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Volumn 17, Issue 6, 2004, Pages 717-730

Structure of a site specific major groove (2S,3S)-N6-(2,3,4- trihydroxybutyl)-2′-deoxyadenosyl DNA adduct of butadiene diol epoxide

Author keywords

[No Author keywords available]

Indexed keywords

1,3 BUTADIENE DERIVATIVE; ADENINE DERIVATIVE; BUTADIENE DIEPOXIDE; BUTADIENE DIOL EPOXIDE; CARCINOGEN; DEOXYADENOSINE DERIVATIVE; DEOXYRIBOSE; DNA; DNA POLYMERASE; EPOXIDE; HYDROXYL GROUP; N 6 (2,3,4 TRIHYDROXYBUTYL) 2' DEOXYADENOSINE; OLIGODEOXYNUCLEOTIDE; PROTON; STYRENE; UNCLASSIFIED DRUG;

EID: 3042723930     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx034271+     Document Type: Article
Times cited : (15)

References (109)
  • 2
    • 0033795176 scopus 로고    scopus 로고
    • A review of the genetic and related effects of 1,3-butadiene in rodents and humans
    • Jackson, M. A., Stack, H. F., Rice, J. M., and Waters, M. D. (2000) A review of the genetic and related effects of 1,3-butadiene in rodents and humans. Mutat. Res. 463, 181-213.
    • (2000) Mutat. Res. , vol.463 , pp. 181-213
    • Jackson, M.A.1    Stack, H.F.2    Rice, J.M.3    Waters, M.D.4
  • 3
    • 0025349688 scopus 로고
    • Analysis of low molecular weight hydrocarbons including 1,3-butadiene in engine exhaust gases using an aluminum oxide porous-layer open-tubular fused-silica column
    • Pelz, N., Dempster, N. M., and Shore, P. R. (1990) Analysis of low molecular weight hydrocarbons including 1,3-butadiene in engine exhaust gases using an aluminum oxide porous-layer open-tubular fused-silica column. J. Chromatogr. Sci. 28, 230-235.
    • (1990) J. Chromatogr. Sci. , vol.28 , pp. 230-235
    • Pelz, N.1    Dempster, N.M.2    Shore, P.R.3
  • 4
    • 0025155368 scopus 로고
    • Analysis of 1,3-butadiene and other selected gas-phase components in cigarette mainstream and sidestream smoke by gas chromatography-mass selective detection
    • Brunnemann, K. D., Kagan, M. R., Cox, J. E., and Hoffmann, D. (1990) Analysis of 1,3-butadiene and other selected gas-phase components in cigarette mainstream and sidestream smoke by gas chromatography-mass selective detection. Carcinogenesis 11, 1863-1868.
    • (1990) Carcinogenesis , vol.11 , pp. 1863-1868
    • Brunnemann, K.D.1    Kagan, M.R.2    Cox, J.E.3    Hoffmann, D.4
  • 5
    • 0021916824 scopus 로고
    • Multiple organ carcinogenicity of 1,3-butadiene in B6C3F1 mice after 60 weeks of inhalation exposure
    • Huff, J. E., Melnick, R. L., Solleveld, H. A., Haseman, J. K., Powers, M., and Miller, R. A. (1985) Multiple organ carcinogenicity of 1,3-butadiene in B6C3F1 mice after 60 weeks of inhalation exposure. Science 227, 548-549.
    • (1985) Science , vol.227 , pp. 548-549
    • Huff, J.E.1    Melnick, R.L.2    Solleveld, H.A.3    Haseman, J.K.4    Powers, M.5    Miller, R.A.6
  • 6
    • 0025048644 scopus 로고
    • Carcinogenicity of 1,3-butadiene in C57BL/6 x C3H F1 mice at low exposure concentrations
    • Melnick, R. L., Huff, J., Chou, B. J., and Miller, R. A. (1990) Carcinogenicity of 1,3-butadiene in C57BL/6 x C3H F1 mice at low exposure concentrations. Cancer Res. 50, 6592-6599.
    • (1990) Cancer Res. , vol.50 , pp. 6592-6599
    • Melnick, R.L.1    Huff, J.2    Chou, B.J.3    Miller, R.A.4
  • 7
    • 0025170744 scopus 로고
    • Inhalation toxicology and carcinogenicity of 1,3-butadiene in B6C3F1 mice following 65 weeks of exposure
    • Melnick, R. L., Huff, J. E., Roycroft, J. H., Chou, B. J., and Miller, R. A. (1990) Inhalation toxicology and carcinogenicity of 1,3-butadiene in B6C3F1 mice following 65 weeks of exposure. Environ. Health Perspect. 86, 27-36.
    • (1990) Environ. Health Perspect. , vol.86 , pp. 27-36
    • Melnick, R.L.1    Huff, J.E.2    Roycroft, J.H.3    Chou, B.J.4    Miller, R.A.5
  • 8
    • 0025126208 scopus 로고
    • Inhalation toxicity and carcinogenicity of 1,3-butadiene in sprague-dawley rats
    • Owen, P. E., and Glaister, J. R. (1990) Inhalation toxicity and carcinogenicity of 1,3-butadiene in sprague-dawley rats. Environ. Health Perspect. 86, 19-25.
    • (1990) Environ. Health Perspect. , vol.86 , pp. 19-25
    • Owen, P.E.1    Glaister, J.R.2
  • 10
    • 0000589666 scopus 로고    scopus 로고
    • Reevaluation of some organic chemicals, hydrazine, and hydrogen peroxide (Part I)
    • IARC, Lyon, France
    • International Agency for Research on Cancer (1999) Reevaluation of some organic chemicals, hydrazine, and hydrogen peroxide (Part I). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans, Vol. 71, pp 109-125, IARC, Lyon, France.
    • (1999) IARC Monographs on the Evaluation of Carcinogenic Risks to Humans , vol.71 , pp. 109-125
  • 15
    • 0020359705 scopus 로고
    • Environmental epidemiologic investigation of the styrene-butadiene rubber industry. Mortality patterns with discussion of the hematopoietic and lymphatic malignancies
    • Meinhardt, T. J., Lemen, R. A., Crandall, M. S., and Young, R. J. (1982) Environmental epidemiologic investigation of the styrene-butadiene rubber industry. Mortality patterns with discussion of the hematopoietic and lymphatic malignancies. Scand. J. Work Environ. Health 8, 250-259.
    • (1982) Scand. J. Work Environ. Health , vol.8 , pp. 250-259
    • Meinhardt, T.J.1    Lemen, R.A.2    Crandall, M.S.3    Young, R.J.4
  • 17
    • 0026540253 scopus 로고
    • Lymphohematopoietic cancer in styrene-butadiene polymerization workers
    • Santos-Burgoa, C., Matanoski, G. M., Zeger, S., and Schwartz, L. (1992) Lymphohematopoietic cancer in styrene-butadiene polymerization workers [see comments]. Am. J. Epidemiol. 136, 843-854.
    • (1992) Am. J. Epidemiol. , vol.136 , pp. 843-854
    • Santos-Burgoa, C.1    Matanoski, G.M.2    Zeger, S.3    Schwartz, L.4
  • 18
    • 0030605083 scopus 로고    scopus 로고
    • Leukemia and cumulative exposure to butadiene, styrene and benzene among workers in the synthetic rubber industry
    • Macaluso, M., Larson, R., Delzell, E., Sathiakumar, N., Hovinga, M., Julian, J., Muir, D., and Cole, P. (1996) Leukemia and cumulative exposure to butadiene, styrene and benzene among workers in the synthetic rubber industry. Toxicology 113, 190-202.
    • (1996) Toxicology , vol.113 , pp. 190-202
    • Macaluso, M.1    Larson, R.2    Delzell, E.3    Sathiakumar, N.4    Hovinga, M.5    Julian, J.6    Muir, D.7    Cole, P.8
  • 19
    • 0023182369 scopus 로고
    • Mortality of workers in styrene-butadiene polymer production
    • Matanoski, G. M., and Schwarts, L. (1987) Mortality of workers in styrene-butadiene polymer production. J. Occup. Med. 29, 675-680.
    • (1987) J. Occup. Med. , vol.29 , pp. 675-680
    • Matanoski, G.M.1    Schwarts, L.2
  • 23
    • 0026741034 scopus 로고
    • Comparison of the biotransformation of 1,3-butadiene and its metabolite, butadiene monoepoxide, by hepatic and pulmonary tissues from humans, rats and mice
    • published erratum appears
    • Csanady, G. A., Guengerich, F. P., and Bond, J. A. (1992) Comparison of the biotransformation of 1,3-butadiene and its metabolite, butadiene monoepoxide, by hepatic and pulmonary tissues from humans, rats and mice [published erratum appears in Csanady, G. A., Guengerich, F. P., and Bond, J. A. (1993) Carcinogenesis 14 (4), 784]. Carcinogenesis 13, 1143-1153.
    • (1992) Carcinogenesis , vol.13 , pp. 1143-1153
    • Csanady, G.A.1    Guengerich, F.P.2    Bond, J.A.3
  • 24
    • 0027223529 scopus 로고
    • Csanady, G. A., Guengerich, F. P., and Bond, J. A. (1992) Comparison of the biotransformation of 1,3-butadiene and its metabolite, butadiene monoepoxide, by hepatic and pulmonary tissues from humans, rats and mice [published erratum appears in Csanady, G. A., Guengerich, F. P., and Bond, J. A. (1993) Carcinogenesis 14 (4), 784]. Carcinogenesis 13, 1143-1153.
    • (1993) Carcinogenesis , vol.14 , Issue.4 , pp. 784
    • Csanady, G.A.1    Guengerich, F.P.2    Bond, J.A.3
  • 25
    • 0028340688 scopus 로고
    • Human liver microsomes are efficient catalysts of 1,3-butadiene oxidation: Evidence for major roles by cytochromes P450 2A6 and 2E1
    • Duescher, R. J., and Elfarra, A. A. (1994) Human liver microsomes are efficient catalysts of 1,3-butadiene oxidation: evidence for major roles by cytochromes P450 2A6 and 2E1. Arch. Biochem. Biophys. 311, 342-349.
    • (1994) Arch. Biochem. Biophys. , vol.311 , pp. 342-349
    • Duescher, R.J.1    Elfarra, A.A.2
  • 26
    • 0018805568 scopus 로고
    • Determination of Kovats retention indices with a capillary column and electron-capture detection: Application to the assay of the enzymatic conversion of 3,4-epoxy-1-butene into diepoxybutane
    • Malvoisin, E., Evrard, E., Roberfroid, M., and Mercier, M. (1979) Determination of Kovats retention indices with a capillary column and electron-capture detection: application to the assay of the enzymatic conversion of 3,4-epoxy-1-butene into diepoxybutane. J. Chromatogr. 186, 81-87.
    • (1979) J. Chromatogr. , vol.186 , pp. 81-87
    • Malvoisin, E.1    Evrard, E.2    Roberfroid, M.3    Mercier, M.4
  • 27
    • 0028785821 scopus 로고
    • Oxidation of 1,2-epoxy-3-butene to 1,2:3,4-diepoxybutane by cDNA-expressed human cytochromes P450 2E1 and 3A4 and human, mouse and rat liver microsomes
    • Seaton, M. J., Follansbee, M. H., and Bond, J. A. (1995) Oxidation of 1,2-epoxy-3-butene to 1,2:3,4-diepoxybutane by cDNA-expressed human cytochromes P450 2E1 and 3A4 and human, mouse and rat liver microsomes. Carcinogenesis 16, 2287-2293.
    • (1995) Carcinogenesis , vol.16 , pp. 2287-2293
    • Seaton, M.J.1    Follansbee, M.H.2    Bond, J.A.3
  • 28
    • 0020078715 scopus 로고
    • Hepatic microsomal metabolism of 1,3-butadiene
    • Malvoisin, E., and Roberfroid, M. (1982) Hepatic microsomal metabolism of 1,3-butadiene. Xenobiotica 12, 137-144.
    • (1982) Xenobiotica , vol.12 , pp. 137-144
    • Malvoisin, E.1    Roberfroid, M.2
  • 29
    • 0028092965 scopus 로고
    • Comparison of blood concentrations of 1,3-butadiene and butadiene epoxides in mice and rats exposed to 1,3-butadiene by inhalation
    • Himmelstein, M. W., Turner, M. J., Asgharian, B., and Bond, J. A. (1994) Comparison of blood concentrations of 1,3-butadiene and butadiene epoxides in mice and rats exposed to 1,3-butadiene by inhalation. Carcinogenesis 15, 1479-1486.
    • (1994) Carcinogenesis , vol.15 , pp. 1479-1486
    • Himmelstein, M.W.1    Turner, M.J.2    Asgharian, B.3    Bond, J.A.4
  • 30
    • 0029066987 scopus 로고
    • High concentrations of butadiene epoxides in livers and lungs of mice compared to rats exposed to 1,3-butadiene
    • Himmelstein, M. W., Asgharian, B., and Bond, J. A. (1995) High concentrations of butadiene epoxides in livers and lungs of mice compared to rats exposed to 1,3-butadiene. Toxicol. Appl. Pharmacol. 132, 281-288.
    • (1995) Toxicol. Appl. Pharmacol. , vol.132 , pp. 281-288
    • Himmelstein, M.W.1    Asgharian, B.2    Bond, J.A.3
  • 31
    • 0027467032 scopus 로고
    • A simplified methodology for quantitation of butadiene metabolites. Application to the study of 1,3-butadiene metabolism by rat liver microsomes
    • Cheng, X., and Ruth, J. A. (1993) A simplified methodology for quantitation of butadiene metabolites. Application to the study of 1,3-butadiene metabolism by rat liver microsomes. Drug Metab. Dispos. 21, 121-124.
    • (1993) Drug Metab. Dispos. , vol.21 , pp. 121-124
    • Cheng, X.1    Ruth, J.A.2
  • 33
    • 0031716137 scopus 로고    scopus 로고
    • Metabolism of 3-butene-1,2-diol in B6C3F1 mice. Evidence for involvement of alcohol dehydrogenase and cytochrome P450
    • Kemper, R. A., Elfarra, A. A., and Myers, S. R. (1998) Metabolism of 3-butene-1,2-diol in B6C3F1 mice. Evidence for involvement of alcohol dehydrogenase and cytochrome P450. Drug Metab. Dispos. 26, 914-920.
    • (1998) Drug Metab. Dispos. , vol.26 , pp. 914-920
    • Kemper, R.A.1    Elfarra, A.A.2    Myers, S.R.3
  • 34
    • 0030476283 scopus 로고    scopus 로고
    • The role of hydrolysis in the detoxification of 1,2:3,4-diepoxybutane by human, rat, and mouse liver and lung in vitro
    • Boogaard, P. J., and Bond, J. A. (1996) The role of hydrolysis in the detoxification of 1,2:3,4-diepoxybutane by human, rat, and mouse liver and lung in vitro. Toxicol. Appl. Pharmacol. 141, 617-627.
    • (1996) Toxicol. Appl. Pharmacol. , vol.141 , pp. 617-627
    • Boogaard, P.J.1    Bond, J.A.2
  • 36
    • 0027951237 scopus 로고
    • Mutagenicity of butadiene and its epoxide metabolites: I. Mutagenic potential of 1,2-epoxybutene, 1,2,3,4-diepoxybutane and 3,4-epoxy-1,2-butanediol in cultured human lymphoblasts
    • Cochrane, J. E., and Skopek, T. R. (1994) Mutagenicity of butadiene and its epoxide metabolites: I. Mutagenic potential of 1,2-epoxybutene, 1,2,3,4-diepoxybutane and 3,4-epoxy-1,2-butanediol in cultured human lymphoblasts. Carcinogenesis 15, 713-717.
    • (1994) Carcinogenesis , vol.15 , pp. 713-717
    • Cochrane, J.E.1    Skopek, T.R.2
  • 37
    • 0027509495 scopus 로고
    • Evaluation of DNA damage by alkaline elution technique after inhalation exposure of rats and mice to 1,3-butadiene
    • Vangala, R. R., Laib, R. J., and Bolt, H. M. (1993) Evaluation of DNA damage by alkaline elution technique after inhalation exposure of rats and mice to 1,3-butadiene. Arch. Toxicol. 67, 34-38.
    • (1993) Arch. Toxicol. , vol.67 , pp. 34-38
    • Vangala, R.R.1    Laib, R.J.2    Bolt, H.M.3
  • 38
    • 0025283069 scopus 로고
    • Detection of diepoxybutane-induced DNA-DNA cross-links by cesium trifluoracetate (CsTFA) density-gradient centrifugation
    • Ristau, C., Deutschmann, S., Laib, R. J., and Ottenwalder, H. (1990) Detection of diepoxybutane-induced DNA-DNA cross-links by cesium trifluoracetate (CsTFA) density-gradient centrifugation. Arch. Toxicol. 64, 343-344.
    • (1990) Arch. Toxicol. , vol.64 , pp. 343-344
    • Ristau, C.1    Deutschmann, S.2    Laib, R.J.3    Ottenwalder, H.4
  • 39
    • 0030756760 scopus 로고    scopus 로고
    • Comparison of the disposition of butadiene epoxides in Sprague-Dawley rats and B6C3F1 mice following a single and repeated exposures to 1,3-butadiene via inhalation
    • Thornton-Manning, J. R., Dahl, A. R., Bechtold, W. E., Griffith, W. C. J., and Henderson, R. F. (1997) Comparison of the disposition of butadiene epoxides in Sprague-Dawley rats and B6C3F1 mice following a single and repeated exposures to 1,3-butadiene via inhalation. Toxicology 123, 125-134.
    • (1997) Toxicology , vol.123 , pp. 125-134
    • Thornton-Manning, J.R.1    Dahl, A.R.2    Bechtold, W.E.3    Griffith, W.C.J.4    Henderson, R.F.5
  • 40
    • 0029116450 scopus 로고
    • Disposition of butadiene monoepoxide and butadiene diepoxide in various tissues of rats and mice following a low-level inhalation exposure to 1,3-butadiene
    • Thornton-Manning, J. R., Dahl, A. R., Bechtold, W. E., Griffith, W. C., Jr., and Henderson, R. F. (1995) Disposition of butadiene monoepoxide and butadiene diepoxide in various tissues of rats and mice following a low-level inhalation exposure to 1,3-butadiene. Carcinogenesis 16, 1723-1731.
    • (1995) Carcinogenesis , vol.16 , pp. 1723-1731
    • Thornton-Manning, J.R.1    Dahl, A.R.2    Bechtold, W.E.3    Griffith Jr., W.C.4    Henderson, R.F.5
  • 41
    • 0027793645 scopus 로고
    • Mutagenicity of 1,3-butadiene and its epoxide metabolites in human TK6 cells and in splenic T cells isolated from exposed B6C3F1 mice
    • Cochrane, J. E., and Skopek, T. R. (1993) Mutagenicity of 1,3-butadiene and its epoxide metabolites in human TK6 cells and in splenic T cells isolated from exposed B6C3F1 mice. IARC Sci. Publ. 127, 195-204.
    • (1993) IARC Sci. Publ. , vol.127 , pp. 195-204
    • Cochrane, J.E.1    Skopek, T.R.2
  • 42
    • 0028026138 scopus 로고
    • Mutagenicity of butadiene and its epoxide metabolites: II. Mutational spectra of butadiene, 1,2-epoxybutene and diepoxybutane at the hprt locus in splenic T cells from exposed B6C3F1 mice
    • Cochrane, J. E., and Skopek, T. R. (1994) Mutagenicity of butadiene and its epoxide metabolites: II. Mutational spectra of butadiene, 1,2-epoxybutene and diepoxybutane at the hprt locus in splenic T cells from exposed B6C3F1 mice. Carcinogenesis 15, 719-723.
    • (1994) Carcinogenesis , vol.15 , pp. 719-723
    • Cochrane, J.E.1    Skopek, T.R.2
  • 43
    • 0344258432 scopus 로고    scopus 로고
    • Molecular dosimetry of N-7 guanine adduct formation in mice and rats exposed to 1,3-butadiene
    • Koc, H., Tretyakova, N. Y., Walker, V. E., Henderson, R. F., and Swenberg, J. A. (1999) Molecular dosimetry of N-7 guanine adduct formation in mice and rats exposed to 1,3-butadiene. Chem. Res. Toxicol. 12, 566-574.
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 566-574
    • Koc, H.1    Tretyakova, N.Y.2    Walker, V.E.3    Henderson, R.F.4    Swenberg, J.A.5
  • 44
    • 0344349003 scopus 로고    scopus 로고
    • Butadiene diolepoxide- and diepoxybutane-derived DNA adducts at N7-guanine: A high occurrence of diolepoxide-derived adducts in mouse lung after 1,3-butadiene exposure
    • Koivisto, P., Kilpelainen, I., Rasanen, I., Adler, I. D., Pacchierotti, F., and Peltonen, K. (1999) Butadiene diolepoxide- and diepoxybutane-derived DNA adducts at N7-guanine: A high occurrence of diolepoxide-derived adducts in mouse lung after 1,3-butadiene exposure. Carcinogenesis 20, 1253-1259.
    • (1999) Carcinogenesis , vol.20 , pp. 1253-1259
    • Koivisto, P.1    Kilpelainen, I.2    Rasanen, I.3    Adler, I.D.4    Pacchierotti, F.5    Peltonen, K.6
  • 47
    • 0344349003 scopus 로고    scopus 로고
    • Butadiene diolepoxide- and diepoxybutane-derived DNA adducts at N7-guanine: A high occurrence of diolepoxide-derived adducts in mouse lung after 1,3-butadiene exposure
    • Koivisto, P., Kilpelainen, I., Rasanen, I., Adler, I. D., Pacchierotti, F., and Peltonen, K. (1999) Butadiene diolepoxide- and diepoxybutane-derived DNA adducts at N7-guanine: a high occurrence of diolepoxide-derived adducts in mouse lung after 1,3-butadiene exposure. Carcinogenesis 20, 1253-1259.
    • (1999) Carcinogenesis , vol.20 , pp. 1253-1259
    • Koivisto, P.1    Kilpelainen, I.2    Rasanen, I.3    Adler, I.D.4    Pacchierotti, F.5    Peltonen, K.6
  • 48
    • 0032976759 scopus 로고    scopus 로고
    • Persistence of N7-(2,3,4-trihydroxybutyl)guanine adducts in the livers of mice and rats exposed to 1,3-butadiene
    • Oe, T., Kambouris, S. J., Walker, V. E., Meng, Q., Recio, L., Wherli, S., Chaudhary, A. K., and Blair, I. A. (1999) Persistence of N7-(2,3,4- trihydroxybutyl)guanine adducts in the livers of mice and rats exposed to 1,3-butadiene. Chem. Res. Toxicol. 12, 247-257.
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 247-257
    • Oe, T.1    Kambouris, S.J.2    Walker, V.E.3    Meng, Q.4    Recio, L.5    Wherli, S.6    Chaudhary, A.K.7    Blair, I.A.8
  • 49
    • 0029662162 scopus 로고    scopus 로고
    • 6-adenosine adducts and N1-inosine adducts formed by the reaction of butadiene monoxide with adenosine: Evidence for the N1-adenosine adducts as major initial products
    • 6-adenosine adducts and N1-inosine adducts formed by the reaction of butadiene monoxide with adenosine: evidence for the N1-adenosine adducts as major initial products. Chem. Res. Toxicol. 9, 875-881.
    • (1996) Chem. Res. Toxicol. , vol.9 , pp. 875-881
    • Selzer, R.R.1    Elfarra, A.A.2
  • 50
    • 0031427595 scopus 로고    scopus 로고
    • Identification and quantitation of DNA adducts from calf thymus DNA exposed to 3,4-epoxy-1-butene
    • Tretyakova, N., Lin, Y., Sangaiah, R., Upton, P. B., and Swenberg, J. A. (1997) Identification and quantitation of DNA adducts from calf thymus DNA exposed to 3,4-epoxy-1-butene. Carcinogenesis 18, 137-147.
    • (1997) Carcinogenesis , vol.18 , pp. 137-147
    • Tretyakova, N.1    Lin, Y.2    Sangaiah, R.3    Upton, P.B.4    Swenberg, J.A.5
  • 51
    • 0030754684 scopus 로고    scopus 로고
    • Adenine adducts with diepoxybutane: Isolation and analysis in exposed calf thymus DNA
    • Tretyakova, N., Sangaiah, R., Yen, T. Y., Gold, A., and Swenberg, J. A. (1997) Adenine adducts with diepoxybutane: Isolation and analysis in exposed calf thymus DNA. Chem. Res. Toxicol. 10, 1171-1179.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1171-1179
    • Tretyakova, N.1    Sangaiah, R.2    Yen, T.Y.3    Gold, A.4    Swenberg, J.A.5
  • 52
    • 0033972858 scopus 로고    scopus 로고
    • Human DNA adducts of 1,3-butadiene, an important environmental carcinogen
    • Zhao, C., Vodicka, P., Sram, R. J., and Hemminki, K. (2000) Human DNA adducts of 1,3-butadiene, an important environmental carcinogen. Carcinogenesis 21, 107-111.
    • (2000) Carcinogenesis , vol.21 , pp. 107-111
    • Zhao, C.1    Vodicka, P.2    Sram, R.J.3    Hemminki, K.4
  • 55
    • 0033914650 scopus 로고    scopus 로고
    • Studies of the mechanisms of adduction of 2′-deoxyadenosine with styrene oxide and polycyclic aromatic hydrocarbon dihydrodiol epoxides
    • Kim, H. Y., Finneman, J. I., Harris, C. M., and Harris, T. M. (2000) Studies of the mechanisms of adduction of 2′-deoxyadenosine with styrene oxide and polycyclic aromatic hydrocarbon dihydrodiol epoxides. Chem. Res. Toxicol. 13, 625-637.
    • (2000) Chem. Res. Toxicol. , vol.13 , pp. 625-637
    • Kim, H.Y.1    Finneman, J.I.2    Harris, C.M.3    Harris, T.M.4
  • 56
    • 0030734877 scopus 로고    scopus 로고
    • Investigation of hydrolytic deamination of 1-(2-hydroxy-1-phenylethyl)- adenosine
    • Barlow, T., Ding, J., Vouros, P., and Dipple, A. (1997) Investigation of hydrolytic deamination of 1-(2-hydroxy-1-phenylethyl)-adenosine. Chem. Res. Toxicol. 10, 1247-1249.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1247-1249
    • Barlow, T.1    Ding, J.2    Vouros, P.3    Dipple, A.4
  • 57
    • 0031853489 scopus 로고    scopus 로고
    • Deamination and Dimroth rearrangement of deoxyadenosine-styrene oxide adducts in DNA
    • Barlow, T., Takeshita, J., and Dipple, A. (1998) Deamination and Dimroth rearrangement of deoxyadenosine-styrene oxide adducts in DNA. Chem. Res. Toxicol. 11, 838-845.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 838-845
    • Barlow, T.1    Takeshita, J.2    Dipple, A.3
  • 62
    • 0004337732 scopus 로고    scopus 로고
    • 6-adenyl)-styrene oxide adducts in an oligodeoxynucleotide containing the human N-ras codon 61 sequence
    • 6-adenyl)-styrene oxide adducts in an oligodeoxynucleotide containing the human N-ras codon 61 sequence. Magn. Reson. Chem. 34, S105-S114.
    • (1996) Magn. Reson. Chem. , vol.34
    • Stone, M.P.1    Feng, B.2
  • 63
    • 0035928795 scopus 로고    scopus 로고
    • 6-adenyl)-styrene oxide adducts are oriented in the major groove and show little perturbation to DNA structure
    • 6-adenyl)-styrene oxide adducts are oriented in the major groove and show little perturbation to DNA structure. Biochemistry 40, 9780-9791.
    • (2001) Biochemistry , vol.40 , pp. 9780-9791
    • Hennard, C.1    Finneman, J.2    Harris, C.M.3    Harris, T.M.4    Stone, M.P.5
  • 64
    • 0029156077 scopus 로고
    • 1H NMR using molecular dynamics restrained by nuclear Overhauser effects
    • 1H NMR using molecular dynamics restrained by nuclear Overhauser effects Chem. Res. Toxicol. 8, 821-832.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 821-832
    • Feng, B.1    Stone, M.P.2
  • 66
    • 0026951903 scopus 로고
    • Gradient-tailored excitation for single-quantum NMR spectroscopy of aqueous solutions
    • Piotto, M., Saudek, V., and Sklenar, V. (1992) Gradient-tailored excitation for single-quantum NMR spectroscopy of aqueous solutions. J. Biomol. NMR 6, 661-665.
    • (1992) J. Biomol. NMR , vol.6 , pp. 661-665
    • Piotto, M.1    Saudek, V.2    Sklenar, V.3
  • 70
    • 0000425457 scopus 로고
    • MARDIGRAS-A procedure for matrix analysis of relaxation for discerning geometry of an aqueous structure
    • Borgias, B. A., and James, T. L. (1990) MARDIGRAS-A procedure for matrix analysis of relaxation for discerning geometry of an aqueous structure. J. Magn. Reson. 87, 475-487.
    • (1990) J. Magn. Reson. , vol.87 , pp. 475-487
    • Borgias, B.A.1    James, T.L.2
  • 71
    • 0030117290 scopus 로고    scopus 로고
    • Correcting NOESY cross-peak intensities for partial relaxation effects enabling accurate distance information
    • Liu, H., Tonelli, M., and James, T. L. (1996) Correcting NOESY cross-peak intensities for partial relaxation effects enabling accurate distance information. J. Magn. Reson. B 111, 85-89.
    • (1996) J. Magn. Reson. B , vol.111 , pp. 85-89
    • Liu, H.1    Tonelli, M.2    James, T.L.3
  • 72
    • 0028892069 scopus 로고
    • How to generate accurate solution structures of double-helical nucleic acid fragments using nuclear magnetic resonance and restrained molecular dynamics
    • Schmitz, U., and James, T. L. (1995) How to generate accurate solution structures of double-helical nucleic acid fragments using nuclear magnetic resonance and restrained molecular dynamics. Methods Enzymol. 261, 3-44.
    • (1995) Methods Enzymol. , vol.261 , pp. 3-44
    • Schmitz, U.1    James, T.L.2
  • 73
    • 0023008905 scopus 로고
    • Application of molecular dynamics with interproton distance restraints to three-dimensional protein structure determination
    • Clore, G. M., Brunger, A. T., Karplus, M., and Gronenborn, A. M. (1986) Application of molecular dynamics with interproton distance restraints to three-dimensional protein structure determination. J. Mol. Biol. 191, 523-551.
    • (1986) J. Mol. Biol. , vol.191 , pp. 523-551
    • Clore, G.M.1    Brunger, A.T.2    Karplus, M.3    Gronenborn, A.M.4
  • 74
    • 33646940952 scopus 로고
    • Numerical integration of the Cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes
    • Ryckaert, J.-P., Ciccotti, G., and Berendsen, H. J. C. (1977) Numerical integration of the Cartesian equations of motion of a system with constraints: Molecular dynamics of n-alkanes. J. Comput. Phys. 23, 327-341.
    • (1977) J. Comput. Phys. , vol.23 , pp. 327-341
    • Ryckaert, J.-P.1    Ciccotti, G.2    Berendsen, H.J.C.3
  • 76
    • 0001053688 scopus 로고
    • A theoretical study of distance determination from NMR. Two-dimensional nuclear Overhauser effect spectra
    • Keepers, J. W., and James, T. L. (1984) A theoretical study of distance determination from NMR. Two-dimensional nuclear Overhauser effect spectra. J. Magn. Reson. 57, 404-426.
    • (1984) J. Magn. Reson. , vol.57 , pp. 404-426
    • Keepers, J.W.1    James, T.L.2
  • 77
    • 0023395002 scopus 로고
    • Sequence-specific assignments and their use in NMR studies of DNA structure
    • Reid, B. R. (1987) Sequence-specific assignments and their use in NMR studies of DNA structure. Q. Rev. Biophys. 20, 2-28.
    • (1987) Q. Rev. Biophys. , vol.20 , pp. 2-28
    • Reid, B.R.1
  • 78
    • 0023386995 scopus 로고
    • DNA and RNA: NMR studies of conformations and dynamics in solution
    • Patel, D. J., Shapiro, L., and Hare, D. (1987) DNA and RNA: NMR studies of conformations and dynamics in solution. Q. Rev. Biophys. 20, 35-112.
    • (1987) Q. Rev. Biophys. , vol.20 , pp. 35-112
    • Patel, D.J.1    Shapiro, L.2    Hare, D.3
  • 79
    • 0000146208 scopus 로고
    • 1H NMR spectra of oligonucleotides by two-dimensional NMR spectroscopy. Application to a lac operator fragment
    • 1H NMR spectra of oligonucleotides by two-dimensional NMR spectroscopy. Application to a lac operator fragment. J. Magn. Reson. 62, 378-386.
    • (1985) J. Magn. Reson. , vol.62 , pp. 378-386
    • Boelens, R.1    Scheek, R.M.2    Dijkstra, K.3    Kaptein, R.4
  • 81
    • 44949280676 scopus 로고
    • Band-selective radio frequency pulses
    • Geen, H., and Freeman, R. (1991) Band-selective radio frequency pulses. J. Magn. Reson. 93, 93-141.
    • (1991) J. Magn. Reson. , vol.93 , pp. 93-141
    • Geen, H.1    Freeman, R.2
  • 84
    • 0028939633 scopus 로고
    • The efficiency of translesion synthesis past single styrene oxide DNA adducts in vitro is polymerase-specific
    • Latham, G. J., Harris, C. M., Harris, T. M., and Lloyd, R. S. (1995) The efficiency of translesion synthesis past single styrene oxide DNA adducts in vitro is polymerase-specific. Chem. Res. Toxicol. 8, 422-430.
    • (1995) Chem. Res. Toxicol. , vol.8 , pp. 422-430
    • Latham, G.J.1    Harris, C.M.2    Harris, T.M.3    Lloyd, R.S.4
  • 87
    • 0032564393 scopus 로고    scopus 로고
    • Multiple conformations of an intercalated (-)-(7S,8R,9S,-10R)-N6-[10-(7, 8,9,10-tetrahydrobenzo[a]pyrenyl)]-2′-deoxyadenosyl adduct in the N-ras codon 61 sequence
    • Zegar, I. S., Chary, P., Jabil, R. J., Tamura, P. J., Johansen, T. N., Lloyd, R. S., Harris, C. M., Harris, T. M., and Stone, M. P. (1998) Multiple conformations of an intercalated (-)-(7S,8R,9S,-10R)-N6-[10-(7,8,9,10- tetrahydrobenzo[a]pyrenyl)]-2′-deoxyadenosyl adduct in the N-ras codon 61 sequence. Biochemistry 37, 16516-16528.
    • (1998) Biochemistry , vol.37 , pp. 16516-16528
    • Zegar, I.S.1    Chary, P.2    Jabil, R.J.3    Tamura, P.J.4    Johansen, T.N.5    Lloyd, R.S.6    Harris, C.M.7    Harris, T.M.8    Stone, M.P.9
  • 89
    • 0033539494 scopus 로고    scopus 로고
    • Role of a polycyclic aromatic hydrocarbon bay region ring in modulating DNA adduct structure: The nonbay region (8S,9R,10S,11R)-N6-[11-(8,9,10,11- tetrahydro-8,9,10-tri-hydroxybenz[a]anthracenyl)]-2′-deoxyadenosyl adduct in codon 61 of the human N-ras protooncogene
    • Li, Z., Kim, H. Y., Tamura, P. J., Harris, C. M., Harris, T. M., and Stone, M. P. (1999) Role of a polycyclic aromatic hydrocarbon bay region ring in modulating DNA adduct structure: The nonbay region (8S,9R,10S,11R)-N6-[11-(8,9, 10,11-tetrahydro-8,9,10-tri-hydroxybenz[a]anthracenyl)]-2′-deoxyadenosyl adduct in codon 61 of the human N-ras protooncogene. Biochemistry 38, 14820-14832.
    • (1999) Biochemistry , vol.38 , pp. 14820-14832
    • Li, Z.1    Kim, H.Y.2    Tamura, P.J.3    Harris, C.M.4    Harris, T.M.5    Stone, M.P.6
  • 90
    • 0035849508 scopus 로고    scopus 로고
    • 6-[1-(1,2,3,4-tetrahydro- 2,3,4-trihydroxybenz[a]anthracenyl)]-2′-deoxyadenosyl adduct in the N-ras codon 61 sequence: DNA sequence effects
    • 6-[1-(1, 2,3,4-tetrahydro-2,3,4-trihydroxybenz[a]anthracenyl)]-2′-deoxyadenosyl adduct in the N-ras codon 61 sequence: DNA sequence effects. Biochemistry 40, 6743-6755.
    • (2001) Biochemistry , vol.40 , pp. 6743-6755
    • Li, Z.1    Tamura, P.J.2    Wilkinson, A.S.3    Harris, C.M.4    Harris, T.M.5    Stone, M.P.6
  • 91
    • 0031041812 scopus 로고    scopus 로고
    • NMR solution structures of stereoiso-meric covalent polycyclic aromatic carcinogen-DNA adducts: Principles, patterns and diversity
    • Geacintov, N. E., Cosman, M., Hingerty, B. E., Amin, S., Broyde, S., and Patel, D. J. (1997) NMR solution structures of stereoiso-meric covalent polycyclic aromatic carcinogen-DNA adducts: Principles, patterns and diversity. Chem. Res. Toxicol. 10, 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
  • 92
    • 0033537694 scopus 로고    scopus 로고
    • 6-[1-benz[a] anthracenyl]-2′-deoxyadenosyl adduct in an oligodeoxynucleotide containing the human N-ras codon 61 sequence
    • 6-[1-benz[a]anthracenyl]-2′-deoxyadenosyl adduct in an oligodeoxynucleotide containing the human N-ras codon 61 sequence. Biochemistry 38, 2969-2981.
    • (1999) Biochemistry , vol.38 , pp. 2969-2981
    • Li, Z.1    Mao, H.2    Kim, H.Y.3    Tamura, P.J.4    Harris, C.M.5    Harris, T.M.6    Stone, M.P.7
  • 93
    • 0033578345 scopus 로고    scopus 로고
    • Solution structure of the (+)-cis-anti-benzo[a]pyrene-dA ([BP]dA) adduct opposite dT in a DNA duplex
    • Mao, B., Gu, Z., Gorin, A., Chen, J., Hingerty, B. E., Amin, S., Broyde, S., Geacintov, N. E., and Patel, D. J. (1999) Solution structure of the (+)-cis-anti-benzo[a]pyrene-dA ([BP]dA) adduct opposite dT in a DNA duplex. Biochemistry 38, 10831-10842.
    • (1999) Biochemistry , vol.38 , pp. 10831-10842
    • Mao, B.1    Gu, Z.2    Gorin, A.3    Chen, J.4    Hingerty, B.E.5    Amin, S.6    Broyde, S.7    Geacintov, N.E.8    Patel, D.J.9
  • 96
    • 0031466608 scopus 로고    scopus 로고
    • Lack of correlation between in vitro and in vivo replication of precisely defined benz-a-anthracene adducted DNAs
    • McNees, A. G., O'Donnell, M., Horton, P. H., Kim, H. Y., Kim, S. J., Harris, C. M., Harris, T. M., and Lloyd, R. S. (1997) Lack of correlation between in vitro and in vivo replication of precisely defined benz-a-anthracene adducted DNAs. J. Biol. Chem. 272, 33211-33219.
    • (1997) J. Biol. Chem. , vol.272 , pp. 33211-33219
    • McNees, A.G.1    O'Donnell, M.2    Horton, P.H.3    Kim, H.Y.4    Kim, S.J.5    Harris, C.M.6    Harris, T.M.7    Lloyd, R.S.8
  • 97
    • 0034151341 scopus 로고    scopus 로고
    • 1,3-Butadiene: Cancer, mutations, and adducts. Part II: Roles of two metabolites of 1,3-butadiene in mediating its in vivo genotoxicity
    • Recio, L., Saranko, C. J., and Steen, A. M. (2000) 1,3-butadiene: Cancer, mutations, and adducts. Part II: Roles of two metabolites of 1,3-butadiene in mediating its in vivo genotoxicity. Res. Rep. Health Eff. Inst. 92, 49-87.
    • (2000) Res. Rep. Health Eff. Inst. , vol.92 , pp. 49-87
    • Recio, L.1    Saranko, C.J.2    Steen, A.M.3
  • 98
    • 0035369995 scopus 로고    scopus 로고
    • Mutational spectrum of 1,3-butadiene and metabolites 1,2-epoxybutene and 1,2,3,4-diepoxybutane to assess mutagenic mechanisms
    • Recio, L., Steen, A. M., Pluta, L. J., Meyer, K. G., and Saranko, C. J. (2001) Mutational spectrum of 1,3-butadiene and metabolites 1,2-epoxybutene and 1,2,3,4-diepoxybutane to assess mutagenic mechanisms. Chem.-Biol. Interact. 135-136, 325-341.
    • (2001) Chem.-Biol. Interact. , vol.135-136 , pp. 325-341
    • Recio, L.1    Steen, A.M.2    Pluta, L.J.3    Meyer, K.G.4    Saranko, C.J.5
  • 99
    • 0028181694 scopus 로고
    • Molecular analysis of lacI mutants from bone marrow of B6C3F1 transgenic mice following inhalation exposure to 1,3-butadiene
    • Sisk, S. C., Pluta, L. J., Bond, J. A., and Recio, L. (1994) Molecular analysis of lacI mutants from bone marrow of B6C3F1 transgenic mice following inhalation exposure to 1,3-butadiene. Carcinogenesis 15, 471-477.
    • (1994) Carcinogenesis , vol.15 , pp. 471-477
    • Sisk, S.C.1    Pluta, L.J.2    Bond, J.A.3    Recio, L.4
  • 100
    • 0029146891 scopus 로고
    • Increased frequency of mutations at A:T base pairs in the bone marrow of B6C3F1 laci transgenic mice exposed to 1,3-butadiene
    • Recio, L., and Meyer, K. G. (1995) Increased frequency of mutations at A:T base pairs in the bone marrow of B6C3F1 laci transgenic mice exposed to 1,3-butadiene. Environ. Mol. Mutagen. 26, 1-8.
    • (1995) Environ. Mol. Mutagen. , vol.26 , pp. 1-8
    • Recio, L.1    Meyer, K.G.2
  • 101
    • 0030961941 scopus 로고    scopus 로고
    • Analysis of hprt mutations occurring in human TK6 lymphoblastoid cells following exposure to 1,2,3,4-diepoxybutane
    • Steen, A. M., Meyer, K. G., and Recio, L. (1997) Analysis of hprt mutations occurring in human TK6 lymphoblastoid cells following exposure to 1,2,3,4-diepoxybutane. Mutagenesis 12, 61-67.
    • (1997) Mutagenesis , vol.12 , pp. 61-67
    • Steen, A.M.1    Meyer, K.G.2    Recio, L.3
  • 102
    • 0028043929 scopus 로고
    • Activation of H-ras is prevalent in 1,3-butadiene-induced and spontaneously occurring murine Harderian gland tumors
    • Goodrow, T. L., Nichols, W. W., Storer, R. D., Anderson, M. W., and Maronpot, R. R. (1994) Activation of H-ras is prevalent in 1,3-butadiene-induced and spontaneously occurring murine Harderian gland tumors. Carcinogenesis 15, 2665-2667.
    • (1994) Carcinogenesis , vol.15 , pp. 2665-2667
    • Goodrow, T.L.1    Nichols, W.W.2    Storer, R.D.3    Anderson, M.W.4    Maronpot, R.R.5
  • 105
    • 0032907873 scopus 로고    scopus 로고
    • In vitro reactions of butadiene monoxide with single- and double-stranded DNA: Characterization and quantitation of several purine and pyrimidine adducts
    • Selzer, R. R., and Elfarra, A. A. (1999) In vitro reactions of butadiene monoxide with single- and double-stranded DNA: Characterization and quantitation of several purine and pyrimidine adducts. Carcinogenesis 20, 285-292.
    • (1999) Carcinogenesis , vol.20 , pp. 285-292
    • Selzer, R.R.1    Elfarra, A.A.2
  • 106
    • 0032952418 scopus 로고    scopus 로고
    • Discrimination between genotoxicity and cytotoxicity for the induction of DNA double-strand breaks in cells treated with aldehydes and diepoxides
    • Vock, E. H., Lutz, W. K., Ilinskaya, O., and Vamvakas, S. (1999) Discrimination between genotoxicity and cytotoxicity for the induction of DNA double-strand breaks in cells treated with aldehydes and diepoxides. Mutat. Res. 441, 85-93.
    • (1999) Mutat. Res. , vol.441 , pp. 85-93
    • Vock, E.H.1    Lutz, W.K.2    Ilinskaya, O.3    Vamvakas, S.4
  • 107
    • 0032841055 scopus 로고    scopus 로고
    • Mutagenicity of 1,3-butadiene at the Hprt locus of T-lymphocytes following inhalation exposures of female mice and rats
    • Meng, Q., Henderson, R. F., Chen, T., Heflich, R. H., Walker, D. M., Bauer, M. J., Reilly, A. A., and Walker, V. E. (1999) Mutagenicity of 1,3-butadiene at the Hprt locus of T-lymphocytes following inhalation exposures of female mice and rats. Mutat. Res. 429, 107-125.
    • (1999) Mutat. Res. , vol.429 , pp. 107-125
    • Meng, Q.1    Henderson, R.F.2    Chen, T.3    Heflich, R.H.4    Walker, D.M.5    Bauer, M.J.6    Reilly, A.A.7    Walker, V.E.8
  • 108
    • 0014202447 scopus 로고
    • Interstrand cross-linking of DNA by difunctional alkylating agents
    • Lawley, P. D., and Brookes, P. (1967) Interstrand cross-linking of DNA by difunctional alkylating agents. J. Mol. Biol. 25, 143-160.
    • (1967) J. Mol. Biol. , vol.25 , pp. 143-160
    • Lawley, P.D.1    Brookes, P.2


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