The relationship between DNA adduct formation by benzo[a]pyrene and expression of its activation enzyme cytochrome P450 1A1 in rat

Environmental Toxicology and Pharmacology

Volumn 36, Issue 3, 2013, Pages 989-996

  Hodek, Petr ^a   Koblihová, Jitka ^a   Kizek, René ^b   Frei, Eva ^c   Arlt, Volker M ^d   Stiborová, Marie ^a  

^a CHARLES UNIVERSITY   (Czech Republic)

^b MENDEL UNIVERSITY IN BRNO   (Czech Republic)

^c GERMAN CANCER RESEARCH CENTER DKFZ   (Germany)

^d KING'S COLLEGE LONDON   (United Kingdom)

Author keywords

32P postlabeling; Benzo a pyrene; Cytochrome P450 1A1 2; DNA adducts; Induction; Metabolic Activation and Detoxification

Indexed keywords

BENZO[A]PYRENE; BETA NAPHTHOFLAVONE; CYTOCHROME P450 1A1; CYTOCHROME P450 1A2;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CARCINOGEN DNA INTERACTION; CONTROLLED STUDY; ENZYME ACTIVITY; EX VIVO STUDY; IN VIVO STUDY; LIVER; MALE; MICROSOME; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; RAT; SMALL INTESTINE; THIN LAYER CHROMATOGRAPHY; WESTERN BLOTTING;

10-(DEOXYGUANOSIN-N(2)-YL)-7,8,9-TRIHYDROXY-7,8,9,10-TETRAHYDROBENZO[A]PYRENE; (32)P-POSTLABELING; 5-BROMO-4-CHLORO-3′-INDOLYPHOSPHATE P-TOLUIDINE SALT; 7-ETHOXYRESORUFIN O-DEETHYLATION; 7-METHOXYRESORUFIN O-DEETHYLATION; AHR; ARYL HYDROCARBON RECEPTOR; BAP; BAP-7,8-DIHYDRODIOL-9,10-EPOXIDE; BCIP; BENZO[A]PYRENE; BNF; BPDE; CYP; CYTOCHROME P450; CYTOCHROME P450 1A1/2; DG-N(2)-BPDE; DIMETHYL SULFOXIDE; DMSO; DNA ADDUCTS; EROD; INDUCTION; MEH; METABOLIC ACTIVATION AND DETOXIFICATION; MICROSOMAL EPOXIDE HYDROLASE; MROD; NBT; NITRO-BLUE TETRAZOLIUM CHLORIDE; PAH; POLYCYCLIC AROMATIC HYDROCARBON; RAL; RELATIVE ADDUCT LABELING; SDS; SODIUM DODECYL SULFATE; THIN-LAYER CHROMATOGRAPHY; TLC; Β-NAPHTHOFLAVONE;

ANIMALS; BENZO(A)PYRENE; BETA-NAPHTHOFLAVONE; BLOTTING, WESTERN; CHROMATOGRAPHY, THIN LAYER; CYTOCHROME P-450 CYP1A1; CYTOCHROME P-450 CYP1A2; DNA ADDUCTS; ENVIRONMENTAL POLLUTANTS; ENZYME ACTIVATION; INTESTINE, SMALL; ISOENZYMES; LIVER; MALE; MICROSOMES, LIVER; RATS; RATS, WISTAR;

EID: 84884943157     PISSN: 13826689     EISSN: 18727077     Source Type: Journal    
DOI: 10.1016/j.etap.2013.09.004     Document Type: Article

References (31)

1. Arlt V.M., Stiborová M., Henderson C.J., Thiemann M., Frei E., Aimová D., Singhs R., da Costa G.G., Schmitz O.J., Farmer P.B., Wolf C.R., Philips D.H. Metabolic activation of benzo[a]pyrene in vitro by hepatic cytochrome P450 contrasts with detoxification in vivo: experiments with hepatic cytochrome P450 reductase null mice. Carcinogenesis 2008, 29:656-665.
2. 32P-postlabelling. Toxicol. Lett. 2012, 213:160-166.
3. Baird W.M., Hooven L.A., Mahadevan B. Carcinogenic polycyclic aromatic hydrocarbon-DNA adducts and mechanism of action. Environ. Mol. Mutagen. 2005, 45:106-114.
4. Bauer E., Guo Z., Ueng Y.F., Bell L.C., Zeldin D., Guengerich F.P. Oxidation of benzo[a]pyrene by recombinant human cytochrome P450 enzymes. Chem. Res. Toxicol. 1995, 8:136-142.
5. Burke M.D., Mayer R.T. Ethoxyresorufin: direct fluorimetric assay of a microsomal O-dealkylation which is preferentially inducible by 3-methylcholanthrene. Drug Metab. Dispos. 1974, 2:583-588.
6. Fang A.H., Smith W.A., Vouros P., Gupta R.C. Identification and characterization of a novel benzo[a]pyrene-derived DNA adduct. Biochem. Biophys. Res. Commun. 2001, 281:383-389.
7. 5. J. Biol. Chem. 2008, 283:31385-31393.
8. Chun Y.J., Shimada T., Guengerich F.P. Construction of a human cytochrome P450 1A1: rat NADPH-cytochrome P450 reductase fusion protein cDNA and expression in Escherichia coli, purification, and catalytic properties of the enzyme in bacterial cells and after purification. Arch. Biochem. Biophys. 1996, 330:48-58.
9. Hamouchene H., Arlt V.M., Giddings I., Phillips D.H. Influence of cell cycle on responses of MCF-7 cells to benzo[a]pyrene. BMC Genomics 2011, 12:333.
10. Henderson C.J., Otto D.M., Carrie D., Magnuson M.A., McLaren A.W., Rosewell I., Wolf C.R. Inactivation of the hepatic cytochrome P450 system by conditional deletion of hepatic cytochrome P450 reductase. J. Biol. Chem. 2003, 278:13480-13486.
11. Hodek P., Krizkova J., Frei E., Singh R., Arlt V.M., Stiborova M. Impact of beta-naphthoflavone on genotoxicity of food-derived carcinogens. Neuro Endocrinol. Lett. 2011, 32(Suppl 1):25-34.
12. Hodek P., Trefil P., Šimůnek J., Hudeček J., Stiborova M. Optimized protocol of chicken antibody (IgY) purification providing electrophoretically homogenous preparations. Int. J. Electrochem. Sci. 2013, 8:113-124.
13. IARC Working Group on the Evaluation of Carcinogenic Risks to Humans Some non-heterocyclic polycyclic aromatic hydrocarbons and some related exposures. IARC Monogr. Eval. Carcinog. Risks Hum. 2010, 92:1-853.
14. Jiang H., Gelhaus S.L., Mangal D., Harvey R.G., Blair I.A., Penning T.M. Metabolism of benzo[a]pyrene in human bronchoalveolar H358 cells using liquid chromatography-mass spectrometry. Chem. Res. Toxicol. 2007, 20:1331-1341.
15. Kim J.H., Stansbury K.H., Walker N.J., Trush M.A., Strickland P.T., Sutter T.R. Metabolism of benzo[a]pyrene and benzo[a]pyrene-7,8-diol by human cytochrome P450 1B1. Carcinogenesis 1998, 19:1847-1853.
16. Krizkova J., Burdova K., Hudecek J., Stiborova M., Hodek P. Induction of cytochromes P450 in small intestine by chemopreventive compounds. Neuro Endocrinol. Lett. 2008, 29:717-721.
17. Macova I., Krizkova J., Frankova J., Sulc M., Stiborova M., Hodek P. Keratin cross-reactivity in electro-transfer (Western blot): how to suppress it. Int. J. Electrochem. Sci. 2013, 8:1551-1558.
18. Nebert D.W., Dalton T.P., Okey A.B., Gonzalez F.J. Role of aryl hydrocarbon receptor-mediated induction of the CYP1 enzymes in environmental toxicity and cancer. J. Biol. Chem. 2004, 279:23847-23850.
19. Nesnow S., Ross J., Nelson G., Holden K., Erexson G., Kligerman A., Gupta R.C. Quantitative and temporal relationships between DNA adduct formation in target and surrogate tissues: implications for biomonitoring. Environ. Health Perspect. 1993, 101(Suppl 3):37-42.
20. Omura T., Sato R. The carbon monoxide-binding pigment of liver microsomes I. Evidence fot its hemoprotein nature. J. Biol. Chem. 1964, 239:2370-2378.
21. Poljakova J., Eckschlager T., Kizek R., Frei E., Stiborová M. Electrochemical determination of enzymes metabolizing ellipticine in thyroid cancer cells - a tool to explain the mechanism of ellipticine toxicity to these cells. Int. J. Electrochem. Sci. 2013, 8:1573-1585.
22. Phillips D.H., Venitt S. DNA and protein adducts in human tissues resulting from exposure to tobacco smoke. Int. J. Cancer 2012, 131:2733-2753.
23. 32P-postlabelling analysis of DNA adducts of benzo[a]pyrene formed in complex metabolic activation systems in vitro. Cancer Lett. 1989, 48:67-75.
24. Stiborová M., Martínek V., Rýdlová H., Hodek P., Frei E. Sudan I is a potential carcinogen for humans: evidence for its metabolic activation and detoxication by human recombinant cytochrome P450 1A1 and liver microsomes. Cancer Res. 2002, 62:5678-5684.
25. Stiborová M., Dracinska H., Hajkova J., Kaderabkova P., Frei E., Schmeiser H.H., Soucek P., Phillips D.H., Arlt V.M. The environmental pollutant and carcinogen 3-nitrobenzanthrone and its human metabolite 3-aminobenzanthrone are potent inducers of rat hepatic cytochromes P450 1A1 and -1A2 and NAD(P)H:quinone oxidoreductase. Drug Metab. Dispos. 2006, 34:1398-1405.
26. 5 and NADPH:cytochrome P450 in rat liver, kidney and lung. Int. J. Electrochem. Sci. 2013, 8:1586-1597.
27. Uno S., Dalton T.P., Shertzer H.G., Genter M.B., Warshawsky D., Talaska G., Nebert D.W. Benzo[a]pyrene-induced toxicity: paradoxical protection in Cyp1a1(-/-) knockout mice having increased hepatic BaP-DNA adduct levels. Biochem. Biophys. Res. Commun. 2001, 289:1049-1056.
28. Uno S., Dalton T.P., Derkenne S., Curran C.P., Miller M.L., Shertzer H.G., Nebert D.W. Oral exposure to benzo[a]pyrene in the mouse: detoxication by inducible cytochrome P450 is more important than metabolic activation. Mol. Pharmacol. 2004, 65:1225-1237.
29. Uno S., Dalton T.P., Dragin N., Curran C.P., Derkenne S., Miller M.L., Shertzer H.G., Gonzalez F.J., Nebert D.W. Oral benzo[a]pyrene in Cyp1 knockout mouse lines: CYP1A1 important in detoxication, CYP1B1 metabolism required for immune damage independent of total-body burden and clearance rate. Mol. Pharmacol. 2006, 69:1103-1114.
30. Wiechelman K.J., Braun R.D., Fitzpatrick J.D. Investigation of the bicinchoninic acid protein assay: identified cation of the groups responsible for color formation. Anal. Biochem. 1988, 175:231-237.
31. Zhu S., Li L., Thornton C., Carvalho P., Avery B.A., Willett K.L. Simultaneous determination of benzo[a]pyrene and eight of its metabolites in Fundulus heteroclitus bile using ultra-performance liquid chromatography with mass spectrometry. J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. 2008, 863:141-149.