Halogenated aromatic hydrocarbon-mediated porphyrin accumulation and induction of cytochrome P4501A in chicken embryo hepatocytes

Biochemical Pharmacology

Volumn 53, Issue 3, 1997, Pages 373-384

  Lorenzen, Angela ^a   Kennedy, Sean W ^a   Bastien, Leonard J ^a   Hahn, Mark E ^b  

^a ENVIRONMENT CANADA   (Canada)

^b WOODS HOLE OCEANOGRAPHIC INSTITUTION   (United States)

Author keywords

avian; chicken embryo hepatocytes; CYP1A; halogenated aromatic hydrocarbon; P4501A; porphyrin

Indexed keywords

2,3,7,8 TETRACHLORODIBENZO PARA DIOXIN; 2,3,7,8 TETRACHLORODIBENZOFURAN; 3,3',4,4' TETRACHLOROBIPHENYL; 3,3',4,4',5 PENTACHLOROBIPHENYL; AROCLOR 1254; AROMATIC HYDROCARBON; CYTOCHROME P450 ISOENZYME; ETHOXYRESORUFIN DEETHYLASE; HALOGENATED HYDROCARBON; HEXACHLOROBIPHENYL; PENTACHLOROBIPHENYL; POLYCHLORINATED BIPHENYL; PORPHYRIN; TETRACHLOROBIPHENYL; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CATALYSIS; CELL LEVEL; CHICK EMBRYO; CONCENTRATION RESPONSE; CONTROLLED STUDY; DOSE TIME EFFECT RELATION; EMBRYO; ENZYME INDUCTION; IMMUNOBLOTTING; LIVER CELL CULTURE; NONHUMAN; PRIORITY JOURNAL; XENOBIOTIC METABOLISM;

ANIMALS; BENZOFURANS; CELLS, CULTURED; CHICK EMBRYO; CYTOCHROME P-450 CYP1A1; CYTOCHROME P-450 ENZYME SYSTEM; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INDUCTION; LIVER; POLYCHLORINATED BIPHENYLS; PORPHYRINS; TETRACHLORODIBENZODIOXIN;

EID: 0031041152     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(96)00739-3     Document Type: Article

References (48)

1. Parkinson A and Safe S, Mammalian biologic and toxic effects of PCBs. In: Polychlorinated Biphenyls (PCBs): Mammalian and Environmental Toxicology (Eds. Safe S and Hutzinger O), pp. 49-75. Springer, Berlin, 1987.
2. Safe S, Polychlorinated biphenyls (PCBs), dibenzo-p-dioxins (PCDDs), dibenzofurans (PCDFs), and related compounds: Environmental and mechanistic considerations which support the development of toxic equivalency factors (TEFs). Crit Rev Toxicol 51: 51-88,1990.
3. Poland A and Knutson JC, 2,3,7,8-Tetrachlorodibenzo-p-dioxin and related halogenated aromatic hydrocarbons: Examination of the mechanism of toxicity. Annu Rev Pharmacol Toxicol 22: 517-554, 1982.
4. Giesy JP, Ludwig JP and Tillitt DE, Deformities in birds of the Great Lakes region: Assigning causality. Environ Sci Technol 28: 128-135, 1994.
5. Gilbertson M, Kubiak T, Ludwig J and Fox G, Great Lakes embryo mortality, edema and deformities syndrome (GLEMEDS) in colonial fish-eating birds: Similarity to chick-edema disease. J Toxicol Environ Health 33: 455-520, 1991.
6. Fox GA, Kennedy SW, Norstrom RJ and Wigfield DC, Porphyria in herring gulls: A biochemical response to chemical contamination of Great Lakes food chains. Environ Toxicol Chem 7: 831-839, 1988.
7. Bradlaw JA and Casterline JL Jr, Induction of enzyme activity in cell culture: A rapid screen for detection of planar polychlorinated organic compounds. J Assoc Off Anal Chem 62: 904-916, 1979.
8. Whitlock JP Jr, Mechanistic aspects of dioxin action. Chem Res Toxicol 6: 754-763, 1993.
9. Safe S, Development of bioassays and approaches for the risk assessment of 2,3,7,8-tetrachlorodibenzo-p-dioxin and related compounds. Environ Health Perspect Suppl 101: 317-325, 1993.
10. Marks GS, Exposure to toxic agents: The heme biosynthesis pathway and hemoproteins as indicator. Crit Rev Toxicol 15: 151-179, 1985.
11. Jacobs JM, Sinclair PR, Bement WJ, Lambrecht RW, Sinclair JF and Goldstein JA, Oxidation of uroporphyrinogen by methylcholanthrene-induced cytochrome P-450. Biochem J 258: 247-253, 1989.
12. Sinclair PR, Bement WJ, Lambrecht RW, Gorman N and Sinclair JF, Chlorinated biphenyls induce cytochrome P4501A2 and uroporphyrin accumulation in cultures of mouse hepatocytes. Arch Biochem Biophys 281: 225-232, 1990.
13. Hahn ME, Gasiewicz TA, Linko P and Goldstein JA, The role of the Ah locus in hexachlorobenzene-induced porphyria. Studies in congenic C57BL/6J mice. Biochem J 254: 245-254, 1988.
14. Voorman R and Aust SD, Specific binding of polyhalogenated aromatic hydrocarbon inducers of cytochrome P-450d to the cytochrome and inhibition of its estradiol 2-hydroxylase activity. Toxicol Appl Pharmacol 90: 69-78, 1987.
15. Rifkind AB, Kanetoshi A, Orlinick J, Capdevila JH and Lee C, Purification and biochemical characterization of two major cytochrome P-450 isoforms induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin in chick embryo liver. J Biol Chem 269: 3387-3396, 1994.
16. AHH, in chick embryo liver. Drug Metab Dispos 22: 962-968, 1994.
17. Sinclair P, Lambrecht R and Sinclair J, Evidence for cytochrome P450-mediated oxidation of uroporphyrinogen by cell-free liver extracts from chick embryos treated with 3-methylcholanthrene. Biochem Biophys Res Commun 146: 1324-1329, 1987.
18. DeMatteis F, Harvey C, Reed C and Hempenius R, Increased oxidation of uroprophyrinogen by an inducible liver microsomal system. Possible relevance to drug-induced uroporphyria. Biochem J 250: 161-169, 1988.
19. Kawanishi S, Mizutani M and Sano S, Induction of porphyrin synthesis in chick embryo liver cell culture by synthetic polychlorobiphenyl isomers. Biochim Biophys Acta 540: 83-92, 1978.
20. Sassa S, Sugita O, Ohnuma N, Imajo S, Okumura T, Noguchi T and Kappas A, Studies of the influence of chlorosubstituent sites and conformational energy in polychlorinated biphenyls on uroporphyrin formation in chick-embryo liver cell cultures. Biochem J 235: 291-296, 1986.
21. Rodman LE, Shedlofsky SI, Swim AT and Robertson LW, Effects of polychlorinated biphenyls on cytochrome P450 induction in the chick embryo hepatocyte culture. Arch Biochem Biophys 275: 252-262, 1989.
22. Kennedy SW, Jones SP and Bastien LJ, Efficient analysis of cytochrome P4501A catalytic activity, porphyrins and total proteins in chicken embryo hepatocyte cultures with a fluorescence plate reader. Anal Biochem 226: 362-370, 1995.
23. Kennedy SW, Lorenzen A, James CA and Collins BT, Ethoxyresorufin-O-deethylase and porphyrin analysis in chicken embryo hepatocyte cultures with a fluorescence multiwell plate reader. Anal Biochem 211: 102-112, 1993.
24. Lorenzen A and Kennedy SW, A fluorescence-based protein assay for use with a microplate reader. Anal Biochem 214: 346-348, 1993.
25. Kennedy SW and James CA, Improved method to extract and concentrate porphyrins from liver tissue for analysis by high performance liquid chromatography. J Chromatogr Biomed Appl 619: 127-132, 1993.
26. Kennedy SW, Wigfield DC and Fox GA, Tissue porphyrin pattern determination by high-speed high-performance liquid chromatography. Anal Biochem 157: 1-7, 1986.
27. Towbin H, Staehlin T and Gordon J, Electrophoretic transfer of proteins from polyacrylamide gels to nitrocellulose sheets: Procedure and some applications. Proc Natl Acad Sci USA 76: 4350-4354, 1979.
28. Park SS, Miller H, Klotz AV, Kloepper-Sams PJ, Stegeman JJ and Gelboin HV, Monoclonal antibodies to liver microsomal cytochrome P-450E of the marine fish Stenotomus chrysops (scup): Cross reactivity with 3-methylcholanthrene induced rat cytochrome P-450. Arch Biochem Biophys 249: 339-350, 1986.
29. Stegeman JJ, Cytochrome P450 forms in fish: Catalytic, immunological and sequence similarities. Xenobiotica 19: 1093-1110, 1989.
30. Safe SH, Comparative toxicology and mechanism of action of polychlorinated dibenzo-p-dioxins and dibenzofurans. Annu Rev Pharmacol Toxicol 26: 371-399, 1986.
31. Safe S, Bandiera S, Sawyer T, Robertson L, Safe L, Parkinson A, Thomas PE, Ryan DE, Reik LM, Levin W, Denomme MA and Fujita T, PCBs: Structure-function relationships and mechanism of action. Environ Health Perspect 60: 47-56, 1985.
32. Marks GS, Powles J, Lyon M, McCluskey S, Sutherland E and Zelt D, Patterns of porphyrin accumulation in response to xenobiotics. In: Mechanisms of Chemical-Induced Porphyrinopathies (Eds. Silbergeld EK and Fowler BA), pp. 113-127. New York Academy of Sciences, New York, 1987.
33. Margalit R, Shaklai N and Cohen S, Fluorometric studies on the dimerization equilibrium of protoporphyrin IX and its haemato derivative. Biochem J 209: 547-552, 1983.
34. Granick S, Sinclair P, Sassa S and Grieninger G, Effects by heme, insulin, and serum albumin on heme and protein synthesis in chick embryo liver cells cultured in a chemically defined medium, and a spectrofluorometric assay for porphyrin composition. J Biol Chem 250: 9215-9225, 1975.
35. Parkinson A, Thomas PE, Ryan DE and Levin W, The in vivo turnover of rat liver microsomal epoxide hydrolase and both the apoprotein and heme moieties of specific cytochrome P-450 isozymes. Arch Biochem Biophys 225: 216-236, 1983.
36. Shiraki H and Guengerich FP, Turnover of membrane proteins: Kinetics of induction and degradation of seven forms of rat liver microsomal cytochrome P-450, NADPH-cytochrome P-450 reductase, and epoxide hydrolase. Arch Biochem Biophys 235: 86-96, 1984.
37. Lambrecht RW, Sinclair PR, Bement WJ and Sinclair JF, Uroporphyrin accumulation in cultured chick embryo hepatocytes: Comparison of 2,3,7,8-tetrachlorodibenzo-p-dioxin and 3,3′,4,4′-tetrachlorobiphenyl. Toxicol Appl Pharmacol 96: 507-516, 1988.
38. Lorenzen A, James CA and Kennedy SW, Effects of UV irradiation of cell culture medium on PCB-mediated porphyrin accumulation and EROD induction in chick embryo hepatocytes. Toxicol In Vitro 7: 159-166, 1993.
39. Kennedy SW, Lorenzen A and Norstrom RJ, Chicken embryo hepatocyte bioassay for measuring cytochrome P4501A-based 2,3,7,8-tetrachlorodibenzo-p-dioxin equivalent concentrations in environmental samples. Environ Sci Technol 30: 706-715, 1996.
40. Hahn ME, Lamb TM, Schultz ME, Smolowitz RM and Stegeman JJ, 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: 185-208, 1993.
41. Gooch JW, Elskus AA, Kloepper-Sams PJ, Hahn ME and Stegeman JJ, Effects of ortho- and non-ortho-substituted polychlorinated biphenyl congeners on the hepatic monooxygenase system in scup (Stenotomus chrysops). Toxicol Appl Pharmacol 98: 422-433, 1989.
42. Sinclair PR, Frezza J, Sinclair JF, Bement WJ, Haugen S, Healey J and Bonkovsky H, Immunochemical detection of different isozymes of cytochrome P-450 induced in chick hepatocyte cultures. Biochem J 258: 237-245, 1989.
43. Hahn ME and Chandran K, Uroporphyrin accumulation associated with cytochrome P4501A1 induction in fish hepatoma cells exposed to Ah receptor agonists, including 2,3,7,8-tetrachlorodibenzo-p-dioxin and planar chlorobiphenyls. Arch Biochem Biophys 329: 163-174, 1996.
44. Gilday D, Yutzey K, Bader D and Rifkind AB, Molecular cloning of two TCDD-induced chicken CYP1A related enzymes distinct from mammalian CYP1A1 and 1A2. FASEB J 10: A283, 1996.
45. Sinclair JF and Sinclair PR, Avian cytochrome P450. In: Cytochrome P450 (Eds. Schenkman JB and Greim H), pp. 259-277. Springer, New York, 1993.
46. Hahn ME, Goldstein JA, Linko P and Gasiewicz TA, Interaction of hexachlorobenzene with the receptor for 2,3,7,8-tetrachlordibenzo-p-dioxin in vitro and in vivo. Arch Biochem Biophys 270: 344-355, 1989.
47. Rodman LE, Shedlofsky SI, Mannschreck A, Puttmann M, Swim AT and Robertson LW, Differential potency of atropisomers of polychlorinated biphenyls on cytochrome P450 induction and porphyrin accumulation in the chick embryo hepatocyte culture. Biochem Pharmacol 41: 915-922, 1991.
48. Safe S, Polychlorinated biphenyls (PCBs) and polybrominated biphenyls (PBBs): Biochemistry, toxicology and mechanism of action. Crit Rev Toxicol 13: 319-395, 1984.