메뉴 건너뛰기




Volumn 27, Issue 3, 2014, Pages 443-453

Systems toxicology approach to understand the kinetics of benzo(a)pyrene uptake, biotransformation, and dna adduct formation in a liver cell model

Author keywords

[No Author keywords available]

Indexed keywords

BENZO[A]PYRENE; CYTOCHROME P450 1A; TRANSCRIPTOME;

EID: 84896378471     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx400446q     Document Type: Article
Times cited : (38)

References (51)
  • 1
    • 0006000333 scopus 로고
    • The identification of a carcinogenic compound in coal-tar
    • Kennaway, E. (1955) The identification of a carcinogenic compound in coal-tar Br. Med. J. 24, 749-752
    • (1955) Br. Med. J. , vol.24 , pp. 749-752
    • Kennaway, E.1
  • 2
    • 0016328890 scopus 로고
    • Metabolic activation of benzo(a)pyrene proceeds by a diol-epoxide
    • Sims, P., Grover, P. L., Swaisland, A., Pal, K., and Hewer, A. (1974) Metabolic activation of benzo(a)pyrene proceeds by a diol-epoxide Nature 252, 326-328
    • (1974) Nature , vol.252 , pp. 326-328
    • Sims, P.1    Grover, P.L.2    Swaisland, A.3    Pal, K.4    Hewer, A.5
  • 3
    • 0029861681 scopus 로고    scopus 로고
    • Disposition and biological activity of benzo[a]pyrene-7,8-dione. A genotoxic metabolite generated by dihydrodiol dehydrogenase
    • Flowers, L., Bleczinski, W. F., Burczynski, M. E., Harvey, R. G., and Penning, T. M. (1996) Disposition and biological activity of benzo[a]pyrene-7,8-dione. A genotoxic metabolite generated by dihydrodiol dehydrogenase Biochemistry 35, 13664-13672
    • (1996) Biochemistry , vol.35 , pp. 13664-13672
    • Flowers, L.1    Bleczinski, W.F.2    Burczynski, M.E.3    Harvey, R.G.4    Penning, T.M.5
  • 4
    • 0031041812 scopus 로고    scopus 로고
    • NMR solution structures of stereoisometric covalent polycyclic aromatic carcinogen-DNA adduct: 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 stereoisometric covalent polycyclic aromatic carcinogen-DNA adduct: 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
  • 5
    • 0029012640 scopus 로고
    • Identification and quantitation of dibenzo[a,l]pyrene-DNA adducts formed by rat-liver microsomes in-vitro - Preponderance of depurinating adducts
    • Li, K. M., Todorovic, R., Rogan, E. G., Cavalieri, E. L., Ariese, F., Suh, M., Jankowiak, R., and Small, G. J. (1995) Identification and quantitation of dibenzo[a,l]pyrene-DNA adducts formed by rat-liver microsomes in-vitro-preponderance of depurinating adducts Biochemistry 34, 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
  • 6
    • 0032937593 scopus 로고    scopus 로고
    • Dihydrodiol dehydrogenases and polycyclic aromatic hydrocarbon activation: Generation of reactive and redox active o-quinones
    • Penning, T. M., Burczynski, M. E., Hung, C. F., McCoull, K. D., Palackal, N. T., and Tsuruda, L. S. (1999) Dihydrodiol dehydrogenases and polycyclic aromatic hydrocarbon activation: Generation of reactive and redox active o-quinones Chem. Res. Toxicol. 12, 1-18
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 1-18
    • Penning, T.M.1    Burczynski, M.E.2    Hung, C.F.3    McCoull, K.D.4    Palackal, N.T.5    Tsuruda, L.S.6
  • 7
    • 0030610081 scopus 로고    scopus 로고
    • The major, N2-dG adduct of (+)-anti-B[a]PDE shows a dramatically different mutagenic specificity (predominantly, G → A) in a 5′-CGT-3′ sequence context
    • Shukla, R., Liu, T., Geacintov, N. E., and Loechler, E. L. (1997) The major, N2-dG adduct of (+)-anti-B[a]PDE shows a dramatically different mutagenic specificity (predominantly, G → A) in a 5′-CGT-3′ sequence context Biochemistry 36, 10256-10261
    • (1997) Biochemistry , vol.36 , pp. 10256-10261
    • Shukla, R.1    Liu, T.2    Geacintov, N.E.3    Loechler, E.L.4
  • 8
    • 70349904300 scopus 로고    scopus 로고
    • Differential induction of CYP1A1 and CYP1B1 by benzo[a]pyrene in oral squamous cell carcinoma cell lines and by tobacco smoking in oral mucosa
    • Chi, A. C., Appleton, K., Henriod, J. B., Krayer, J. W., Marlow, N. M., Bandyopadhyay, D., Sigmon, R. C., and Kurtz, D. T. (2009) Differential induction of CYP1A1 and CYP1B1 by benzo[a]pyrene in oral squamous cell carcinoma cell lines and by tobacco smoking in oral mucosa Oral Oncol. 45, 980-985
    • (2009) Oral Oncol. , vol.45 , pp. 980-985
    • Chi, A.C.1    Appleton, K.2    Henriod, J.B.3    Krayer, J.W.4    Marlow, N.M.5    Bandyopadhyay, D.6    Sigmon, R.C.7    Kurtz, D.T.8
  • 10
    • 84863620704 scopus 로고    scopus 로고
    • Correlation between base-excision repair gene polymorphisms and levels of in-vitro BPDE-induced DNA adducts in cultured peripheral blood lymphocytes
    • Yu, H. P., Zhao, H., Wang, L. E., Liu, Z. S., Li, D. H., and Wei, Q. Y. (2012) Correlation between base-excision repair gene polymorphisms and levels of in-vitro BPDE-induced DNA adducts in cultured peripheral blood lymphocytes PLoS One 7, e40131
    • (2012) PLoS One , vol.7 , pp. 40131
    • Yu, H.P.1    Zhao, H.2    Wang, L.E.3    Liu, Z.S.4    Li, D.H.5    Wei, Q.Y.6
  • 11
    • 56749157389 scopus 로고    scopus 로고
    • Transcription-coupled DNA repair: Two decades of progress and surprises
    • Hanawalt, P. C. and Spivak, G. (2008) Transcription-coupled DNA repair: two decades of progress and surprises Nat. Rev. Mol. Cell Biol. 9, 958-970
    • (2008) Nat. Rev. Mol. Cell Biol. , vol.9 , pp. 958-970
    • Hanawalt, P.C.1    Spivak, G.2
  • 12
    • 11144357255 scopus 로고    scopus 로고
    • Cellular machineries for chromosomal DNA repair
    • Peterson, C. L. and Cote, J. (2004) Cellular machineries for chromosomal DNA repair Gene Dev. 18, 602-616
    • (2004) Gene Dev. , vol.18 , pp. 602-616
    • Peterson, C.L.1    Cote, J.2
  • 13
    • 63449118032 scopus 로고    scopus 로고
    • Influence of aryl hydrocarbon- (Ah) receptor and genotoxins on DNA repair gene expression and cell survival of mouse hepatoma cells
    • Schreck, I., Chudziak, D., Schneider, S., Seidel, A., Platt, K. L., Oesch, F., and Weiss, C. (2009) Influence of aryl hydrocarbon- (Ah) receptor and genotoxins on DNA repair gene expression and cell survival of mouse hepatoma cells Toxicology 259, 91-96
    • (2009) Toxicology , vol.259 , pp. 91-96
    • Schreck, I.1    Chudziak, D.2    Schneider, S.3    Seidel, A.4    Platt, K.L.5    Oesch, F.6    Weiss, C.7
  • 14
    • 0020031585 scopus 로고
    • Metabolism of benzo(a)pyrene by human epithelial and fibroblastic cells: Metabolite patterns and DNA adduct formation
    • Bartley, J., Bartholomew, J. C., and Stampfer, M. R. (1982) Metabolism of benzo(a)pyrene by human epithelial and fibroblastic cells: metabolite patterns and DNA adduct formation J. Cell. Biochem. 18, 135-148
    • (1982) J. Cell. Biochem. , vol.18 , pp. 135-148
    • Bartley, J.1    Bartholomew, J.C.2    Stampfer, M.R.3
  • 15
    • 0025082026 scopus 로고
    • Microspectrofluorimetric study of the kinetics of cellular uptake and metabolization of benzo(a)pyrene in human T 47D mammary tumor cells: Evidence for cytochrome P1450 induction
    • Sureau, F., Chinsky, L., Duquesne, M., Laigle, A., Turpin, P. Y., Amirand, C., Ballini, J. P., and Vigny, P. (1990) Microspectrofluorimetric study of the kinetics of cellular uptake and metabolization of benzo(a)pyrene in human T 47D mammary tumor cells: evidence for cytochrome P1450 induction Eur. Biophys. J. 18, 301-307
    • (1990) Eur. Biophys. J. , vol.18 , pp. 301-307
    • Sureau, F.1    Chinsky, L.2    Duquesne, M.3    Laigle, A.4    Turpin, P.Y.5    Amirand, C.6    Ballini, J.P.7    Vigny, P.8
  • 18
    • 1842309184 scopus 로고
    • Single-step selection of clones of a mouse hepatoma line deficient in aryl hydrocarbon hydroxylase
    • Hankinson, O. (1979) Single-step selection of clones of a mouse hepatoma line deficient in aryl hydrocarbon hydroxylase Proc. Natl. Acad. Sci. U.S.A. 76, 373-376
    • (1979) Proc. Natl. Acad. Sci. U.S.A. , vol.76 , pp. 373-376
    • Hankinson, O.1
  • 19
    • 26444554598 scopus 로고    scopus 로고
    • Comparative microarray analysis of basal gene expression in mouse hepa-1c1c7 wild-type and mutant cell lines
    • Fong, C. J., Burgoon, L. D., and Zacharewski, T. R. (2005) Comparative microarray analysis of basal gene expression in mouse hepa-1c1c7 wild-type and mutant cell lines Toxicol. Sci. 86, 342-353
    • (2005) Toxicol. Sci. , vol.86 , pp. 342-353
    • Fong, C.J.1    Burgoon, L.D.2    Zacharewski, T.R.3
  • 20
    • 0029963257 scopus 로고    scopus 로고
    • The aromatic hydrocarbon receptor modulates the Hepa 1c1c7 cell cycle and differentiated state independently of dioxin
    • Ma, Q. and Whitlock, J. P. (1996) The aromatic hydrocarbon receptor modulates the Hepa 1c1c7 cell cycle and differentiated state independently of dioxin Mol. Cell. Biol. 16, 2144-2150
    • (1996) Mol. Cell. Biol. , vol.16 , pp. 2144-2150
    • Ma, Q.1    Whitlock, J.P.2
  • 21
    • 0030751810 scopus 로고    scopus 로고
    • Determination of aryl hydrocarbon receptor nuclear translocator protein concentration and subcellular localization in hepatic and nonhepatic cell culture lines: Development of quantitative western blotting protocols for calculation of aryl hydrocarbon receptor and aryl hydrocarbon receptor nuclear translocator protein in total cell lysates
    • Holmes, J. L. and Pollenz, R. S. (1997) Determination of aryl hydrocarbon receptor nuclear translocator protein concentration and subcellular localization in hepatic and nonhepatic cell culture lines: Development of quantitative western blotting protocols for calculation of aryl hydrocarbon receptor and aryl hydrocarbon receptor nuclear translocator protein in total cell lysates Mol. Pharmacol. 52, 202-211
    • (1997) Mol. Pharmacol. , vol.52 , pp. 202-211
    • Holmes, J.L.1    Pollenz, R.S.2
  • 22
    • 37549056619 scopus 로고    scopus 로고
    • DNA digestion to deoxyribonucleoside: A simplified one-step procedure
    • Quinlivan, E. P. and Gregory, J. F., III. (2008) DNA digestion to deoxyribonucleoside: a simplified one-step procedure Anal. Biochem. 373, 383-385
    • (2008) Anal. Biochem. , vol.373 , pp. 383-385
    • Quinlivan, E.P.1    Gregory III, J.F.2
  • 23
    • 84855199947 scopus 로고    scopus 로고
    • R Development Core Team (), R Foundation for Statistical Computing, Vienna, Austria. ISBN 3-900051-07-0.
    • Team, R. D. C. R Development Core Team (2013) R: A language and environment for statistical computing, R Foundation for Statistical Computing, Vienna, Austria. ISBN 3-900051-07-0.
    • (2013) R: A Language and Environment for Statistical Computing
    • Team, R.D.C.1
  • 24
    • 77953156810 scopus 로고    scopus 로고
    • Inverse modelling, sensitivity and monte carlo analysis in R using package FME
    • Soetaert, K. and Petzoldt, T. (2010) Inverse modelling, sensitivity and monte carlo analysis in R using package FME J. Stat. Software 33, 1-28
    • (2010) J. Stat. Software , vol.33 , pp. 1-28
    • Soetaert, K.1    Petzoldt, T.2
  • 26
    • 0027943307 scopus 로고
    • Simultaneous measurement of cytochrome P4501A catalytic activity and total protein concentration with a fluorescence plate reader
    • Kennedy, S. W. and Jones, S. P. (1994) Simultaneous measurement of cytochrome P4501A catalytic activity and total protein concentration with a fluorescence plate reader Anal. Biochem. 222, 217-223
    • (1994) Anal. Biochem. , vol.222 , pp. 217-223
    • Kennedy, S.W.1    Jones, S.P.2
  • 27
    • 0032832442 scopus 로고    scopus 로고
    • Ability of polycyclic aromatic hydrocarbons to induce 7-ethoxyresorufin-o-deethylase activity in a trout liver cell line
    • Bols, N. C., Schirmer, K., Heikkila, E. M., Greenberg, B. M., and Dixon, D. G. (1999) Ability of polycyclic aromatic hydrocarbons to induce 7-ethoxyresorufin-o-deethylase activity in a trout liver cell line Ecotoxicol. Environ. Saf. 44, 118-128
    • (1999) Ecotoxicol. Environ. Saf. , vol.44 , pp. 118-128
    • Bols, N.C.1    Schirmer, K.2    Heikkila, E.M.3    Greenberg, B.M.4    Dixon, D.G.5
  • 29
    • 4544341015 scopus 로고    scopus 로고
    • Linear models and empirical bayes methods for assessing differential expression in microarray experiments
    • Smyth, G. K. (2004) Linear models and empirical bayes methods for assessing differential expression in microarray experiments Stat. Appl. Genet. Mol. 3, Article3
    • (2004) Stat. Appl. Genet. Mol. , vol.3 , pp. 3
    • Smyth, G.K.1
  • 30
    • 79955370604 scopus 로고    scopus 로고
    • DIGE-based protein expression analysis of BaP-exposed hepatoma cells reveals a complex stress response including alterations in oxidative stress, cell cycle control, and cytoskeleton motility at toxic and subacute concentrations
    • Dautel, F., Kalkhof, S., Trump, S., Michaelson, J., Beyer, A., Lehmann, I., and von Bergen, M. (2011) DIGE-based protein expression analysis of BaP-exposed hepatoma cells reveals a complex stress response including alterations in oxidative stress, cell cycle control, and cytoskeleton motility at toxic and subacute concentrations J. Proteome Res. 10, 379-393
    • (2011) J. Proteome Res. , vol.10 , pp. 379-393
    • Dautel, F.1    Kalkhof, S.2    Trump, S.3    Michaelson, J.4    Beyer, A.5    Lehmann, I.6    Von Bergen, M.7
  • 31
    • 0030828549 scopus 로고    scopus 로고
    • Biological monitoring and biochemical effect monitoring of exposure to polycyclic aromatic hydrocarbons
    • Angerer, J., Mannschreck, C., and Gundel, J. (1997) Biological monitoring and biochemical effect monitoring of exposure to polycyclic aromatic hydrocarbons Int. Arch. Occup. Environ. Health 70, 365-377
    • (1997) Int. Arch. Occup. Environ. Health , vol.70 , pp. 365-377
    • Angerer, J.1    Mannschreck, C.2    Gundel, J.3
  • 32
    • 0036667367 scopus 로고    scopus 로고
    • Characterization of calcium oscillations in normal and benzo(a)pyrene-treated clone 9 cells
    • Barhoumi, R., Mouneimne, Y., Awooda, I., Safe, H. S., Donnelly, K. C., and Burghardt, R.C. (2002) Characterization of calcium oscillations in normal and benzo(a)pyrene-treated clone 9 cells Toxicol. Sci. 68, 444-450
    • (2002) Toxicol. Sci. , vol.68 , pp. 444-450
    • Barhoumi, R.1    Mouneimne, Y.2    Awooda, I.3    Safe, H.S.4    Donnelly, K.C.5    Burghardt, R.C.6
  • 33
    • 33750595636 scopus 로고    scopus 로고
    • Time- and concentration-dependent changes in gene expression induced by benzo(a)pyrene in two human cell lines, MCF-7 and HepG2
    • Hockley, S. L., Arlt, V. M., Brewer, D., Giddings, I., and Phillips, D. H. (2006) Time- and concentration-dependent changes in gene expression induced by benzo(a)pyrene in two human cell lines, MCF-7 and HepG2. BMC Genomics 7.
    • (2006) BMC Genomics , vol.7
    • Hockley, S.L.1    Arlt, V.M.2    Brewer, D.3    Giddings, I.4    Phillips, D.H.5
  • 34
    • 84055213078 scopus 로고    scopus 로고
    • Serum albumin binding of structurally diverse neutral organic compounds: Data and models
    • Endo, S. and Goss, K.-U. (2011) Serum albumin binding of structurally diverse neutral organic compounds: data and models Chem. Res. Toxicol. 24, 2293-2301
    • (2011) Chem. Res. Toxicol. , vol.24 , pp. 2293-2301
    • Endo, S.1    Goss, K.-U.2
  • 35
    • 0030988744 scopus 로고    scopus 로고
    • Methodology for demonstrating and measuring the photocytotoxicity of fluoranthene to fish cells in culture
    • Schirmer, K., Chan, A. G., Greenberg, B. M., Dixon, D. G., and Bols, N. C. (1997) Methodology for demonstrating and measuring the photocytotoxicity of fluoranthene to fish cells in culture Toxicol. in Vitro 11, 107-119
    • (1997) Toxicol. in Vitro , vol.11 , pp. 107-119
    • Schirmer, K.1    Chan, A.G.2    Greenberg, B.M.3    Dixon, D.G.4    Bols, N.C.5
  • 36
    • 33745869995 scopus 로고    scopus 로고
    • Development of a solvent-free, solid-phase in vitro bioassay using vertebrate cells
    • Bopp, S. K., Bols, N. C., and Schirmer, K. (2006) Development of a solvent-free, solid-phase in vitro bioassay using vertebrate cells Environ. Toxicol. Chem. 25, 1390-1398
    • (2006) Environ. Toxicol. Chem. , vol.25 , pp. 1390-1398
    • Bopp, S.K.1    Bols, N.C.2    Schirmer, K.3
  • 37
    • 0033956083 scopus 로고    scopus 로고
    • Serum alters the uptake and relative potencies of halogenated aromatic hydrocarbons in cell culture bioassays
    • Hestermann, E. V., Stegeman, J. J., and Hahn, M. E. (2000) Serum alters the uptake and relative potencies of halogenated aromatic hydrocarbons in cell culture bioassays Toxicol. Sci. 53, 316-325
    • (2000) Toxicol. Sci. , vol.53 , pp. 316-325
    • Hestermann, E.V.1    Stegeman, J.J.2    Hahn, M.E.3
  • 39
    • 84859736499 scopus 로고    scopus 로고
    • Quantifying processes determining the free concentration of phenanthrene in basal cytotoxicity assays
    • Kramer, N. I., Krismartina, M., Rico-Rico, A., Blaauboer, B. J., and Hermens, J. L. M. (2012) Quantifying processes determining the free concentration of phenanthrene in basal cytotoxicity assays Chem. Res. Toxicol. 25, 436-445
    • (2012) Chem. Res. Toxicol. , vol.25 , pp. 436-445
    • Kramer, N.I.1    Krismartina, M.2    Rico-Rico, A.3    Blaauboer, B.J.4    Hermens, J.L.M.5
  • 41
    • 0014028464 scopus 로고
    • Role of lysosomes and of cell membranes in photosensitization
    • Allison, A. C., Magnus, I. A., and Young, M. R. (1966) Role of lysosomes and of cell membranes in photosensitization Nature 209, 874-878
    • (1966) Nature , vol.209 , pp. 874-878
    • Allison, A.C.1    Magnus, I.A.2    Young, M.R.3
  • 42
    • 17644373794 scopus 로고    scopus 로고
    • Differential removal of DNA adducts derived from anti-diol epoxides of dibenzo[a,l]pyrene and benzo[a]pyrene in human cells
    • Dreij, K., Seidel, A., and Jernström, B. (2005) Differential removal of DNA adducts derived from anti-diol epoxides of dibenzo[a,l]pyrene and benzo[a]pyrene in human cells Chem. Res. Toxicol. 18, 655-664
    • (2005) Chem. Res. Toxicol. , vol.18 , pp. 655-664
    • Dreij, K.1    Seidel, A.2    Jernström, B.3
  • 43
    • 78651471875 scopus 로고    scopus 로고
    • Regulation of benzo[a]pyrene-mediated DNA- and glutathione-adduct formation by 2,3,7,8-tetrachlorodibenzo-p-dioxin in human lung cells
    • Gelhaus, S. L., Harvey, R. G., Penning, T. M., and Blair, I. A. (2011) Regulation of benzo[a]pyrene-mediated DNA- and glutathione-adduct formation by 2,3,7,8-tetrachlorodibenzo-p-dioxin in human lung cells Chem. Res. Toxicol. 24, 89-98
    • (2011) Chem. Res. Toxicol. , vol.24 , pp. 89-98
    • Gelhaus, S.L.1    Harvey, R.G.2    Penning, T.M.3    Blair, I.A.4
  • 44
    • 46649108316 scopus 로고    scopus 로고
    • Both replication bypass fidelity and repair efficiency influence the yield of mutations per target dose in intact mammalian cells induced by benzo[a]pyrene-diol-epoxide and dibenzo[a,1]pyrene-diol-epoxide
    • Lagerquist, A., Hakansson, D., Prochazka, G., Ludin, G., Dreij, K., Segerbäck, D., Jemström, B., Törnquist, M., Seidel, A., Erixon, K., and Jenssen, D. (2008) Both replication bypass fidelity and repair efficiency influence the yield of mutations per target dose in intact mammalian cells induced by benzo[a]pyrene-diol-epoxide and dibenzo[a,1]pyrene-diol-epoxide DNA Repair 7, 1202-1212
    • (2008) DNA Repair , vol.7 , pp. 1202-1212
    • Lagerquist, A.1    Hakansson, D.2    Prochazka, G.3    Ludin, G.4    Dreij, K.5    Segerbäck, D.6    Jemström, B.7    Törnquist, M.8    Seidel, A.9    Erixon, K.10    Jenssen, D.11
  • 46
    • 0023852268 scopus 로고
    • Comparison of DNA adducts in mouse and rat epidermis versus dermis after topical application of (±)r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10- tetrahydrobenzo(a)pyrene and (±) benzo(a)pyrene-4,5-oxide
    • Rojas, M. and Alexandrov, K. (1988) Comparison of DNA adducts in mouse and rat epidermis versus dermis after topical application of (±)r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene and (±) benzo(a)pyrene-4,5-oxide J. Cancer Res. Clin. 114, 110-112
    • (1988) J. Cancer Res. Clin. , vol.114 , pp. 110-112
    • Rojas, M.1    Alexandrov, K.2
  • 47
    • 0022628378 scopus 로고
    • Benzo(a)pyrene:DNA adduct formation in early-passage Wistar rat embryo cell cultures: Evidence for multiple pathways of activation of benzo(a)pyrene
    • Pruess-Schwartz, D. and Baird, W. M. (1986) Benzo(a)pyrene:DNA adduct formation in early-passage Wistar rat embryo cell cultures: evidence for multiple pathways of activation of benzo(a)pyrene Cancer Res. 46, 545-552
    • (1986) Cancer Res. , vol.46 , pp. 545-552
    • Pruess-Schwartz, D.1    Baird, W.M.2
  • 48
    • 0006067982 scopus 로고
    • Enzymatic conversion of benzo(a)pyrene leading predominantly to the diol-epoxide r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene through a single enantiomer of r-7, t-8-dihydroxy-7,8-dihydrobenzo(a)pyrene
    • Yang, S. K., McCourt, D. W., Roller, P. P., and Gelboin, H. V. (1976) Enzymatic conversion of benzo(a)pyrene leading predominantly to the diol-epoxide r-7,t-8-dihydroxy-t-9,10-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene through a single enantiomer of r-7, t-8-dihydroxy-7,8-dihydrobenzo(a)pyrene Proc. Natl. Acad. Sci. U.S.A. 73, 2594-2598
    • (1976) Proc. Natl. Acad. Sci. U.S.A. , vol.73 , pp. 2594-2598
    • Yang, S.K.1    McCourt, D.W.2    Roller, P.P.3    Gelboin, H.V.4
  • 49
    • 0017595986 scopus 로고
    • Metabolism of benzo[a]pyrene. VI. Stereoselective metabolism of benzo[a]pyrene and benzo[a]pyrene 7,8-dihydrodiol to diol epoxides
    • Thakker, D. R., Yagi, H., Akagi, H., Koreeda, M., Lu, A. H., Levin, W., Wood, A. W., Conney, A. H., and Jerina, D. M. (1977) Metabolism of benzo[a]pyrene. VI. Stereoselective metabolism of benzo[a]pyrene and benzo[a]pyrene 7,8-dihydrodiol to diol epoxides Chem.-Biol. Interact. 16, 281-300
    • (1977) Chem.-Biol. Interact. , vol.16 , pp. 281-300
    • Thakker, D.R.1    Yagi, H.2    Akagi, H.3    Koreeda, M.4    Lu, A.H.5    Levin, W.6    Wood, A.W.7    Conney, A.H.8    Jerina, D.M.9
  • 50
    • 0018754417 scopus 로고
    • Marked differences in the skin tumor-initiating activities of the optical enantiomers of the diastereomeric benzo(a)pyrene 7,8-diol-9,10-epoxides
    • Slaga, T. J., Bracken, W. J., Gleason, G., Levin, W., Yagi, H., Jerina, D. M., and Conney, A. H. (1979) Marked differences in the skin tumor-initiating activities of the optical enantiomers of the diastereomeric benzo(a)pyrene 7,8-diol-9,10-epoxides Cancer Res. 39, 67-71
    • (1979) Cancer Res. , vol.39 , pp. 67-71
    • Slaga, T.J.1    Bracken, W.J.2    Gleason, G.3    Levin, W.4    Yagi, H.5    Jerina, D.M.6    Conney, A.H.7
  • 51
    • 0030657472 scopus 로고    scopus 로고
    • Base pair conformation-dependent excision of benzo[a]pyrene diol epoxide-guanine adducts by human nucleotide excision repair enzymes
    • Hess, M. T., Gunz, D., Luneva, N., Geacintov, N. E., and Naegeli, H. (1997) Base pair conformation-dependent excision of benzo[a]pyrene diol epoxide-guanine adducts by human nucleotide excision repair enzymes Mol. Cell. Biol. 17, 7069-7076
    • (1997) Mol. Cell. Biol. , vol.17 , pp. 7069-7076
    • Hess, M.T.1    Gunz, D.2    Luneva, N.3    Geacintov, N.E.4    Naegeli, H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.