메뉴 건너뛰기




Volumn 26, Issue 9, 2013, Pages 1367-1377

DNA adducts of the tobacco carcinogens 2-amino-9 H -pyrido[2,3- b ]indole and 4-aminobiphenyl are formed at environmental exposure levels and persist in human hepatocytes

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO 3,8 DIMETHYLIMIDAZO[4,5 F]QUINOXALINE; 2 AMINO ALPHA CARBOLINE; 4 BIPHENYLAMINE; AROMATIC AMINE; CARCINOGEN; CELL ENZYME; CYTOCHROME P450 1A2; FURAFYLLINE; TOBACCO SMOKE; UNCLASSIFIED DRUG; 2-AMINO-9H-PYRIDO(2,3-B)INDOLE; 4-BIPHENYLAMINE; AMINOBIPHENYL DERIVATIVE; CARBOLINE DERIVATIVE; CYTOCHROME P450 1A2 INHIBITOR; DNA ADDUCT;

EID: 84884227087     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx4002226     Document Type: Article
Times cited : (26)

References (84)
  • 3
    • 70449657705 scopus 로고    scopus 로고
    • Well-done meat intake, heterocyclic amine exposure, and cancer risk
    • Zheng, W. and Lee, S. A. (2009) Well-done meat intake, heterocyclic amine exposure, and cancer risk Nutr. Cancer 61, 437-446
    • (2009) Nutr. Cancer , vol.61 , pp. 437-446
    • Zheng, W.1    Lee, S.A.2
  • 4
    • 84868624296 scopus 로고    scopus 로고
    • Red meat and poultry, cooking practices, genetic susceptibility and risk of prostate cancer: Results from a multiethnic case-control study
    • Joshi, A. D., Corral, R., Catsburg, C., Lewinger, J. P., Koo, J., John, E. M., Ingles, S. A., and Stern, M. C. (2012) Red meat and poultry, cooking practices, genetic susceptibility and risk of prostate cancer: results from a multiethnic case-control study Carcinogenesis 33, 2108-2118
    • (2012) Carcinogenesis , vol.33 , pp. 2108-2118
    • Joshi, A.D.1    Corral, R.2    Catsburg, C.3    Lewinger, J.P.4    Koo, J.5    John, E.M.6    Ingles, S.A.7    Stern, M.C.8
  • 5
    • 77950215241 scopus 로고    scopus 로고
    • A large prospective study of meat consumption and colorectal cancer risk: An investigation of potential mechanisms underlying this association
    • Cross, A. J., Ferrucci, L. M., Risch, A., Graubard, B. I., Ward, M. H., Park, Y., Hollenbeck, A. R., Schatzkin, A., and Sinha, R. (2010) A large prospective study of meat consumption and colorectal cancer risk: an investigation of potential mechanisms underlying this association Cancer Res. 70, 2406-2414
    • (2010) Cancer Res. , vol.70 , pp. 2406-2414
    • Cross, A.J.1    Ferrucci, L.M.2    Risch, A.3    Graubard, B.I.4    Ward, M.H.5    Park, Y.6    Hollenbeck, A.R.7    Schatzkin, A.8    Sinha, R.9
  • 7
    • 1942504286 scopus 로고    scopus 로고
    • Heterocyclic amines: Mutagens/carcinogens produced during cooking of meat and fish
    • Sugimura, T., Wakabayashi, K., Nakagama, H., and Nagao, M. (2004) Heterocyclic amines: Mutagens/carcinogens produced during cooking of meat and fish Cancer Sci. 95, 290-299
    • (2004) Cancer Sci. , vol.95 , pp. 290-299
    • Sugimura, T.1    Wakabayashi, K.2    Nakagama, H.3    Nagao, M.4
  • 9
    • 0030919316 scopus 로고    scopus 로고
    • Polar and non-polar heterocyclic amines in cooked fish and meat products and their corresponding pan residues
    • Skog, K., Augustsson, K., Steineck, G., Stenberg, M., and Jagerstad, M. (1997) Polar and non-polar heterocyclic amines in cooked fish and meat products and their corresponding pan residues Food Chem. Toxicol. 35, 555-565
    • (1997) Food Chem. Toxicol. , vol.35 , pp. 555-565
    • Skog, K.1    Augustsson, K.2    Steineck, G.3    Stenberg, M.4    Jagerstad, M.5
  • 10
    • 0025922615 scopus 로고
    • Detection of carcinogenic amino-alpha-carbolines and amino-gamma- carbolines in diesel-exhaust particles
    • Manabe, S., Izumikawa, S., Asakuno, K., Wada, O., and Kanai, Y. (1991) Detection of carcinogenic amino-alpha-carbolines and amino-gamma-carbolines in diesel-exhaust particles Environ. Pollut. 70, 255-265
    • (1991) Environ. Pollut. , vol.70 , pp. 255-265
    • Manabe, S.1    Izumikawa, S.2    Asakuno, K.3    Wada, O.4    Kanai, Y.5
  • 11
    • 0019313002 scopus 로고
    • Amino-alpha-carbolines as mutagenic agents in cigarette smoke condensate
    • Yoshida, D. and Matsumoto, T. (1980) Amino-alpha-carbolines as mutagenic agents in cigarette smoke condensate Cancer Lett. 10, 141-149
    • (1980) Cancer Lett. , vol.10 , pp. 141-149
    • Yoshida, D.1    Matsumoto, T.2
  • 12
    • 79251567378 scopus 로고    scopus 로고
    • Quantitative analysis of six heterocyclic aromatic amines in mainstream cigarette smoke condensate using isotope dilution liquid chromatography- electrospray ionization tandem mass spectrometry
    • Zhang, L., Ashley, D. L., and Watson, C. H. (2011) Quantitative analysis of six heterocyclic aromatic amines in mainstream cigarette smoke condensate using isotope dilution liquid chromatography-electrospray ionization tandem mass spectrometry Nicotine Tob. Res. 13, 120-126
    • (2011) Nicotine Tob. Res. , vol.13 , pp. 120-126
    • Zhang, L.1    Ashley, D.L.2    Watson, C.H.3
  • 13
    • 0001091634 scopus 로고    scopus 로고
    • Letters to the editor: Tobacco smoke components
    • Hoffmann, D. (1998) Letters to the editor: Tobacco smoke components Beiträge zur Tabakforschung Int. 18, 49-52
    • (1998) Beiträge Zur Tabakforschung Int. , vol.18 , pp. 49-52
    • Hoffmann, D.1
  • 14
    • 34548136080 scopus 로고    scopus 로고
    • Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China
    • Turesky, R. J., Yuan, J. M., Wang, R., Peterson, S., and Yu, M. C. (2007) Tobacco smoking and urinary levels of 2-amino-9H-pyrido[2,3-b]indole in men of Shanghai, China Cancer Epidemiol. Biomarkers Prev. 16, 1554-1560
    • (2007) Cancer Epidemiol. Biomarkers Prev. , vol.16 , pp. 1554-1560
    • Turesky, R.J.1    Yuan, J.M.2    Wang, R.3    Peterson, S.4    Yu, M.C.5
  • 15
    • 0026741527 scopus 로고
    • Fifty years of research on N-acetyl-2-aminofluorene, one of the most versatile compounds in experimental cancer research
    • Kriek, E. (1992) Fifty years of research on N-acetyl-2-aminofluorene, one of the most versatile compounds in experimental cancer research J. Cancer Res. Clin. Oncol. 118, 481-489
    • (1992) J. Cancer Res. Clin. Oncol. , vol.118 , pp. 481-489
    • Kriek, E.1
  • 16
    • 0002151911 scopus 로고    scopus 로고
    • Contents in Foods, Beverages and Tobacco
    • (Nagao, M. and Sugimura, T. Eds.) John Wiley & Sons Ltd. Chichester, England
    • Felton, J. S., Jagerstad, M., Knize, M. G., Skog, K., and Wakabayashi, K. (2000) Contents in Foods, Beverages and Tobacco, in Food Borne Carcinogens Heterocyclic Amines (Nagao, M. and Sugimura, T., Eds.) pp 31-71, John Wiley & Sons Ltd., Chichester, England.
    • (2000) Food Borne Carcinogens Heterocyclic Amines , pp. 31-71
    • Felton, J.S.1    Jagerstad, M.2    Knize, M.G.3    Skog, K.4    Wakabayashi, K.5
  • 17
    • 80051723506 scopus 로고    scopus 로고
    • Metabolism and biomarkers of heterocyclic aromatic amines in molecular epidemiology studies: Lessons learned from aromatic amines
    • Turesky, R. J. and Le Marchand, L. (2011) Metabolism and biomarkers of heterocyclic aromatic amines in molecular epidemiology studies: lessons learned from aromatic amines Chem. Res. Toxicol. 24, 1169-1214
    • (2011) Chem. Res. Toxicol. , vol.24 , pp. 1169-1214
    • Turesky, R.J.1    Le Marchand, L.2
  • 18
    • 0025992864 scopus 로고
    • Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymes
    • Guengerich, F. P. and Shimada, T. (1991) Oxidation of toxic and carcinogenic chemicals by human cytochrome P-450 enzymes Chem. Res. Toxicol. 4, 391-407
    • (1991) Chem. Res. Toxicol. , vol.4 , pp. 391-407
    • Guengerich, F.P.1    Shimada, T.2
  • 19
    • 0020972626 scopus 로고
    • Arylamine-DNA adducts in vitro and in vivo: Their role in bacterial mutagenesis and urinary bladder carcinogenesis
    • Beland, F. A., Beranek, D. T., Dooley, K. L., Heflich, R. H., and Kadlubar, F. F. (1983) Arylamine-DNA adducts in vitro and in vivo: their role in bacterial mutagenesis and urinary bladder carcinogenesis Environ. Health Perspect. 49, 125-134
    • (1983) Environ. Health Perspect. , vol.49 , pp. 125-134
    • Beland, F.A.1    Beranek, D.T.2    Dooley, K.L.3    Heflich, R.H.4    Kadlubar, F.F.5
  • 20
    • 0026056501 scopus 로고
    • Smoking related carcinogen-DNA adducts in biopsy samples of human urinary bladder: Identification of N-(deoxyguanosin-8-yl)-4-aminobiphenyl as a major adduct
    • Talaska, G., al Juburi, A. Z., and Kadlubar, F. F. (1991) Smoking related carcinogen-DNA adducts in biopsy samples of human urinary bladder: identification of N-(deoxyguanosin-8-yl)-4-aminobiphenyl as a major adduct Proc. Natl. Acad. Sci. U.S.A. 88, 5350-5354
    • (1991) Proc. Natl. Acad. Sci. U.S.A. , vol.88 , pp. 5350-5354
    • Talaska, G.1    Al Juburi, A.Z.2    Kadlubar, F.F.3
  • 27
    • 0030830028 scopus 로고    scopus 로고
    • Identification of the major hepatic DNA adduct formed by the food mutagen 2-amino-9H-pyrido[2,3-b]indole (AaC)
    • Pfau, W., Schulze, C., Shirai, T., Hasegawa, R., and Brockstedt, U. (1997) Identification of the major hepatic DNA adduct formed by the food mutagen 2-amino-9H-pyrido[2,3-b]indole (AaC) Chem. Res. Toxicol 10, 1192-1197
    • (1997) Chem. Res. Toxicol , vol.10 , pp. 1192-1197
    • Pfau, W.1    Schulze, C.2    Shirai, T.3    Hasegawa, R.4    Brockstedt, U.5
  • 29
    • 77955342547 scopus 로고    scopus 로고
    • Identification of carcinogen DNA adducts in human saliva by linear quadrupole ion trap/multistage tandem mass spectrometry
    • Bessette, E. E., Spivack, S. D., Goodenough, A. K., Wang, T., Pinto, S., Kadlubar, F. F., and Turesky, R. J. (2010) Identification of carcinogen DNA adducts in human saliva by linear quadrupole ion trap/multistage tandem mass spectrometry Chem. Res. Toxicol. 23, 1234-1244
    • (2010) Chem. Res. Toxicol. , vol.23 , pp. 1234-1244
    • Bessette, E.E.1    Spivack, S.D.2    Goodenough, A.K.3    Wang, T.4    Pinto, S.5    Kadlubar, F.F.6    Turesky, R.J.7
  • 30
    • 2942642014 scopus 로고    scopus 로고
    • Relationship between content and activity of cytochrome P450 and induction of heterocyclic amine DNA adducts in human liver samples in vivo and in vitro
    • Baranczewski, P. and Moller, L. (2004) Relationship between content and activity of cytochrome P450 and induction of heterocyclic amine DNA adducts in human liver samples in vivo and in vitro Cancer Epidemiol. Biomarkers Prev. 13, 1071-1078
    • (2004) Cancer Epidemiol. Biomarkers Prev. , vol.13 , pp. 1071-1078
    • Baranczewski, P.1    Moller, L.2
  • 31
    • 0343762013 scopus 로고    scopus 로고
    • Intestinal mutagenicity of two carcinogenic food mutagens in transgenic mice: 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and amino(alpha)carboline
    • Zhang, X. B., Felton, J. S., Tucker, J. D., Urlando, C., and Heddle, J. A. (1996) Intestinal mutagenicity of two carcinogenic food mutagens in transgenic mice: 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine and amino(alpha)carboline Carcinogenesis 17, 2259-2265
    • (1996) Carcinogenesis , vol.17 , pp. 2259-2265
    • Zhang, X.B.1    Felton, J.S.2    Tucker, J.D.3    Urlando, C.4    Heddle, J.A.5
  • 32
    • 0031014337 scopus 로고    scopus 로고
    • Induction of aberrant crypt foci in C57BL/6N mice by 2-amino-9H-pyrido[2, 3-b]indole (A alphaC) and 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx)
    • Okonogi, H., Ushijima, T., Shimizu, H., Sugimura, T., and Nagao, M. (1997) Induction of aberrant crypt foci in C57BL/6N mice by 2-amino-9H-pyrido[2, 3-b]indole (A alphaC) and 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) Cancer Lett. 111, 105-109
    • (1997) Cancer Lett. , vol.111 , pp. 105-109
    • Okonogi, H.1    Ushijima, T.2    Shimizu, H.3    Sugimura, T.4    Nagao, M.5
  • 33
    • 0034925683 scopus 로고    scopus 로고
    • An updated review of the epidemiological evidence that cigarette smoking increases risk of colorectal cancer
    • Giovannucci, E. (2001) An updated review of the epidemiological evidence that cigarette smoking increases risk of colorectal cancer Cancer Epidemiol. Biomarkers Prev. 10, 725-731
    • (2001) Cancer Epidemiol. Biomarkers Prev. , vol.10 , pp. 725-731
    • Giovannucci, E.1
  • 35
    • 75349105369 scopus 로고    scopus 로고
    • Meta-analysis of epidemiologic studies on cigarette smoking and liver cancer
    • Lee, Y. C., Cohet, C., Yang, Y. C., Stayner, L., Hashibe, M., and Straif, K. (2009) Meta-analysis of epidemiologic studies on cigarette smoking and liver cancer Int. J. Epidemiol. 38, 1497-1511
    • (2009) Int. J. Epidemiol. , vol.38 , pp. 1497-1511
    • Lee, Y.C.1    Cohet, C.2    Yang, Y.C.3    Stayner, L.4    Hashibe, M.5    Straif, K.6
  • 37
    • 0017815884 scopus 로고
    • Some current perspectives on chemical carcinogenesis in humans and experimental animals: Presidential address
    • Miller, E. C. (1978) Some current perspectives on chemical carcinogenesis in humans and experimental animals: Presidential address Cancer Res. 38, 1479-1496
    • (1978) Cancer Res. , vol.38 , pp. 1479-1496
    • Miller, E.C.1
  • 39
    • 0033535379 scopus 로고    scopus 로고
    • Correlation of DNA adduct levels with tumor incidence: Carcinogenic potency of DNA adducts
    • Otteneder, M. and Lutz, W. K. (1999) Correlation of DNA adduct levels with tumor incidence: carcinogenic potency of DNA adducts Mutat. Res. 424, 237-247
    • (1999) Mutat. Res. , vol.424 , pp. 237-247
    • Otteneder, M.1    Lutz, W.K.2
  • 40
    • 0027052264 scopus 로고
    • DNA adduct measurements and tumor incidence during chronic carcinogen exposure in animal models: Implications for DNA adduct-based human cancer risk assessment. Chem
    • Poirier, M. C. and Beland, F. A. (1992) DNA adduct measurements and tumor incidence during chronic carcinogen exposure in animal models: Implications for DNA adduct-based human cancer risk assessment. Chem Res. Toxicol. 5, 749-755
    • (1992) Res. Toxicol. , vol.5 , pp. 749-755
    • Poirier, M.C.1    Beland, F.A.2
  • 41
    • 80052320514 scopus 로고    scopus 로고
    • Quantitative comparison between in vivo DNA adduct formation from exposure to selected DNA-reactive carcinogens, natural background levels of DNA adduct formation and tumour incidence in rodent bioassays
    • Paini, A., Scholz, G., Marin-Kuan, M., Schilter, B., O'Brien, J., van Bladeren, P. J., and Rietjens, I. M. (2011) Quantitative comparison between in vivo DNA adduct formation from exposure to selected DNA-reactive carcinogens, natural background levels of DNA adduct formation and tumour incidence in rodent bioassays Mutagenesis 26, 605-618
    • (2011) Mutagenesis , vol.26 , pp. 605-618
    • Paini, A.1    Scholz, G.2    Marin-Kuan, M.3    Schilter, B.4    O'Brien, J.5    Van Bladeren, P.J.6    Rietjens, I.M.7
  • 42
    • 0030916822 scopus 로고    scopus 로고
    • Use of hepatocyte cultures for the study of hepatotoxic compounds
    • Guillouzo, A., Morel, F., Langouet, S., Maheo, K., and Rissel, M. (1997) Use of hepatocyte cultures for the study of hepatotoxic compounds J. Hepatol. 26 (Suppl 2) 73-80
    • (1997) J. Hepatol. , vol.26 , Issue.SUPPL. 2 , pp. 73-80
    • Guillouzo, A.1    Morel, F.2    Langouet, S.3    Maheo, K.4    Rissel, M.5
  • 43
    • 0024343858 scopus 로고
    • PA (P450IA2), the phenacetin O-deethylase, is primarily responsible for the hepatic 3-demethylation of caffeine and N-oxidation of carcinogenic arylamines
    • PA (P450IA2), the phenacetin O-deethylase, is primarily responsible for the hepatic 3-demethylation of caffeine and N-oxidation of carcinogenic arylamines Proc. Natl. Acad. Sci. U.S.A. 86, 7696-7700
    • (1989) Proc. Natl. Acad. Sci. U.S.A. , vol.86 , pp. 7696-7700
    • Butler, M.A.1    Iwasaki, M.2    Guengerich, F.P.3    Kadlubar, F.F.4
  • 44
    • 0029935767 scopus 로고    scopus 로고
    • Metabolism of 2-amino-alpha-carboline. A food-borne heterocyclic amine mutagen and carcinogen by human and rodent liver microsomes and by human cytochrome P4501A2
    • Raza, H., King, R. S., Squires, R. B., Guengerich, F. P., Miller, D. W., Freeman, J. P., Lang, N. P., and Kadlubar, F. F. (1996) Metabolism of 2-amino-alpha-carboline. A food-borne heterocyclic amine mutagen and carcinogen by human and rodent liver microsomes and by human cytochrome P4501A2 Drug Metab. Dispos. 24, 395-400
    • (1996) Drug Metab. Dispos. , vol.24 , pp. 395-400
    • Raza, H.1    King, R.S.2    Squires, R.B.3    Guengerich, F.P.4    Miller, D.W.5    Freeman, J.P.6    Lang, N.P.7    Kadlubar, F.F.8
  • 45
    • 0031815379 scopus 로고    scopus 로고
    • Activation of heterocyclic aromatic amines by rat and human liver microsomes and by purified rat and human cytochrome P450 1A2
    • Turesky, R. J., Constable, A., Richoz, J., Varga, N., Markovic, J., Martin, M. V., and Guengerich, F. P. (1998) Activation of heterocyclic aromatic amines by rat and human liver microsomes and by purified rat and human cytochrome P450 1A2 Chem. Res. Toxicol. 11, 925-936
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 925-936
    • Turesky, R.J.1    Constable, A.2    Richoz, J.3    Varga, N.4    Markovic, J.5    Martin, M.V.6    Guengerich, F.P.7
  • 46
    • 0037201501 scopus 로고    scopus 로고
    • Metabolism of heterocyclic aromatic amines by human hepatocytes and cytochrome P4501A2
    • Turesky, R. J., Guengerich, F. P., Guillouzo, A., and Langouet, S. (2002) Metabolism of heterocyclic aromatic amines by human hepatocytes and cytochrome P4501A2 Mutat. Res. 506-507, 187-195
    • (2002) Mutat. Res. , vol.506-507 , pp. 187-195
    • Turesky, R.J.1    Guengerich, F.P.2    Guillouzo, A.3    Langouet, S.4
  • 47
    • 0037085039 scopus 로고    scopus 로고
    • Investigations on the effects of oltipraz on the nucleotide excision repair in the liver
    • Sparfel, L., Langouet, S., Fautrel, A., Salles, B., and Guillouzo, A. (2002) Investigations on the effects of oltipraz on the nucleotide excision repair in the liver Biochem. Pharmacol. 63, 745-749
    • (2002) Biochem. Pharmacol. , vol.63 , pp. 745-749
    • Sparfel, L.1    Langouet, S.2    Fautrel, A.3    Salles, B.4    Guillouzo, A.5
  • 49
    • 0142169953 scopus 로고    scopus 로고
    • Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes
    • Jones, C. R. and Sabbioni, G. (2003) Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes Chem. Res. Toxicol 16, 1251-1263
    • (2003) Chem. Res. Toxicol , vol.16 , pp. 1251-1263
    • Jones, C.R.1    Sabbioni, G.2
  • 50
    • 0027419948 scopus 로고
    • Caffeine, estradiol, and progesterone interact with human CYP1A1 and CYP1A2
    • Eugster, H.-P., Probst, M., Würgler, F. E., and Sengstag, C. (1993) Caffeine, estradiol, and progesterone interact with human CYP1A1 and CYP1A2 Drug Metab. Dispos. 21, 43-49
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 43-49
    • Eugster, H.-P.1    Probst, M.2    Würgler, F.E.3    Sengstag, C.4
  • 51
    • 0028865229 scopus 로고
    • Inhibition of CYP1A2 and CYP3A4 by oltipraz results in reduction of aflatoxin B1 metabolism in human hepatocytes in primary culture
    • Langouët, S., Coles, B., Morel, F., Becquemont, L., Beaune, P., Guengerich, F. P., Ketterer, B., and Guillouzo, A. (1995) Inhibition of CYP1A2 and CYP3A4 by oltipraz results in reduction of aflatoxin B1 metabolism in human hepatocytes in primary culture Cancer Res. 55, 5574-5579
    • (1995) Cancer Res. , vol.55 , pp. 5574-5579
    • Langouët, S.1    Coles, B.2    Morel, F.3    Becquemont, L.4    Beaune, P.5    Guengerich, F.P.6    Ketterer, B.7    Guillouzo, A.8
  • 52
    • 0017184389 scopus 로고
    • A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding
    • Bradford, M. M. (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 72, 248-254
    • (1976) Anal. Biochem. , vol.72 , pp. 248-254
    • Bradford, M.M.1
  • 53
    • 33947159210 scopus 로고    scopus 로고
    • n method for the characterization and quantification of 2'-deoxyguanosine adducts of the dietary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by 2-D linear quadrupole ion trap mass spectrometry
    • n method for the characterization and quantification of 2'-deoxyguanosine adducts of the dietary carcinogen 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine by 2-D linear quadrupole ion trap mass spectrometry Chem. Res. Toxicol 20, 263-276
    • (2007) Chem. Res. Toxicol , vol.20 , pp. 263-276
    • Goodenough, A.K.1    Schut, H.A.2    Turesky, R.J.3
  • 54
    • 0036197494 scopus 로고    scopus 로고
    • Differential metabolism of 2-amino-1-methyl-6-phenylimidazo[4,5- b]pyridine in rat and human hepatocytes
    • Langouët, S., Paehler, A., Welti, D. H., Kerriguy, N., Guillouzo, A., and Turesky, R. J. (2002) Differential metabolism of 2-amino-1-methyl-6- phenylimidazo[4,5- b]pyridine in rat and human hepatocytes Carcinogenesis 23, 115-122
    • (2002) Carcinogenesis , vol.23 , pp. 115-122
    • Langouët, S.1    Paehler, A.2    Welti, D.H.3    Kerriguy, N.4    Guillouzo, A.5    Turesky, R.J.6
  • 55
    • 0035102180 scopus 로고    scopus 로고
    • Metabolism of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in human hepatocytes: 2-amino-3-methylimidazo[4,5-f]quinoxaline-8-carboxylic acid is a major detoxification pathway catalyzed by cytochrome P450 1A2
    • Langouët, S., Welti, D. H., Kerriguy, N., Fay, L. B., Huynh-Ba, T., Markovic, J., Guengerich, F. P., Guillouzo, A., and Turesky, R. J. (2001) Metabolism of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline in human hepatocytes: 2-amino-3-methylimidazo[4,5-f]quinoxaline-8-carboxylic acid is a major detoxification pathway catalyzed by cytochrome P450 1A2 Chem. Res. Toxicol. 14, 211-221
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 211-221
    • Langouët, S.1    Welti, D.H.2    Kerriguy, N.3    Fay, L.B.4    Huynh-Ba, T.5    Markovic, J.6    Guengerich, F.P.7    Guillouzo, A.8    Turesky, R.J.9
  • 56
    • 0025757011 scopus 로고
    • Comparison of levels of several human microsomal cytochrome P-450 enzymes and epoxide hydrolase in normal and disease states using immunochemical analysis of surgical liver samples
    • Guengerich, F. P. and Turvy, C. G. (1991) Comparison of levels of several human microsomal cytochrome P-450 enzymes and epoxide hydrolase in normal and disease states using immunochemical analysis of surgical liver samples J. Pharmacol. Exp. Ther. 256, 1189-1194
    • (1991) J. Pharmacol. Exp. Ther. , vol.256 , pp. 1189-1194
    • Guengerich, F.P.1    Turvy, C.G.2
  • 57
    • 0035325768 scopus 로고    scopus 로고
    • Induction of CYP1A by benzo[k]fluoranthene in human hepatocytes: CYP1A1 or CYP1A2?
    • Liu, N., Zhang, Q. Y., Vakharia, D., Dunbar, D., and Kaminsky, L. S. (2001) Induction of CYP1A by benzo[k]fluoranthene in human hepatocytes: CYP1A1 or CYP1A2? Arch. Biochem. Biophys 389, 130-134
    • (2001) Arch. Biochem. Biophys , vol.389 , pp. 130-134
    • Liu, N.1    Zhang, Q.Y.2    Vakharia, D.3    Dunbar, D.4    Kaminsky, L.S.5
  • 58
    • 0027380074 scopus 로고
    • Isoform-selective mechanism-based inhibition of human cytochrome P450 1A2 by furafylline
    • Kunze, K. L. and Trager, W. F. (1993) Isoform-selective mechanism-based inhibition of human cytochrome P450 1A2 by furafylline Chem. Res. Toxicol. 6, 649-656
    • (1993) Chem. Res. Toxicol. , vol.6 , pp. 649-656
    • Kunze, K.L.1    Trager, W.F.2
  • 59
    • 0022357068 scopus 로고
    • Ethoxy-, pentoxy- and benzyloyphenoxazones and homologues: A series of substrates to distinguish between different induced cytochome P-450
    • Burke, M. D., Thompson, S., Elcombe, C. R., Halpert, J., Haaparanta, T., and Mayer, R. T. (1985) Ethoxy-, pentoxy- and benzyloyphenoxazones and homologues: a series of substrates to distinguish between different induced cytochome P-450 Biochem. Pharmacol. 34, 3337-3345
    • (1985) Biochem. Pharmacol. , vol.34 , pp. 3337-3345
    • Burke, M.D.1    Thompson, S.2    Elcombe, C.R.3    Halpert, J.4    Haaparanta, T.5    Mayer, R.T.6
  • 60
    • 79952140765 scopus 로고    scopus 로고
    • Ultraperformance liquid chromatography-tandem mass spectrometry method for biomonitoring cooked meat carcinogens and their metabolites in human urine
    • Gu, D., Raymundo, M. M., Kadlubar, F. F., and Turesky, R. J. (2011) Ultraperformance liquid chromatography-tandem mass spectrometry method for biomonitoring cooked meat carcinogens and their metabolites in human urine Anal. Chem. 83, 1093-1101
    • (2011) Anal. Chem. , vol.83 , pp. 1093-1101
    • Gu, D.1    Raymundo, M.M.2    Kadlubar, F.F.3    Turesky, R.J.4
  • 61
    • 33751357589 scopus 로고    scopus 로고
    • The urinary metabolite profile of the dietary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine is predictive of colon DNA adducts after a low-dose exposure in humans
    • Malfatti, M. A., Dingley, K. H., Nowell-Kadlubar, S., Ubick, E. A., Mulakken, N., Nelson, D., Lang, N. P., Felton, J. S., and Turteltaub, K. W. (2006) The urinary metabolite profile of the dietary carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine is predictive of colon DNA adducts after a low-dose exposure in humans Cancer Res. 66, 10541-10547
    • (2006) Cancer Res. , vol.66 , pp. 10541-10547
    • Malfatti, M.A.1    Dingley, K.H.2    Nowell-Kadlubar, S.3    Ubick, E.A.4    Mulakken, N.5    Nelson, D.6    Lang, N.P.7    Felton, J.S.8    Turteltaub, K.W.9
  • 62
    • 34447526255 scopus 로고    scopus 로고
    • 2-Amino-3,8-dimethylimidazo-[4,5-f]quinoxaline-induced DNA adduct formation and mutagenesis in DNA repair-deficient Chinese hamster ovary cells expressing human cytochrome P4501A1 and rapid or slow acetylator N-acetyltransferase 2
    • Bendaly, J., Zhao, S., Neale, J. R., Metry, K. J., Doll, M. A., States, J. C., Pierce, W. M., Jr., and Hein, D. W. (2007) 2-Amino-3,8-dimethylimidazo- [4,5-f]quinoxaline-induced DNA adduct formation and mutagenesis in DNA repair-deficient Chinese hamster ovary cells expressing human cytochrome P4501A1 and rapid or slow acetylator N-acetyltransferase 2 Cancer Epidemiol. Biomarkers Prev. 16, 1503-1509
    • (2007) Cancer Epidemiol. Biomarkers Prev. , vol.16 , pp. 1503-1509
    • Bendaly, J.1    Zhao, S.2    Neale, J.R.3    Metry, K.J.4    Doll, M.A.5    States, J.C.6    Pierce Jr., W.M.7    Hein, D.W.8
  • 63
    • 70350344950 scopus 로고    scopus 로고
    • Differences between human slow N-acetyltransferase 2 alleles in levels of 4-aminobiphenyl-induced DNA adducts and mutations
    • Bendaly, J., Doll, M. A., Millner, L. M., Metry, K. J., Smith, N. B., Pierce, W. M., Jr., and Hein, D. W. (2009) Differences between human slow N-acetyltransferase 2 alleles in levels of 4-aminobiphenyl-induced DNA adducts and mutations Mutat. Res. 671, 13-19
    • (2009) Mutat. Res. , vol.671 , pp. 13-19
    • Bendaly, J.1    Doll, M.A.2    Millner, L.M.3    Metry, K.J.4    Smith, N.B.5    Pierce Jr., W.M.6    Hein, D.W.7
  • 64
    • 66049089218 scopus 로고    scopus 로고
    • The impact of NAT2 acetylator genotype on mutagenesis and DNA adducts from 2-amino-9H-pyrido[2,3-b]indole
    • Turesky, R. J., Bendaly, J., Yasa, I., Doll, M. A., and Hein, D. W. (2009) The impact of NAT2 acetylator genotype on mutagenesis and DNA adducts from 2-amino-9H-pyrido[2,3-b]indole Chem. Res. Toxicol. 22, 726-733
    • (2009) Chem. Res. Toxicol. , vol.22 , pp. 726-733
    • Turesky, R.J.1    Bendaly, J.2    Yasa, I.3    Doll, M.A.4    Hein, D.W.5
  • 65
    • 52049125943 scopus 로고    scopus 로고
    • Advances in chemical carcinogenesis: A historical review and prospective
    • Loeb, L. A. and Harris, C. C. (2008) Advances in chemical carcinogenesis: a historical review and prospective Cancer Res. 68, 6863-6872
    • (2008) Cancer Res. , vol.68 , pp. 6863-6872
    • Loeb, L.A.1    Harris, C.C.2
  • 67
    • 1242283910 scopus 로고    scopus 로고
    • Investigation of the genotoxic effects of 2-amino-9H-pyrido[2,3-b]indole in different organs of rodents and in human derived cells
    • Majer, B. J., Kassie, F., Sasaki, Y., Pfau, W., Glatt, H., Meinl, W., Darroudi, F., and Knasmuller, S. (2004) Investigation of the genotoxic effects of 2-amino-9H-pyrido[2,3-b]indole in different organs of rodents and in human derived cells J. Chromatogr., B 802, 167-173
    • (2004) J. Chromatogr., B , vol.802 , pp. 167-173
    • Majer, B.J.1    Kassie, F.2    Sasaki, Y.3    Pfau, W.4    Glatt, H.5    Meinl, W.6    Darroudi, F.7    Knasmuller, S.8
  • 68
    • 84860372546 scopus 로고    scopus 로고
    • UDP-Glucuronosyltransferase-mediated metabolic activation of the tobacco carcinogen 2-amino-9H-pyrido[2,3-b]indole
    • Tang, Y., LeMaster, D. M., Nauwelaers, G., Gu, D., Langouet, S., and Turesky, R. J. (2012) UDP-Glucuronosyltransferase-mediated metabolic activation of the tobacco carcinogen 2-amino-9H-pyrido[2,3-b]indole J. Biol. Chem. 287, 14960-14972
    • (2012) J. Biol. Chem. , vol.287 , pp. 14960-14972
    • Tang, Y.1    Lemaster, D.M.2    Nauwelaers, G.3    Gu, D.4    Langouet, S.5    Turesky, R.J.6
  • 70
    • 34249799590 scopus 로고    scopus 로고
    • Identification and localization of soluble sulfotransferases in the human gastrointestinal tract
    • Teubner, W., Meinl, W., Florian, S., Kretzschmar, M., and Glatt, H. (2007) Identification and localization of soluble sulfotransferases in the human gastrointestinal tract Biochem. J. 404, 207-215
    • (2007) Biochem. J. , vol.404 , pp. 207-215
    • Teubner, W.1    Meinl, W.2    Florian, S.3    Kretzschmar, M.4    Glatt, H.5
  • 71
    • 0033920961 scopus 로고    scopus 로고
    • In vitro bioactivation of N-hydroxy-2-amino-alpha-carboline
    • King, R. S., Teitel, C. H., and Kadlubar, F. F. (2000) In vitro bioactivation of N-hydroxy-2-amino-alpha-carboline Carcinogenesis 21, 1347-1354
    • (2000) Carcinogenesis , vol.21 , pp. 1347-1354
    • King, R.S.1    Teitel, C.H.2    Kadlubar, F.F.3
  • 72
    • 0031800438 scopus 로고    scopus 로고
    • Nuclear magnetic resonance solution structures of covalent aromatic amine-DNA adducts and their mutagenic relevance
    • Patel, D. J., Mao, B., Gu, Z., Hingerty, B. E., Gorin, A., Basu, A. K., and Broyde, S. (1998) Nuclear magnetic resonance solution structures of covalent aromatic amine-DNA adducts and their mutagenic relevance Chem. Res. Toxicol. 11, 391-407
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 391-407
    • Patel, D.J.1    Mao, B.2    Gu, Z.3    Hingerty, B.E.4    Gorin, A.5    Basu, A.K.6    Broyde, S.7
  • 74
    • 34547092924 scopus 로고    scopus 로고
    • DNA sequence modulates the conformation of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in the recognition sequence of the NarI restriction enzyme
    • Wang, F., Elmquist, C. E., Stover, J. S., Rizzo, C. J., and Stone, M. P. (2007) DNA sequence modulates the conformation of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in the recognition sequence of the NarI restriction enzyme Biochemistry 46, 8498-8516
    • (2007) Biochemistry , vol.46 , pp. 8498-8516
    • Wang, F.1    Elmquist, C.E.2    Stover, J.S.3    Rizzo, C.J.4    Stone, M.P.5
  • 75
    • 78649295926 scopus 로고    scopus 로고
    • Structure-Function Characteristics of Aromatic Amine-DNA Adducts
    • (Geacintov, N. E. and Broyde, S. Eds.) Wiley-VCH, Weinheim, Germany
    • Cho, B. ((2010) Structure-Function Characteristics of Aromatic Amine-DNA Adducts, in The Chemical Biology of DNA Damage (Geacintov, N. E. and Broyde, S., Eds.) pp 217-238, Wiley-VCH, Weinheim, Germany.
    • (2010) The Chemical Biology of DNA Damage , pp. 217-238
    • Cho, B.1
  • 77
    • 38949092032 scopus 로고    scopus 로고
    • DNA adduct structure-function relationships: Comparing solution with polymerase structures
    • Broyde, S., Wang, L., Zhang, L., Rechkoblit, O., Geacintov, N. E., and Patel, D. J. (2008) DNA adduct structure-function relationships: comparing solution with polymerase structures Chem. Res. Toxicol. 21, 45-52
    • (2008) Chem. Res. Toxicol. , vol.21 , pp. 45-52
    • Broyde, S.1    Wang, L.2    Zhang, L.3    Rechkoblit, O.4    Geacintov, N.E.5    Patel, D.J.6
  • 78
    • 0019515212 scopus 로고
    • The binding of N-hydroxy-2-acetylaminofluorene to DNA and repair of the adducts in primary rat hepatocyte cultures
    • Howard, P. C., Casciano, D. A., Beland, F. A., and Shaddock, J. G., Jr. (1981) The binding of N-hydroxy-2-acetylaminofluorene to DNA and repair of the adducts in primary rat hepatocyte cultures Carcinogenesis 2, 97-102
    • (1981) Carcinogenesis , vol.2 , pp. 97-102
    • Howard, P.C.1    Casciano, D.A.2    Beland, F.A.3    Shaddock Jr., J.G.4
  • 79
    • 0027192092 scopus 로고
    • Biphasic removal of DNA adducts in a repetitive DNA sequence after dietary administration of 2-acetylaminofluorene
    • Culp, S. J., Poirier, M. C., and Beland, F. A. (1993) Biphasic removal of DNA adducts in a repetitive DNA sequence after dietary administration of 2-acetylaminofluorene Environ. Health Perspect 99, 273-275
    • (1993) Environ. Health Perspect , vol.99 , pp. 273-275
    • Culp, S.J.1    Poirier, M.C.2    Beland, F.A.3
  • 80
    • 0030926904 scopus 로고    scopus 로고
    • Formation and persistence of DNA adducts of 2-amino-3-methylimidazo[4,5- f]quinoline in the rat and nonhuman primates
    • Turesky, R. J., Box, R. M., Markovic, J., Gremaud, E., and Snyderwine, E. G. (1997) Formation and persistence of DNA adducts of 2-amino-3- methylimidazo[4,5-f]quinoline in the rat and nonhuman primates Mutat. Res. 376, 235-241
    • (1997) Mutat. Res. , vol.376 , pp. 235-241
    • Turesky, R.J.1    Box, R.M.2    Markovic, J.3    Gremaud, E.4    Snyderwine, E.G.5
  • 81
    • 32644450616 scopus 로고    scopus 로고
    • Molecular mechanisms of mammalian global genome nucleotide excision repair
    • Gillet, L. C. and Scharer, O. D. (2006) Molecular mechanisms of mammalian global genome nucleotide excision repair Chem. Rev. 106, 253-276
    • (2006) Chem. Rev. , vol.106 , pp. 253-276
    • Gillet, L.C.1    Scharer, O.D.2
  • 83
    • 84868133144 scopus 로고    scopus 로고
    • Nucleotide excision repair of 2-acetylaminofluorene- and 2-aminofluorene-(C8)-guanine adducts: Molecular dynamics simulations elucidate how lesion structure and base sequence context impact repair efficiencies
    • Mu, H., Kropachev, K., Wang, L., Zhang, L., Kolbanovskiy, A., Kolbanovskiy, M., Geacintov, N. E., and Broyde, S. (2012) Nucleotide excision repair of 2-acetylaminofluorene- and 2-aminofluorene-(C8)-guanine adducts: molecular dynamics simulations elucidate how lesion structure and base sequence context impact repair efficiencies Nucleic Acids Res. 40, 9675-9690
    • (2012) Nucleic Acids Res. , vol.40 , pp. 9675-9690
    • Mu, H.1    Kropachev, K.2    Wang, L.3    Zhang, L.4    Kolbanovskiy, A.5    Kolbanovskiy, M.6    Geacintov, N.E.7    Broyde, S.8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.