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Volumn 24, Issue 4-5, 2004, Pages 549-566

DNA adducts of benzo[a]pyrene- and dibenzo[a,l]pyrene-diol epoxides in human lung epithelial cells: Kinetics of adduct removal, effects on cell cycle checkpoints, and gene expression

Author keywords

Adduct removal; BPDE; DBPDE; DNA adducts

Indexed keywords

BIOLOGICAL ORGANS; CIRCULAR DICHROISM SPECTROSCOPY; CYTOLOGY; DICHROISM; DNA; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MAMMALS; PYRENE; ULTRAVIOLET SPECTROSCOPY;

EID: 4844226738     PISSN: 10406638     EISSN: None     Source Type: Journal    
DOI: 10.1080/10406630490471645     Document Type: Conference Paper
Times cited : (9)

References (35)
  • 1
    • 0034029834 scopus 로고    scopus 로고
    • Unrepaired Fjord Region Polycyclic Aromatic Hydrocarbon-DNA Adducts in Ras Codon 61 Mutational Hot Spots
    • T. Buterin, M. T. Hess, N. Luneva, N. E. Geacintov, S. Amin, H. Kroth, A. Seidel, and H. Naegeli, Unrepaired Fjord Region Polycyclic Aromatic Hydrocarbon-DNA Adducts in Ras Codon 61 Mutational Hot Spots, Cancer Research 60 (2000):1849-1856.
    • (2000) Cancer Research , vol.60 , pp. 1849-1856
    • Buterin, T.1    Hess, M.T.2    Luneva, N.3    Geacintov, N.E.4    Amin, S.5    Kroth, H.6    Seidel, A.7    Naegeli, H.8
  • 2
    • 0032961705 scopus 로고    scopus 로고
    • The Level of DNA Modification by (+)-syn-(11S,12R,13S,14R)- and (-)-anti-(11R,12S,13S, 14R)-Dihydrodiol Epoxides of Dibenzo[a,l]pyrene Determined the Effect on the Proteins p53 and p21WAF1 in the Human Mammary Carcinoma Cell Line MCF-7
    • A. Luch, K. Kudla, A. Seidel, J. Doehmer, H. Greim, and W. M. Baird, The Level of DNA Modification by (+)-syn-(11S,12R,13S,14R)- and (-)-anti-(11R,12S, 13S, 14R)-Dihydrodiol Epoxides of Dibenzo[a,l]pyrene Determined the Effect on the Proteins p53 and p21WAF1 in the Human Mammary Carcinoma Cell Line MCF-7, Carcinogenesis 20 (1999):859-865.
    • (1999) Carcinogenesis , vol.20 , pp. 859-865
    • Luch, A.1    Kudla, K.2    Seidel, A.3    Doehmer, J.4    Greim, H.5    Baird, W.M.6
  • 4
    • 0031408414 scopus 로고    scopus 로고
    • Benzo[a]pyrene and Its Analogues: Structural Studies of Molecular Strain
    • C. J. Carrell, T. G. Carrell, H. L. Carrell, K. Prout, and J. P. Glusker, Benzo[a]pyrene and Its Analogues: Structural Studies of Molecular Strain, Carcinogenesis 18 (1997): 415-422.
    • (1997) Carcinogenesis , vol.18 , pp. 415-422
    • Carrell, C.J.1    Carrell, T.G.2    Carrell, H.L.3    Prout, K.4    Glusker, J.P.5
  • 5
    • 0031687879 scopus 로고    scopus 로고
    • Dibenzo[a, l]pyrene (Dibenzo[def,p]-chrysene): Fjord-Region Distortions
    • A. K. Katz, H. L. Carrell, and J. P. Glusker, Dibenzo[a, l]pyrene (Dibenzo[def,p]-chrysene): Fjord-Region Distortions, Carcinogenesis 19 (1998):1641-1648.
    • (1998) Carcinogenesis , vol.19 , pp. 1641-1648
    • Katz, A.K.1    Carrell, H.L.2    Glusker, J.P.3
  • 6
    • 0026002897 scopus 로고
    • Comparative Dose-Response Tumorigenicity Studies of Dibenzo[a,l]pyrene Versus 7,12-Dimethylbenz[a]anthracene, Benzo[a]pyrene and Two Dibenzo[a,l]pyrene Dihydrodiols in Mouse Skin and Rat Mammary Gland
    • E. L. Cavalieri, S. Higginbotham, N. V. RamaKrishna, P. D. Devanesan, R. Todorovic, E. G. Rogan, and S. Salmasi, Comparative Dose-Response Tumorigenicity Studies of Dibenzo[a,l]pyrene Versus 7,12-Dimethylbenz[a]anthracene, Benzo[a]pyrene and Two Dibenzo[a,l]pyrene Dihydrodiols in Mouse Skin and Rat Mammary Gland, Carcinogenesis 12 (1991):1939-1944.
    • (1991) Carcinogenesis , vol.12 , pp. 1939-1944
    • Cavalieri, E.L.1    Higginbotham, S.2    RamaKrishna, N.V.3    Devanesan, P.D.4    Todorovic, R.5    Rogan, E.G.6    Salmasi, S.7
  • 7
    • 0027159541 scopus 로고
    • Tumor-Initiating Activity and Carcinogenicity of Dibenzo[a,l]pyrene Versus 7,12-Dimethylbenz[a]anthracene and Benzo[a]pyrene at Low Doses in Mouse Skin
    • S. Higginbotham, N. V. RamaKrishna, S. L. Johansson, E. G. Rogan, and E. L. Cavalieri, Tumor-Initiating Activity and Carcinogenicity of Dibenzo[a,l]pyrene Versus 7,12-Dimethylbenz[a]anthracene and Benzo[a]pyrene at Low Doses in Mouse Skin, Carcinogenesis 14 (1993):875-878.
    • (1993) Carcinogenesis , vol.14 , pp. 875-878
    • Higginbotham, S.1    RamaKrishna, N.V.2    Johansson, S.L.3    Rogan, E.G.4    Cavalieri, E.L.5
  • 8
    • 0027328275 scopus 로고
    • Exceptional Tumor-Initiating Activity of 4-Fluorobenzo[j]-Fluoranthene on Mouse Skin: Comparison with Benzo[j]-fluoranthene, 10-Fluoro-benzo[j] fluoranthene, Benzo[a]pyrene, Dibenzo[a,l]pyrene and 7,12-Dimethylbenz[a] anthracene
    • E. J. LaVoie, Z. M. He, R. L. Meegalla, and E. H. Weyand, Exceptional Tumor-Initiating Activity of 4-Fluorobenzo[j]-Fluoranthene on Mouse Skin: Comparison with Benzo[j]-fluoranthene, 10-Fluoro-benzo[j]fluoranthene, Benzo[a]pyrene, Dibenzo[a,l]pyrene and 7,12-Dimethylbenz[a]anthracene, Cancer Letters 70 (1993):7-14.
    • (1993) Cancer Letters , vol.70 , pp. 7-14
    • LaVoie, E.J.1    He, Z.M.2    Meegalla, R.L.3    Weyand, E.H.4
  • 9
    • 0031041812 scopus 로고    scopus 로고
    • NMR Solution Structures of Stereoisometric Covalent Polycyclic Aromatic Carcinogen-DNA Adduct: Principles, Patterns, and Diversity
    • N. E. Geacintov, M. Cosman, B. E. Hingerty, S. Amin, S. Broyde, and D. J. Patel, NMR Solution Structures of Stereoisometric Covalent Polycyclic Aromatic Carcinogen-DNA Adduct: Principles, Patterns, and Diversity, Chem. Res. Toxicol. 10 (1997):111-146.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 111-146
    • Geacintov, N.E.1    Cosman, M.2    Hingerty, B.E.3    Amin, S.4    Broyde, S.5    Patel, D.J.6
  • 10
    • 0035997344 scopus 로고    scopus 로고
    • Error-Prone Repair DNA Polymerases in Prokaryotes and Eukaryotes
    • M. F. Goodman, Error-Prone Repair DNA Polymerases in Prokaryotes and Eukaryotes, Annual Reviews of Biochemistry 71 (2002):17-50.
    • (2002) Annual Reviews of Biochemistry , vol.71 , pp. 17-50
    • Goodman, M.F.1
  • 11
    • 0037418537 scopus 로고    scopus 로고
    • Effects of Base Sequence Context on Translesion Synthesis Past a Bulky (+)-trans-anti-B[a]P-N2-dG Lesion Catalyzed by the Y-Family Polymerase Pol Kappa
    • X. Huang, A. Kolbanovskiy, X. Wu, Y. Zhang, Z. Wang, P. Zhuang, S. Amin, and N. E. Geacintov, Effects of Base Sequence Context on Translesion Synthesis Past a Bulky (+)-trans-anti-B[a]P-N2-dG Lesion Catalyzed by the Y-Family Polymerase Pol Kappa, Biochemistry 42 (2003):2456-2466.
    • (2003) Biochemistry , vol.42 , pp. 2456-2466
    • Huang, X.1    Kolbanovskiy, A.2    Wu, X.3    Zhang, Y.4    Wang, Z.5    Zhuang, P.6    Amin, S.7    Geacintov, N.E.8
  • 12
    • 0018137343 scopus 로고
    • Binding of Benzo[a]pyrene 7,8-diol-9,10-epoxides to DNA, RNA, and Protein of Mouse Skin Occurs with High Stereoselectivity
    • M. Koreeda, P. D. Moore, P. G. Wislocki, W. Levin, H. Yagi, and D. M. Jerina, Binding of Benzo[a]pyrene 7,8-diol-9,10-epoxides to DNA, RNA, and Protein of Mouse Skin Occurs with High Stereoselectivity, Science 199 (1978):778-781.
    • (1978) Science , vol.199 , pp. 778-781
    • Koreeda, M.1    Moore, P.D.2    Wislocki, P.G.3    Levin, W.4    Yagi, H.5    Jerina, D.M.6
  • 13
    • 0018425446 scopus 로고
    • Double-Stranded DNA Steroselectively Binds Benzo(a)-pyrene Diol Epoxides
    • T. Meehan and K. Straub, Double-Stranded DNA Steroselectively Binds Benzo(a)-pyrene Diol Epoxides, Nature 277 (1979):410-412.
    • (1979) Nature , vol.277 , pp. 410-412
    • Meehan, T.1    Straub, K.2
  • 14
    • 0029012640 scopus 로고
    • Identification and Quantitation of Dibenzo[a,l]pyrene-DNA Adducts Formed by Rat Liver Microsomes In Vitro: Preponderance of Depurinating Adducts
    • K. M. Li, R. Todorovic, E. G. Rogan, E. L. Cavalieri, F. Ariese, M. Suh, R. Jankowiak, and G. J. Small, Identification and Quantitation of Dibenzo[a,l]pyrene-DNA Adducts Formed by Rat Liver Microsomes In Vitro: Preponderance of Depurinating Adducts, Biochemistry 34 (1995):8043-8049.
    • (1995) Biochemistry , vol.34 , pp. 8043-8049
    • Li, K.M.1    Todorovic, R.2    Rogan, E.G.3    Cavalieri, E.L.4    Ariese, F.5    Suh, M.6    Jankowiak, R.7    Small, G.J.8
  • 15
    • 0029608787 scopus 로고
    • Stereoselective Activation of Dibenzo[a,l]pyrene to (-)-anti-(11R,12S, 13S,14R)- and (+)-syn-(11S,12R,13S,14R)-11,12-diol-13,14-epoxides Which Bind Extensively to Deoxyadenosine Residues of DNA in the Human Mammary Carcinoma Cell Line MCF-7
    • S. L. Ralston, A. Seidel, A. Luch, K. L. Platt, and W. M. Baird, Stereoselective Activation of Dibenzo[a,l]pyrene to (-)-anti-(11R,12S,13S,14R)- and (+)-syn-(11S,12R,13S,14R)-11,12-diol-13,14-epoxides Which Bind Extensively to Deoxyadenosine Residues of DNA in the Human Mammary Carcinoma Cell Line MCF-7, Carcinogenesis 16 (1995):2899-2907.
    • (1995) Carcinogenesis , vol.16 , pp. 2899-2907
    • Ralston, S.L.1    Seidel, A.2    Luch, A.3    Platt, K.L.4    Baird, W.M.5
  • 16
    • 0030915597 scopus 로고    scopus 로고
    • Stereoselective Activation of Dibenzo[a,l]pyrene and Its Trans-11,12-Dihydrodiol to Fjord Region 11,12-Diol 13,14-epoxides in a Human Mammary Carcinoma MCF-7 Cell-Mediated V79 Cell Mutation Assay
    • S. L. Ralston, S. L. Coffing, A. Seidel, A. Luch, K. L. Platt, and W. M. Baird, Stereoselective Activation of Dibenzo[a,l]pyrene and Its Trans-11,12-Dihydrodiol to Fjord Region 11,12-Diol 13,14-epoxides in a Human Mammary Carcinoma MCF-7 Cell-Mediated V79 Cell Mutation Assay, Chemical Research Toxicology 10 (1997):687-693.
    • (1997) Chemical Research Toxicology , vol.10 , pp. 687-693
    • Ralston, S.L.1    Coffing, S.L.2    Seidel, A.3    Luch, A.4    Platt, K.L.5    Baird, W.M.6
  • 18
    • 0024442239 scopus 로고
    • DNA Adducts from Carcinogenic and Noncarcinogenic Enantiomers of Benzo[a]pyrene Dihydrodiol Epoxide
    • S. C. Cheng, B. D. Hilton, J. M. Roman, and A. Dipple, DNA Adducts from Carcinogenic and Noncarcinogenic Enantiomers of Benzo[a]pyrene Dihydrodiol Epoxide, Chemical Research Toxicology 2 (1989):334-340.
    • (1989) Chemical Research Toxicology , vol.2 , pp. 334-340
    • Cheng, S.C.1    Hilton, B.D.2    Roman, J.M.3    Dipple, A.4
  • 19
    • 0036174219 scopus 로고    scopus 로고
    • Synthesis and Characterization of Site-Specific and Stereoisomeric Fjord Dibenzo[a,l]pyrene Diol Epoxide-N(6)-adenine Adducts: Unusual Thermal Stabilization of Modified DNA Duplexes
    • Q. Ruan, A. Kolbanovskiy, P. Zhuang, J. Chen, J. Krzeminski, S. Amin, and N. E. Geacintov, Synthesis and Characterization of Site-Specific and Stereoisomeric Fjord Dibenzo[a,l]pyrene Diol Epoxide-N(6)-adenine Adducts: Unusual Thermal Stabilization of Modified DNA Duplexes, Chemical Research Toxicology 15 (2002): 249-261.
    • (2002) Chemical Research Toxicology , vol.15 , pp. 249-261
    • Ruan, Q.1    Kolbanovskiy, A.2    Zhuang, P.3    Chen, J.4    Krzeminski, J.5    Amin, S.6    Geacintov, N.E.7
  • 20
    • 0029956983 scopus 로고    scopus 로고
    • Glutathione S-Transferase A1-1-Catalysed Conjugation of Bay and Fjord Region Diol Epoxides or Polycyclic Aromatic Hydrocarbons with Glutathione
    • B. Jernström, M. Funk, H. Frank, B. Mannervik, and A. Seidel, Glutathione S-Transferase A1-1-Catalysed Conjugation of Bay and Fjord Region Diol Epoxides or Polycyclic Aromatic Hydrocarbons with Glutathione, Carcinogenesis 17 (1996):1491-1498.
    • (1996) Carcinogenesis , vol.17 , pp. 1491-1498
    • Jernström, B.1    Funk, M.2    Frank, H.3    Mannervik, B.4    Seidel, A.5
  • 21
    • 0028061909 scopus 로고
    • Synthesis and Mutagenicity of the Diastereomeric Fjord-Region 11,12-Dihydrodiol 13,14-Epoxides of Dibenzo[a,l]pyrene
    • A. Luch, H. Glatt, K. L. Platt, F. Oesch, and A. Seidel, Synthesis and Mutagenicity of the Diastereomeric Fjord-Region 11,12-Dihydrodiol 13,14-Epoxides of Dibenzo[a,l]pyrene, Carcinogenesis 15 (1994):2507-2516.
    • (1994) Carcinogenesis , vol.15 , pp. 2507-2516
    • Luch, A.1    Glatt, H.2    Platt, K.L.3    Oesch, F.4    Seidel, A.5
  • 22
    • 0026482795 scopus 로고
    • An Improved Fluorometric Assay for Dosimetry of Benzo(a)pyrene Diol-epoxide-DNA Adducts in Smokers' Lung: Comparisons with Total Bulky Adducts and Aryl Hydrocarbon Hydroxylase Activity
    • K. Alexandrov, M. Rojas, O. Geneste, M. Castegnaro, A. M. Camus, S. Petruzzelli, C. Giuntini, and H. Bartsch, An Improved Fluorometric Assay for Dosimetry of Benzo(a)pyrene Diol-epoxide-DNA Adducts in Smokers' Lung: Comparisons with Total Bulky Adducts and Aryl Hydrocarbon Hydroxylase Activity, Cancer Research 52 (1992):6248-6253.
    • (1992) Cancer Research , vol.52 , pp. 6248-6253
    • Alexandrov, K.1    Rojas, M.2    Geneste, O.3    Castegnaro, M.4    Camus, A.M.5    Petruzzelli, S.6    Giuntini, C.7    Bartsch, H.8
  • 24
    • 0036174215 scopus 로고    scopus 로고
    • Glutathione Conjugation and DNA Adduct Formation of Dibenzo[a,l]pyrene and Benzo[a]pyrene Diol Epoxides in V79 Cells Stably Expressing Different Human Glutathione Transferases
    • K. Sundberg, K. Dreij, A. Seidel, and B. Jernström, Glutathione Conjugation and DNA Adduct Formation of Dibenzo[a,l]pyrene and Benzo[a]pyrene Diol Epoxides in V79 Cells Stably Expressing Different Human Glutathione Transferases, Chem. Res. Toxicol. 15 (2002):170-179.
    • (2002) Chem. Res. Toxicol. , vol.15 , pp. 170-179
    • Sundberg, K.1    Dreij, K.2    Seidel, A.3    Jernström, B.4
  • 29
    • 0032871769 scopus 로고    scopus 로고
    • Structure Elucidation of the Adducts Formed by Fjord-Region Dibenzo [a, l]pyrene 11,12-dihydrodiol 13,14-Epoxides and Deoxyadenosine
    • K. M. Li, M. George, M. L. Gross, A. Seidel, A. Luch, E. G. Rogan, and E. L. Cavalieri, Structure Elucidation of the Adducts Formed by Fjord-Region Dibenzo [a, l]pyrene 11,12-dihydrodiol 13,14-Epoxides and Deoxyadenosine, Chemical Research Toxicology 12 (1999):758-767.
    • (1999) Chemical Research Toxicology , vol.12 , pp. 758-767
    • Li, K.M.1    George, M.2    Gross, M.L.3    Seidel, A.4    Luch, A.5    Rogan, E.G.6    Cavalieri, E.L.7
  • 31
    • 0032774339 scopus 로고    scopus 로고
    • Studies on the Adduct Heterogeneity of Benzo[a]pyrene 7, 8-Dihydrodiol 9,10-epoxide Stereoisomers Covalently Bound to Deoxyribooligonucleotides by Induced Circular Dichroism and Light Absorption Spectroscopy
    • P. Pradhan, B. Jernström, A. Seidel, B. Nordén, and A. Gräslund, Studies on the Adduct Heterogeneity of Benzo[a]pyrene 7, 8-Dihydrodiol 9,10-epoxide Stereoisomers Covalently Bound to Deoxyribooligonucleotides by Induced Circular Dichroism and Light Absorption Spectroscopy, Chemical Research Toxicology 12 (1999): 403-411.
    • (1999) Chemical Research Toxicology , vol.12 , pp. 403-411
    • Pradhan, P.1    Jernström, B.2    Seidel, A.3    Nordén, B.4    Gräslund, A.5
  • 32
    • 0037105744 scopus 로고    scopus 로고
    • p53 Controls Global Nucleotide Excision Repair of Low Levels of Structurally Diverse Benzo(g)chrysene-DNA Adducts in Human Fibroblasts
    • D. R. Lloyd and P. C. Hanawalt, p53 Controls Global Nucleotide Excision Repair of Low Levels of Structurally Diverse Benzo(g)chrysene-DNA Adducts in Human Fibroblasts, Cancer Research 62 (2002):5288-5294.
    • (2002) Cancer Research , vol.62 , pp. 5288-5294
    • Lloyd, D.R.1    Hanawalt, P.C.2
  • 33
    • 0034694124 scopus 로고    scopus 로고
    • The Effect of Dibenzo[a,l]pyrene and Benzo[a]pyrene on Human Diploid Lung Fibroblasts: The Induction of DNA Adducts, Expression of p53 and p21(WAF1) Proteins and Cell Cycle Distribution
    • B. Binkova, Y. Giguere, P. Rossner, Jr., M. Dostal, and R. J. Sram, The Effect of Dibenzo[a,l]pyrene and Benzo[a]pyrene on Human Diploid Lung Fibroblasts: The Induction of DNA Adducts, Expression of p53 and p21(WAF1) Proteins and Cell Cycle Distribution, Mutation Research 471 (2000):57-70.
    • (2000) Mutation Research , vol.471 , pp. 57-70
    • Binkova, B.1    Giguere, Y.2    Rossner Jr., P.3    Dostal, M.4    Sram, R.J.5


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