Binding of polycyclic aromatic hydrocarbons (PAHs) to teleost aryl hydrocarbon receptors (AHRs)

Sonya M. Billiard1, Mark E. Hahn2, Diana G. Franks2, Richard E. Peterson3, Niels C. Bols4, Peter V. Hodson5
1Department of Biology, Queen's University, ON, Kingston, Canada.
2Department of Biology, Woods Hole Oceanographic Institution, Woods Hole, MA, USA
3School of Pharmacy and Environmental Toxicology Center, University of Wisconsin, Madison, WI, USA
4Department of Biology, University of Waterloo, ON, Canada
5Department of Biology, Queen’s University, Kingston, ON, Canada

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Andreasen, 2002, Identification of a critical amino acid in the aryl hydrocarbon receptor, J. Biol. Chem., 277, 13210, 10.1074/jbc.M200073200

Abnet, 1999, Two forms of aryl hydrocarbon receptor type 2 in rainbow trout (Oncorhynchus mykiss). Evidence for differential expression and enhancer specificity, J. Biol. Chem., 274, 15159, 10.1074/jbc.274.21.15159

Abnet, 1999, Transactivation activity of human, zebrafish, and rainbow trout aryl hydrocarbon receptors expressed in COS-7 cells: greater insight into species differences in toxic potency of polychlorinated dibenzo-p-dioxin, dibenzofuran, and biphenyl congeners, Toxicol. Appl. Pharmacol., 159, 41, 10.1006/taap.1999.8719

Basu, 2001, Ethoxyresorufin-O-deethylase induction in trout exposed to mixtures of polycyclic aromatic hydrocarbons, Environ. Toxicol. Chem., 20, 1244, 10.1897/1551-5028(2001)020<1244:EODIIT>2.0.CO;2

Behrens, 2001, Polycyclic aromatic hydrocarbons as inducers of cytochrome P4501A enzyme activity in the rainbow trout liver cell line, RTL-W1, and in primary cultures of rainbow trout hepatocytes, Environ. Toxicol. Chem., 20, 632, 10.1002/etc.5620200324

Billiard, S., Hodson, P., Bols., N., 1998. Relative potency of PAH for inducing CYP1A1 in juvenile trout. Paper presented at the 19th Annual SETAC meeting, Charlotte, NC, USA.

Billiard, 1999, Toxicity of retene to early life stages of two freshwater fish species, Environ. Toxicol. Chem., 18, 2070, 10.1002/etc.5620180927

Billiard, S., Hodson, P., 2001. Toxicity of PAH to early life stages of rainbow trout. Paper presented at the 22nd Annual SETAC meeting, Baltimore, MD, USA.

Billiard, S.M., 2002. Toxicological significance of CYP1A induction in teleosts exposed to polycyclic aromatic hydrocarbons (PAH). Ph.D. thesis, Queen's University.

Bols, 1999, Ability of polycyclic aromatic hydrocarbons to induce 7-ethoxyresorufin-o-deethylase activity in a trout liver cell line, Ecotoxicol. Environ. Saf., 44, 118, 10.1006/eesa.1999.1808

Bradfield, 1988, Kinetic and equilibrium studies of Ah receptor-ligand binding: Use of [125I]2-iodo-7,8-dibromodibenzo-p-dioxin, Mol. Pharmacol., 34, 229

Brown, 1994, Additive binding of polychlorinated biphenyls and 2,3,7,8-tetrachlorodibenzo-p-dioxin to the murine hepatic Ah receptor, Toxicol. Appl. Pharmacol., 129, 243, 10.1006/taap.1994.1249

Celander, 1997, Glucocorticoid–xenobiotic interactions: dexamethasone potentiation of cytochrome P4501A induction by β-naphthoflavone in a fish hepatoma cell line (PLHC-1), Environ. Toxicol. Chem., 16, 900

Dabestani, 1999, A compilation of physical, spectroscopic and photophysical properties of polycyclic aromatic hydrocarbons, Photochem. Photobiol., 70, 10

Denison, 1998, The Ah receptor: a regulator of the biochemical and toxicological actions of structurally diverse chemicals, Bull. Environ. Contam. Toxicol., 61, 557, 10.1007/PL00002973

Dold, 1990, Filtration assay for quantitation of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) specific binding to whole cells in culture, Anal. Biochem., 184, 67, 10.1016/0003-2697(90)90013-Y

Elonen, 1998, Comparative toxicity of 2,3,7,8-tetrachlorodibenzo-p-dioxin to seven freshwater fish species during early life-stage development, Environ. Toxicol. Chem., 17, 472, 10.1002/etc.5620170319

Farrell, 1987, Absence of positive co-operativity in the binding of 2,3,7,8-tetrachlorodibenzo-p-dioxin to its cytosolic receptor protein, Biochem. J., 244, 539, 10.1042/bj2440539

Gaddum, 1937, The quantitative aspects of antagonistic drugs, J. Physiol., 89, 7P

Gonzalez, 1998, The aryl hydrocarbon receptor: studies using the AHR-null mice, Drug Metab. Dispos., 26, 1194

Guiney, 1997, Correlation of 2,3,7,8-tetrachlorodibenzo-p-dioxin induction of cytochrome P4501A in vascular endothelium with toxicity in early life stages of lake trout, Toxicol. Appl. Pharmacol., 143, 256, 10.1006/taap.1996.8051

Hahn, 1993, Cytochrome P4501A induction and inhibition by 3,3,4,4-tetrachlorobiphenyl in an Ah receptor-containing fish hepatoma cell line (PLHC-1), Aquat. Toxicol., 26, 185, 10.1016/0166-445X(93)90030-5

Hahn, 1994, Photoaffinity labeling of the Ah receptor: phylogenetic survey of diverse vertebrate and invertebrate species, Arch. Biochem. Biophys., 310, 218, 10.1006/abbi.1994.1160

Hahn, 1996, Rapid assessment of induced cytochrome P4501A (CYP1A) protein and catalytic activity in fish hepatoma cells grown in multi-well plates: Response to TCDD, TCDF, and two planar PCBs, Environ. Toxicol. Chem., 15, 582

Hahn, 2001, Dioxin toxicology and the aryl hydrocarbon receptor: insights from fish and other non-traditional models, Mar. Biotechnol. Suppl., 3, S224, 10.1007/s10126-001-0045-Y

Hankinson, 1995, The aryl hydrocarbon receptor complex, Annu. Rev. Pharmacol. Toxicol., 35, 307, 10.1146/annurev.pa.35.040195.001515

Harvey, 1997, 667

Heilmann, 1988, The trout P450IA1: cDNA and deduced protein sequence, expression in liver, and evolutionary significance, DNA, 7, 379, 10.1089/dna.1.1988.7.379

Hestermann, E.V., 1999. Mechanisms of action for aryl hydrocarbon receptor ligands in the PLHC-1 cell line. Ph.D. thesis, Woods Hole Oceanographic Institution/Massachusetts Institute of Technology.

Hestermann, 2000, Relative contributions of affinity and intrinsic efficacy to aryl hydrocarbon receptor ligand potency, Toxicol. Appl. Pharmacol., 168, 160, 10.1006/taap.2000.9026

Hestermann, 2002, Relationships among the cell cycle, cell proliferation, and aryl hydrocarbon receptor expression in PLHC-1 cells, Aquat. Toxicol., 58, 201, 10.1016/S0166-445X(01)00229-6

Hightower, 1988, Recent applications of fish cell culture to biomedical research, J. Exp. Zool., 248, 290, 10.1002/jez.1402480307

Jensen, 2001, cDNA cloning and characterization of a high affinity aryl hydrocarbon receptor in a cetacean, the beluga, Delphinapterus leucas, Toxicol. Sci., 64, 41, 10.1093/toxsci/64.1.41

Karchner, 1999, Identification and functional characterization of two highly divergent aryl hydrocarbon receptors (AHR1 and AHR2) in the teleost Fundulus heteroclitus. Evidence for a novel subfamily of ligand-binding basic helix loop helix-Per-ARNT-Sim (bHLH-PAS) factors, J. Biol. Chem., 274, 33814, 10.1074/jbc.274.47.33814

Kiparissis, Y., Blazeski, S., Hodson, P., Cai, X., Snieckus, V., 2001. Embryotoxicity of alkyl-substituted PAHs. Poster presented at the 22nd Annual SETAC meeting, Baltimore, MD, USA.

Lahvis, 2000, Portosystemic shunting and persistent fetal vascular structures in aryl hydrocarbon receptor-deficient mice, Proc. Natl. Acad. Sci., 97, 10442, 10.1073/pnas.190256997

Lee, 1993, Development and characterization of a rainbow trout liver cell line expressing cytochrome P450-dependent monooxygenase activity, Cell Biol. Toxicol., 9, 279, 10.1007/BF00755606

Lorenzen, 1990, Detection and characterization of [3H]2,3,7,8-tetrachlordibenzo-p-dioxin binding to Ah receptor in a rainbow trout hepatoma cell line, Toxicol. Appl. Pharmacol., 106, 53, 10.1016/0041-008X(90)90105-4

Ma, 1997, A novel cytoplasmic protein that interacts with the Ah receptor, contains tetratricopeptide repeat motifs, and augments the transcriptional response to 2,3,7,8-tetrachlorodibenzo-p-dioxin, J. Biol. Chem., 272, 8878, 10.1074/jbc.272.14.8878

Martin, 1961, A method for determining the sedimentation behaviour of enzymes: application to protein mixtures, J. Biol. Chem., 236, 1372, 10.1016/S0021-9258(18)64180-8

Marty, 1997, Histopathology and cytogenetic evaluation of Pacific herring larvae exposed to petroleum hydrocarbons in the laboratory or in Prince William Sound, Alaska, after the Exxon Valdez oil spill, Can. J. Zool., 75, 989, 10.1139/z97-120

McElroy, 1989, Bioavailability of polycyclic aromatic hydrocarbons in the aquatic environment

Piskorska-Pliszczynska, 1986, The cytosolic receptor binding affinities and AHH induction potencies of 29 polynuclear aromatic hydrocarbons, Toxicol. Lett., 34, 67, 10.1016/0378-4274(86)90146-3

Poland, 1982, 2,3,7,8-tetrachlorodibenzo-p-dioxin and related halogenated aromatic hydrocarbons: examination of the mechanism of toxicity, Annu. Rev. Pharmacol. Toxicol., 22, 517, 10.1146/annurev.pa.22.040182.002505

Poland, 1979, 2,3,7,8-tetrachlorodibenzo-p-dioxin: segregation of toxicity with the Ah locus, Mol. Pharmacol., 17, 86

Pollenz, 1998, Characterization of two continuous cell lines derived from Onchorhynchus mykiss for models of aryl-hydrocarbon-receptor-mediated signal transduction. Direct comparison to the mammalian Hepa-1c1c7 cell line, Aquat. Toxicol., 41, 31, 10.1016/S0166-445X(97)00073-8

Readman, 1982, Aquatic distribution and heterotrophic degradation of polycyclic aromatic hydrocarbons (PAH) in the Tamar estuary, Est. Coast. Shelf Sci., 14, 369, 10.1016/S0272-7714(82)80009-7

Riddick, 1994, 2,3,7,8-tetrachlorodibenzo-p-dioxin versus 3-methycholanthrene-comparative studies of Ah receptor binding, transformation, and induction of CYP1A1, J. Biol. Chem., 269, 12118, 10.1016/S0021-9258(17)32689-3

Roy, 1997, Characterization of the aromatic hydrocarbon receptor gene and its expression in Atlantic tomcod, Arch. Biochem. Biophys., 344, 373, 10.1006/abbi.1997.0238

Safe, 1998, Limitations of the toxic equivalency factor approach for risk assessment of TCDD and related compounds, Teratog. Carcinog. Mutagen., 17, 285

Schmidt, 1996, Ah receptor signaling pathways, Annu. Rev. Cell Dev. Biol., 12, 55, 10.1146/annurev.cellbio.12.1.55

Schneider, 1995, Screening assay for dioxin-like compounds based on competitive binding to the murine hepatic Ah receptor. 1. Assay development, Environ. Sci. Technol., 29, 2595, 10.1021/es00010a021

Smith, 1985, Measurement of protein using bicinchoninic acid, Anal. Biochem., 150, 76, 10.1016/0003-2697(85)90442-7

Stegeman, 1989, Cytochrome P450IA1 induction and localization in endothelium of vertebrate (teleost) heart, Mol. Pharmacol., 36, 723

Stegeman, 1994, Biochemistry and molecular biology of monooxygenases: current perspectives on forms, functions, and regulation of cytochrome P450 in aquatic species, 87

Swanson, 1991, Detection of the Ah receptor in rainbow trout: use of 2-azido-3-[125I]iodo-7,8-dibromodibenzo-p-dioxin in cell culture, Toxicol. Lett., 58, 85, 10.1016/0378-4274(91)90194-B

Tanguay, 1999, Cloning and characterization of the zebrafish (Danio rerio) aryl hydrocarbon receptor, Biochim. Biophys. Acta, 1444, 35, 10.1016/S0167-4781(98)00252-8

Tsui, 1981, Rapid vertical tube rotor gradient assay for binding of 2,3,7,8-tetrachlorodibenzo-p-dioxin to the Ah receptor, Can. J. Physiol. Pharmacol., 59, 927, 10.1139/y81-143

Van den Berg, 1998, Toxic equivalency factors (TEFs) for PCBs, PCDDs, PCDFs for humans and wildlife, Environ. Health Perspect., 106, 775, 10.1289/ehp.98106775

Villeneuve, 2002, Relative potencies of individual polycyclic aromatic hydrocarbons to induce dioxin-like and estrogenic responses in three cell lines, Environ. Toxicol., 17, 128, 10.1002/tox.10041

Walker, 1991, Potencies of polychlorinated dibenzo-p-dioxin, dibenzofuran, and biphenyl congeners, relative to 2,3,7,8-tetrachlorodibenzo-p-dioxin, for producing early life stage mortality in rainbow trout (Oncorhynchus mykiss), Aquat. Toxicol., 21, 219, 10.1016/0166-445X(91)90074-J

Willett, 1995, Exposure of killifish to benzo[a]pyrene: comparative metabolism, DNA adduct formation and aryl hydrocarbon (Ah) receptor agonist activities, Comp. Biochem. Physiol., 112B, 93, 10.1016/0305-0491(95)00034-6