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Volumn 13, Issue 2, 1998, Pages 269-273

Effect of single benzo[α]pyrene diol epoxide-deoxyguanosine adducts on the action of DNA polymerases in vitro

Author keywords

Benzo pyrene; Diol epoxide; DNA adduct; DNA polymerase; Translesion synthesis

Indexed keywords

DEOXYGUANOSINE; DIHYDROXYBENZO[A]PYRENE OXIDE; DNA POLYMERASE;

EID: 0031870798     PISSN: 10196439     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (29)

References (30)
  • 2
    • 0016328890 scopus 로고
    • Metabolic activation of benzo[α]pyrene proceeds by a diolepoxide
    • Sims P, Grover PL, Swaisland A, Pal K and Hewer A: Metabolic activation of benzo[α]pyrene proceeds by a diolepoxide. Nature 252: 326-328, 1974.
    • (1974) Nature , vol.252 , pp. 326-328
    • Sims, P.1    Grover, P.L.2    Swaisland, A.3    Pal, K.4    Hewer, A.5
  • 3
    • 0040717824 scopus 로고
    • Oxidation of carbon
    • Parke DV and Smith RL (eds). Taylor & Francis, London
    • Jerina DM and Daly JW: Oxidation of carbon. In: Drug Metabolism-from Microbe to Man. Parke DV and Smith RL (eds). Taylor & Francis, London, pp13-32, 1976.
    • (1976) Drug Metabolism-from Microbe to Man , pp. 13-32
    • Jerina, D.M.1    Daly, J.W.2
  • 4
    • 0002624809 scopus 로고
    • Polynuclear aromatic carcinogens
    • Searle CE (ed). American Chemical Society, Washington
    • Dipple A, Moschel RC and Bigger CAH: Polynuclear aromatic carcinogens. In: Chemical Carcinogens. Searle CE (ed). American Chemical Society, Washington, pp41-163, 1984.
    • (1984) Chemical Carcinogens , pp. 41-163
    • Dipple, A.1    Moschel, R.C.2    Bigger, C.A.H.3
  • 5
    • 0025941641 scopus 로고
    • Covalent bonding of bay-region diol epoxides to nucleic acids
    • Witmer CM, Snyder R, Jollow DJ, Kalf GF, Kocsis JJ and Sipes IG (eds). Plenum Press, New York
    • Jerina DM, Chadha A, Cheh AM, Schurdak ME, Wood AW and Sayer JM: Covalent bonding of bay-region diol epoxides to nucleic acids. In: Biological Reactive Intermediates IV. Witmer CM, Snyder R, Jollow DJ, Kalf GF, Kocsis JJ and Sipes IG (eds). Plenum Press, New York, pp533-553, 1991.
    • (1991) Biological Reactive Intermediates IV , pp. 533-553
    • Jerina, D.M.1    Chadha, A.2    Cheh, A.M.3    Schurdak, M.E.4    Wood, A.W.5    Sayer, J.M.6
  • 6
    • 0031910204 scopus 로고    scopus 로고
    • DNA adduct formation by polycyclic aromatic hydrocarbon dihydrodiol epoxides
    • Szeliga J and Dipple A: DNA adduct formation by polycyclic aromatic hydrocarbon dihydrodiol epoxides. Chem Res Toxicol 11: 1-11, 1998.
    • (1998) Chem Res Toxicol , vol.11 , pp. 1-11
    • Szeliga, J.1    Dipple, A.2
  • 7
    • 0000933858 scopus 로고
    • Tumorigenicity of the optical enantiomers of the diastereomeric benzo[α]pyrene 7,8-diol-9,10-epoxides in newborn mice: Exceptional activity of (+)-7ß,8α-dihydroxy-9α,10α-epoxy-7,8,9,10- tetrahydrobenzo[α]pyrene
    • Buening MK, Wislocki PG, Levin W, Yagi H, Thakker DR, Akagi H, Koreeda M, Jerina DM and Conney AH: Tumorigenicity of the optical enantiomers of the diastereomeric benzo[α]pyrene 7,8-diol-9,10-epoxides in newborn mice: exceptional activity of (+)-7ß,8α-dihydroxy-9α,10α-epoxy-7,8,9,10- tetrahydrobenzo[α]pyrene. Proc Natl Acad Sci USA 75: 5358-5361, 1978.
    • (1978) Proc Natl Acad Sci USA , vol.75 , pp. 5358-5361
    • Buening, M.K.1    Wislocki, P.G.2    Levin, W.3    Yagi, H.4    Thakker, D.R.5    Akagi, H.6    Koreeda, M.7    Jerina, D.M.8    Conney, A.H.9
  • 8
    • 0017305828 scopus 로고
    • Alkylation of polyguanylic acid at the 2-amino group and phosphate by the potent mutagen (±)-7ß,8α-dihydroxy -9ß,10ß-epoxy-7,8,9,10-tetrahydrobenzo[α]pyrene
    • Koreeda M, Moore PD, Yagi H, Yeh HJC and Jerina DM: Alkylation of polyguanylic acid at the 2-amino group and phosphate by the potent mutagen (±)-7ß,8α-dihydroxy -9ß,10ß-epoxy-7,8,9,10-tetrahydrobenzo[α]pyrene. J Am Chem Soc 98: 6720-6722, 1976.
    • (1976) J Am Chem Soc , vol.98 , pp. 6720-6722
    • Koreeda, M.1    Moore, P.D.2    Yagi, H.3    Yeh, H.J.C.4    Jerina, D.M.5
  • 9
    • 0018137343 scopus 로고
    • Binding of benzo[α]pyrene 7,8-diol-9,10-epoxides to DNA, RNA, and protein of mouse skin occurs with high stereoselectivity
    • Koreeda M, Moore PD, Wislocki PG, Levin W, Conney AH, Yagi H and Jerina DM: Binding of benzo[α]pyrene 7,8-diol-9,10-epoxides to DNA, RNA, and protein of mouse skin occurs with high stereoselectivity. Science 199: 778-781, 1978.
    • (1978) Science , vol.199 , pp. 778-781
    • Koreeda, M.1    Moore, P.D.2    Wislocki, P.G.3    Levin, W.4    Conney, A.H.5    Yagi, H.6    Jerina, D.M.7
  • 10
    • 84886633010 scopus 로고
    • On the nature of the product which results when 7,8-dihydro-7,8-dihydroxybenzo[α]pyrene is metabolized in vitro and bound to DNA
    • King HWS, Thompson MH, Tarmy EM, Brookes P and Harvey RG: On the nature of the product which results when 7,8-dihydro-7,8-dihydroxybenzo[α]pyrene is metabolized in vitro and bound to DNA. Chem Biol Interact 13: 349-352, 1976.
    • (1976) Chem Biol Interact , vol.13 , pp. 349-352
    • King, H.W.S.1    Thompson, M.H.2    Tarmy, E.M.3    Brookes, P.4    Harvey, R.G.5
  • 12
    • 0024442239 scopus 로고
    • DNA adducts from carcinogenic and noncarcinogenic enantiomers of benzo[α]pyrene dihydrodiol epoxide
    • Cheng SC, Hilton BD, Roman JM and Dipple A: DNA adducts from carcinogenic and noncarcinogenic enantiomers of benzo[α]pyrene dihydrodiol epoxide. Chem Res Toxicol 2: 334-340, 1989.
    • (1989) Chem Res Toxicol , vol.2 , pp. 334-340
    • Cheng, S.C.1    Hilton, B.D.2    Roman, J.M.3    Dipple, A.4
  • 13
    • 0003074918 scopus 로고
    • Covalent nucleoside adducts of benzo[α]pyrene 7,8-diol 9,10-epoxides: Structural reinvestigation and characterization of a novel adenosine adduct on the ribose moiety
    • Sayer JM, Chadha A, Agarwal SK, Yeh HJC, Yagi H and Jerina DM: Covalent nucleoside adducts of benzo[α]pyrene 7,8-diol 9,10-epoxides: structural reinvestigation and characterization of a novel adenosine adduct on the ribose moiety. J Org Chem 56: 20-29, 1991.
    • (1991) J Org Chem , vol.56 , pp. 20-29
    • Sayer, J.M.1    Chadha, A.2    Agarwal, S.K.3    Yeh, H.J.C.4    Yagi, H.5    Jerina, D.M.6
  • 14
    • 0028027609 scopus 로고
    • Primer extension by various polymerases using oligonucleotide templates containing stereoisomeric benzo[α]pyrene-deoxyadenosine adducts
    • Christner DF, Lakshman MK, Sayer JM, Jerina DM and Dipple A: Primer extension by various polymerases using oligonucleotide templates containing stereoisomeric benzo[α]pyrene-deoxyadenosine adducts. Biochemistry 33: 14297-14305, 1994.
    • (1994) Biochemistry , vol.33 , pp. 14297-14305
    • Christner, D.F.1    Lakshman, M.K.2    Sayer, J.M.3    Jerina, D.M.4    Dipple, A.5
  • 17
    • 0027185882 scopus 로고
    • Translesional synthesis on a DNA template containing a single stereoisomer of dG-(+)- or dG-(-)-anti-BPDE (7,8-dihyroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[α]pyrene)
    • Shibutani S, Margulis LA, Geacintov NE and Grollman AP: Translesional synthesis on a DNA template containing a single stereoisomer of dG-(+)- or dG-(-)-anti-BPDE (7,8-dihyroxy-anti-9,10-epoxy-7,8,9,10-tetrahydrobenzo[α]pyrene). Biochemistry 32: 7531-7541, 1993.
    • (1993) Biochemistry , vol.32 , pp. 7531-7541
    • Shibutani, S.1    Margulis, L.A.2    Geacintov, N.E.3    Grollman, A.P.4
  • 18
    • 0030911969 scopus 로고    scopus 로고
    • Sequence specific mutagenesis of the major (+)-anti-benzo[α]pyrene diol epoxide-DNA adduct at a mutational hot spot in vitro and in Escherichia coli cells
    • Hanrahan CJ, Bacolod MD, Vyas RR, Liu T, Geacintov NE, Loechler EL and Basu AK: Sequence specific mutagenesis of the major (+)-anti-benzo[α]pyrene diol epoxide-DNA adduct at a mutational hot spot in vitro and in Escherichia coli cells. Chem Res Toxicol 10: 369-377, 1997.
    • (1997) Chem Res Toxicol , vol.10 , pp. 369-377
    • Hanrahan, C.J.1    Bacolod, M.D.2    Vyas, R.R.3    Liu, T.4    Geacintov, N.E.5    Loechler, E.L.6    Basu, A.K.7
  • 20
    • 0000460286 scopus 로고
    • Chemical synthesis of a bay region polycyclic aromatic hydrocarbon tetrahydroepoxide-deoxyadenosine adduct and its site-specific incorporation into a DNA oligomer
    • Lakshman MK, Sayer JM and Jerina DM: Chemical synthesis of a bay region polycyclic aromatic hydrocarbon tetrahydroepoxide-deoxyadenosine adduct and its site-specific incorporation into a DNA oligomer. J Am Chem Soc 113: 6589-6594, 1991.
    • (1991) J Am Chem Soc , vol.113 , pp. 6589-6594
    • Lakshman, M.K.1    Sayer, J.M.2    Jerina, D.M.3
  • 21
    • 3142555696 scopus 로고
    • Kinds of mutation formed when a shuttle vector containing adducts of (+/-)-7ß,8α-dihyroxy-9α,10α-epoxy-7,8,9,10- tetrahydrobenzo[α]pyrene replicates in human cells
    • Yang J-L, Maher VM and McCormick JJ: Kinds of mutation formed when a shuttle vector containing adducts of (+/-)-7ß,8α-dihyroxy-9α,10α-epoxy-7,8,9,10- tetrahydrobenzo[α]pyrene replicates in human cells. Proc Natl Acad Sci USA 84: 3787-3791, 1987.
    • (1987) Proc Natl Acad Sci USA , vol.84 , pp. 3787-3791
    • Yang, J.-L.1    Maher, V.M.2    McCormick, J.J.3
  • 23
    • 0018353765 scopus 로고
    • Sites of inhibition of in vitro DNA synthesis in carcinogen- and uv-treated ΦX174 DNA
    • Moore PD and Strauss BS: Sites of inhibition of in vitro DNA synthesis in carcinogen- and uv-treated ΦX174 DNA. Nature 278: 664-666, 1979.
    • (1979) Nature , vol.278 , pp. 664-666
    • Moore, P.D.1    Strauss, B.S.2
  • 24
    • 0000956724 scopus 로고
    • Carcinogenic epoxides of benzo[α]pyrene and cyclopenta-[cd]pyrene induce base substitutions via specific transversions
    • Eisenstadt E, Warren AJ, Porter J, Atkins D and Miller JH: Carcinogenic epoxides of benzo[α]pyrene and cyclopenta-[cd]pyrene induce base substitutions via specific transversions. Proc Natl Acad Sci USA 79: 1945-1949, 1982.
    • (1982) Proc Natl Acad Sci USA , vol.79 , pp. 1945-1949
    • Eisenstadt, E.1    Warren, A.J.2    Porter, J.3    Atkins, D.4    Miller, J.H.5
  • 25
    • 0019817099 scopus 로고
    • Base insertions and deletions induced in Escherichia coli plasmid by benzo[α]pyrene-7,8-dihydrodiol-9,10-epoxide
    • Mizusawa H, Lee C, Kakefuda T, McKenney K, Shimatake H and Rosenberg M: Base insertions and deletions induced in Escherichia coli plasmid by benzo[α]pyrene-7,8-dihydrodiol-9,10-epoxide. Proc Natl Acad Sci USA 78: 6817-6820, 1981.
    • (1981) Proc Natl Acad Sci USA , vol.78 , pp. 6817-6820
    • Mizusawa, H.1    Lee, C.2    Kakefuda, T.3    McKenney, K.4    Shimatake, H.5    Rosenberg, M.6
  • 26
    • 0021234885 scopus 로고
    • Survival and mutagenesis of bacterial plasmids with localized carcinogen adducts
    • Chakrabarti S, Mizusawa H and Scidman M: Survival and mutagenesis of bacterial plasmids with localized carcinogen adducts. Mutat Res 126: 127-137, 1984.
    • (1984) Mutat Res , vol.126 , pp. 127-137
    • Chakrabarti, S.1    Mizusawa, H.2    Scidman, M.3
  • 27
    • 0017148262 scopus 로고
    • Complementary base pairing and the origin of substitution mutations
    • Topal MD and Fresco JR: Complementary base pairing and the origin of substitution mutations. Nature 263: 285-289, 1976.
    • (1976) Nature , vol.263 , pp. 285-289
    • Topal, M.D.1    Fresco, J.R.2
  • 28
    • 0020359420 scopus 로고
    • The role of DNA polymerase in base substitution mutagenesis on non-instructional templates
    • Strauss B, Rabkin S, Sagher D and Moore P: The role of DNA polymerase in base substitution mutagenesis on non-instructional templates. Biochimie 64: 829-838, 1982.
    • (1982) Biochimie , vol.64 , pp. 829-838
    • Strauss, B.1    Rabkin, S.2    Sagher, D.3    Moore, P.4
  • 29
    • 0026111317 scopus 로고
    • The 'A rule' of mutagen specificity: A consequence of DNA polymerase bypass of non-instructional lesions
    • Strauss BS: The 'A rule' of mutagen specificity: A consequence of DNA polymerase bypass of non-instructional lesions. Bioessays 13: 79-84, 1991.
    • (1991) Bioessays , vol.13 , pp. 79-84
    • Strauss, B.S.1
  • 30
    • 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 TJ, Bracken WJ, Gleason G, Levin W, Yagi H, Jerina DM and Conney AH: 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.
    • (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


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.