstrates for the first time that chiral PCBs, such as PCB 91, 95, 132, and 149, are enantioselectively metabolized to OH-PCBs by cytochrome P450 enzymes...
  55. pmc Clearance of polychlorinated biphenyl atropisomers is enantioselective in female C57Bl/6 mice
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 44:2828-35. 2010
    ..Together, the differences in the toxicokinetics of PCB atropisomers point toward enantioselective biotransformation processes as the origin of PCB's enantiomeric enrichment in mammals and, possibly, humans...
  56. pmc Nonenzymatic displacement of chlorine and formation of free radicals upon the reaction of glutathione with PCB quinones
    Yang Song
    Department of Occupational and Environmental Health, University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242 5000, USA
    Proc Natl Acad Sci U S A 106:9725-30. 2009
    ..Our discovery that chlorinated quinones undergo a rapid, nonenzymatic dechlorination upon reaction with GSH opens a different view on mechanisms of metabolism and the toxicity of this class of compounds...
  57. pmc The three-dimensional structure of 3,3',4,4'-tetrachlorobiphenyl, a dioxin-like polychlorinated biphenyl (PCB)
    Nadim S Shaikh
    The University of Iowa, Department of Occupational and Environmental Health, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242 5000, USA
    Chemosphere 70:1694-8. 2008
    ..The dihedral angle of PCB 77 is 43.94(6) degrees, which is slightly larger than calculated or experimental dihedral angles of biphenyl derivatives in solution but smaller than experimental dihedral angles in the gas phase...
  58. pmc Sulfate conjugates are urinary markers of inhalation exposure to 4-chlorobiphenyl (PCB3)
    Kiran Dhakal
    Interdisciplinary Graduate Program in Human Toxicology and Department of Occupational and Environmental Health, University of Iowa, Iowa City, Iowa 52242, USA
    Chem Res Toxicol 26:853-5. 2013
    ..PCB sulfates were stable in urine for at least three days at room temperature without chemical preservatives. These data support the use of PCB sulfate conjugates as suitable urinary biomarkers of PCB3 and other airborne PCBs...
  59. pmc Improved syntheses of non-dioxin-like polychlorinated biphenyls (PCBs) and some of their sulfur-containing metabolites
    Sanjay Telu
    Department of Occupational and Environmental Health, The University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242, USA
    Environ Int 36:828-34. 2010
    ....
  60. pmc Time course of congener uptake and elimination in rats after short-term inhalation exposure to an airborne polychlorinated biphenyl (PCB) mixture
    Xin Hu
    Interdisciplinary Graduate Program in Human Toxicology, Department of Occupational and Environmental Health, University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 44:6893-900. 2010
    ..Selective uptake and elimination led to accumulation of a distinct congener spectrum in tissue. Minimal evidence of toxicity was observed...
  61. pmc Catalase ameliorates polychlorinated biphenyl-induced cytotoxicity in nonmalignant human breast epithelial cells
    Venkatasubbaiah A Venkatesha
    Free Radical and Radiation Biology Program, B180 Medical Laboratories, Department of Radiation Oncology, The University of Iowa, Iowa City, IA 52242 1181, USA
    Free Radic Biol Med 45:1094-102. 2008
    ..Our results demonstrate a PCB-induced increase in cellular levels of ROS causing DNA damage, resulting in cell killing...
  62. pmc Simultaneous extraction and clean-up of polychlorinated biphenyls and their metabolites from small tissue samples using pressurized liquid extraction
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, Collage of Public Health, University of Iowa, Iowa City, IA 52242, USA
    J Chromatogr A 1214:37-46. 2008
    ..Comparable results were obtained with an established analysis method for PCBs, OH-PCBs and MeSO(2)-PCBs...
  63. ncbi request reprint Packing conflicts in the Z' = 5 structure of CF(3)(CF(2))(3)(CH(2))(10)COOH
    Hans Joachim Lehmler
    Department of Occupational and Environmental Health, 100 Oakdale Campus, 124 IREH, The University of Iowa, Iowa City, IA 52242 5000, USA
    Acta Crystallogr B 60:325-32. 2004
    ..The few other known structures of compounds with both (CF(2))(n) and (CH(2))(m) regions show evidence of the same conflict...
  64. pmc 2,2',3,3',6,6'-Hexachlorobiphenyl (PCB 136) atropisomers interact enantioselectively with hepatic microsomal cytochrome P450 enzymes
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, University of Iowa, 100 Oakdale Campus 124 IREH, Iowa City, Iowa 52242, USA
    Chem Res Toxicol 21:1295-303. 2008
    ....
  65. pmc New hydroxylated metabolites of 4-monochlorobiphenyl in whole poplar plants
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, IA, 52242, USA
    Chem Cent J 5:87. 2011
    ..These five OH-CB3s clearly showed the complete metabolism profile from CB3 to monohydroxylated CB3. More importantly, it's the first report and confirmation of 2OH-CB3 and 3OH-CB3 (new metabolites of CB3) in a living organism...
  66. pmc Semiquinone radicals from oxygenated polychlorinated biphenyls: electron paramagnetic resonance studies
    Yang Song
    Department of Occupational and Environmental Health, The University of Iowa, Iowa City, Iowa 52242 1101, USA
    Chem Res Toxicol 21:1359-67. 2008
    ..Our data also point to futile redox cycling as being one mechanism by which oxygenated PCBs can lead to the formation of reactive oxygen species, but this is most efficient in the presence of SOD...
  67. pmc Chlordane and heptachlor are metabolized enantioselectively by rat liver microsomes
    Izabela Kania-Korwel
    Department of Occupational and Environmental Health, College of Public Health, The University of Iowa, Iowa City, Iowa, USA
    Environ Sci Technol 47:8913-22. 2013
    ..These findings demonstrate that the direction and extent of the enantioselective metabolism of both chlordane isomers and heptachlor is P450 isoform-dependent and can be modulated by the induction of P450 enzymes. ..
  68. pmc Hydroxylated metabolites of 4-monochlorobiphenyl and its metabolic pathway in whole poplar plants
    Guangshu Zhai
    Department of Civil and Environmental Engineering and IIHR Hydroscience and Engineering, The University of Iowa, Iowa City, Iowa 52242, USA
    Environ Sci Technol 44:3901-7. 2010
    ..Finally, the data suggest that the metabolic pathway be via epoxide intermediates...
  69. ncbi request reprint Mixing of partially fluorinated carboxylic acids with their hydrocarbon analogs at the air-water interface
    Hans Joachim Lehmler
    Graduate Center for Toxicology, University of Kentucky, Lexington, Kentucky 40536, USA
    J Colloid Interface Sci 249:381-7. 2002
    ..The miscibility apparently decreases with increasing chain length of the carboxylic acids (C15>C17>C19)...
  70. ncbi request reprint Chemical stability of esters of nicotinic acid intended for pulmonary administration by liquid ventilation
    Cheng Hsuan Hsu
    Division of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536, USA
    Pharm Res 20:918-25. 2003
    ..The solubility, the chemical stability of the putative prodrugs, and the sensitivity to enzymatic hydrolysis was investigated...
  71. ncbi request reprint Toxicity of hydroxylated and quinoid PCB metabolites: inhibition of gap junctional intercellular communication and activation of aryl hydrocarbon and estrogen receptors in hepatic and mammary cells
    Miroslav Machala
    Veterinary Research Institute, Brno, Czech Republic
    Chem Res Toxicol 17:340-7. 2004
    ..The inhibition of GJIC by OH-PCBs represents a novel mode of action of both the lower chlorinated and the persisting high molecular weight OH-PCBs...
  72. ncbi request reprint Molecular cytotoxic mechanisms of catecholic polychlorinated biphenyl metabolites in isolated rat hepatocytes
    Hojjat Sadeghi-Aliabadi
    Department of Medicinal Chemistry, School of Pharmacy, Isfahan University of Medical Sciences, Isfahan, Iran
    Chem Biol Interact 167:184-92. 2007
    ..These results suggest that catecholic cytotoxicity can be attributed to mitochondrial toxicity and oxidative stress. Semiquinone or benzoquinone species were also important in the cytotoxicity of catecholic metabolites...
  73. ncbi request reprint Tailoring porous silica films through supercritical carbon dioxide processing of fluorinated surfactant templates
    Kaustav Ghosh
    Department of Chemical and Materials Engineering, University of Kentucky, Lexington, Kentucky 40506 0046, USA
    J Phys Chem B 111:363-70. 2007
    ..The varying degree of CO2 induced expansion is attributed to the solvation of the "CO2-philic" fluorinated tail and is interpreted from interfacial behavior of HFOPC, HFDoMePC, and HFDePC at the CO2-water interface...
  74. ncbi request reprint In vitro exposure of porcine prepubertal follicles to 4-chlorobiphenyl (PCB3) and its hydroxylated metabolites: effects on sex hormone levels and aromatase activity
    Anna Ptak
    Laboratory of Physiology and Toxicology of Reproduction, Department of Physiology, Institute of Zoology, Jagiellonian University, Ingardena 6, 30 060 Krakow, Poland
    Toxicol Lett 164:113-22. 2006
    ..We infer that: (1) metabolism of PCB3 does not protect against endocrine disruption and (2) the estrogenic effect of these compounds is due to stimulation of aromatase activity...
  75. pmc Hydroxylated polychlorinated biphenyls as inhibitors of the sulfation and glucuronidation of 3-hydroxy-benzo[a]pyrene
    Peter van den Hurk
    Department of Medicinal Chemistry, University of Florida, Gainesville, Florida 32610, USA
    Environ Health Perspect 110:343-8. 2002
    ..Inhibition of glucuronosyltransferase by low concentrations of OH-PCBs has not been reported before and may have important consequences for the bioavailability, bioaccumulation, and toxicity of other phenolic environmental contaminants...
  76. ncbi request reprint Glucuronidation of hydroxylated polychlorinated biphenyls (PCBs)
    Nilufer Tampal
    Graduate Center for Toxicology, University of Kentucky Chandler Medical Center, 306 Health Sciences Research Building, Lexington, Kentucky 40536 0305, USA
    Chem Res Toxicol 15:1259-66. 2002
    ..5). However, a stronger relationship for the surface area and surface volume of the molecule was observed (r(2) >or= 0.5). This study explains in part why some PCB metabolites persist in the body...
  77. ncbi request reprint Interaction of benzoquinone- and hydroquinone-derivatives of lower chlorinated biphenyls with DNA and nucleotides in vitro
    Jamal M Arif
    Department of Preventive Medicine and Environmental Health, University of Kentucky Medical Center, Lexington, KY 40536 0305, USA
    Chem Biol Interact 142:307-16. 2003
    ..Experiments are underway to determine their in vivo significance...
  78. ncbi request reprint Polychlorinated biphenyls as initiators in liver carcinogenesis: resistant hepatocyte model
    Parvaneh Espandiari
    Graduate Center for Toxicology, Lexington, KY 40536 0305, USA
    Toxicol Appl Pharmacol 186:55-62. 2003
    ..This effect was not seen in nonselection groups. We conclude that, under the conditions and time courses of these experiments, several PCBs have initiating activity in male Fischer 344 rats...
  79. ncbi request reprint Effect of dietary selenium on the promotion of hepatocarcinogenesis by 3,3', 4,4'-tetrachlorobiphenyl and 2,2', 4,4', 5,5'-hexachlorobiphenyl
    Divinia N Stemm
    Graduate Center for Nutritional Sciences, 222 Funkhouser Building, University of Kentucky, Lexington, KY 40506 0054, USA
    Exp Biol Med (Maywood) 233:366-76. 2008
    ..The effects of Se on altered hepatic foci do not correlate with its effects on GPx and TrxR...
  80. doi request reprint Glucuronidation of polychlorinated biphenylols and UDP-glucuronic acid concentrations in channel catfish liver and intestine
    James C Sacco
    Department of Medicinal Chemistry, University of Florida, PO Box 100485, Gainesville, FL 32610 0485, USA
    Drug Metab Dispos 36:623-30. 2008
    ..Although liver has a greater glucuronidation capacity than proximal intestine, the properties of intestinal UGTs in channel catfish enable them to efficiently glucuronidate low concentrations of OH-PCBs...
  81. pmc The effect of dietary glycine on the hepatic tumor promoting activity of polychlorinated biphenyls (PCBs) in rats
    Rodica Petruta Bunaciu
    Graduate Center for Nutritional Sciences, University of Kentucky, Lexington, KY 40506 0054, United States
    Toxicology 239:147-55. 2007
    ..But the data overall indicate that Kupffer cells likely do not contribute to the tumor promoting activities of PCB-77 and PCB-153...
  82. pmc Polychlorinated biphenyls (PCBs) exert thyroid hormone-like effects in the fetal rat brain but do not bind to thyroid hormone receptors
    Kelly J Gauger
    Biology Department, Molecular and Cellular Biology Program, Morrill Science Center, University of Massachusetts, Amherst, MA 01003, USA
    Environ Health Perspect 112:516-23. 2004
    ..These findings indicate that PCBs can interfere with TH signaling in the fetal brain by direct actions on the fetus rather than by producing maternal hypothyroidism...
  83. ncbi request reprint Z' = 4 structure without obvious pseudosymmetry: implications for the formation of solid-state compounds
    Hans Joachim Lehmler
    Graduate Center for Toxicology, University of Kentucky, Lexington, KY 40536 0305, USA
    Acta Crystallogr B 58:140-7. 2002
    ..It is suggested that molecules that crystallize with Z' > 1 are good candidates for solid-state compound formation...
  84. ncbi request reprint ClcR-based biosensing system in the detection of cis-dihydroxylated (chloro-)biphenyls
    Jessika Feliciano
    Department of Chemistry, University of Kentucky, Lexington, KY 40506 0055, USA
    Anal Bioanal Chem 385:807-13. 2006
    ..Detection limits as low as 1 x 10(-6) mol L(-1) were obtained for various dihydroxylated PCBs...
  85. ncbi request reprint Dietary vitamin E does not inhibit the promotion of liver carcinogenesis by polychlorinated biphenyls in rats
    Howard P Glauert
    Graduate Center for Nutritional Sciences, University of Kentucky, Lexington, KY 40506, USA
    J Nutr 135:283-6. 2005
    ..PCB-77, but not PCB-153, increased hepatic NF-kappaB activity. In conclusion, dietary vitamin E supplementation does not protect against the induction of altered hepatic focal lesions by PCBs...
  86. pmc In vitro inhibition of human hepatic and cDNA-expressed sulfotransferase activity with 3-hydroxybenzo[a]pyrene by polychlorobiphenylols
    Li Quan Wang
    Department of Medicinal Chemistry, University of Florida, Gainesville, Florida 32610 0485, USA
    Environ Health Perspect 113:680-7. 2005
    ..These findings demonstrate an interaction between potentially toxic hydroxylated metabolites of PCBs and polycyclic aromatic hydrocarbons, which could result in reduced clearance by sulfonation...
  87. ncbi request reprint Tumor promoting potency of PCBs 28 and 101 in rat liver
    Susanne Kunz
    Food Chemistry and Environmental Toxicology, University of Kaiserslautern, D 67663 Kaiserslautern, Germany
    Toxicol Lett 164:133-43. 2006
    ..Our results revealed that neither the accumulative PCB 28 nor the more readily metabolisable PCB 101 was an efficacious tumor promoter in the livers of female rats...
  88. ncbi request reprint Polychlorobiphenylols are selective inhibitors of human phenol sulfotransferase 1A1 with 4-nitrophenol as a substrate
    Li Quan Wang
    Department of Medicinal Chemistry, College of Pharmacy, University of Florida, Gainesville 32610 0485, USA
    Chem Biol Interact 159:235-46. 2006
    ....
  89. pmc Inhibition of the promotion of hepatocarcinogenesis by 2,2',4,4',5,5'-hexachlorobiphenyl (PCB-153) by the deletion of the p50 subunit of NF-kappa B in mice
    Howard P Glauert
    Graduate Center for Nutritional Sciences, University of Kentucky, Lexington, KY 40506, USA
    Toxicol Appl Pharmacol 232:302-8. 2008
    ..Taken together, these data indicate that the absence of the NF-kappaB p50 subunit inhibits the promoting activity of PCB-153 and alters the proliferative and apoptotic changes in mouse liver in the response to PCBs...

Research Grants5

  1. Perfluorocarbon Materials As Drug Delivery Vehicles
    Hans Joachim Lehmler; Fiscal Year: 2004
    ..abstract_text> ..
  2. Distribution of PCB Atropisomers
    Hans Joachim Lehmler; Fiscal Year: 2008
    ..The long term career goal is to establish Dr. Lehmler as an investigator with independent research status and funding. ..
  3. Enantioselective Metabolism Influences PCB Developmental Neurotoxicity
    Isaac N Pessah; Fiscal Year: 2010
    ....
  4. Enantioselective Metabolism Influences PCB Developmental Neurotoxicity
    Isaac N Pessah; Fiscal Year: 2010
    ....
  5. Distribution of PCB Atropisomers
    Hans Joachim Lehmler; Fiscal Year: 2007
    ..The long term career goal is to establish Dr. Lehmler as an investigator with independent research status and funding. ..