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Volumn 17, Issue 3, 2004, Pages 424-434

The Repair of the Tobacco Specific Nitrosamine Derived Adduct O 6-[4-Oxo-4-(3-pyridyl)butyl]guanine by O 6-Alkylguanine-DNA Alkyltransferase Variants

Author keywords

[No Author keywords available]

Indexed keywords

4 (METHYLNITROSAMINO) 1 (3 PYRIDYL) 1 BUTANONE; 6 O [4 OXO 4 (3 PYRIDYL)BUTYL]GUANINE; 6 O ALKYLGUANINE DNA ALKYLTRANSFERASE; 6 O BENZYLGUANINE; 6 O BUTYLGUANINE; 6 O METHYLGUANINE; CARCINOGEN; CYSTEINE; GUANINE DERIVATIVE; MUTANT PROTEIN; NITROSAMINE; OLIGODEOXYNUCLEOTIDE; PROMUTAGEN; PYRIDINE DERIVATIVE; PYRIDYLOXOBUTYL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 1642359266     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx0342417     Document Type: Article
Times cited : (60)

References (64)
  • 1
    • 0031831381 scopus 로고    scopus 로고
    • Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines
    • Hecht, S. S. (1998) Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines. Chem. Res. Toxicol. 11, 560-603.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 560-603
    • Hecht, S.S.1
  • 2
    • 0018889232 scopus 로고
    • Comparative carcinogenicity in F344 rats of the tobacco specific nitrosamines. N′-nitrosonornicotine, and 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone
    • Hecht, S. S., Chen, C. B., Ohmori, T., and Hoffmann, D. (1980) Comparative carcinogenicity in F344 rats of the tobacco specific nitrosamines, N′-nitrosonornicotine, and 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone. Cancer Res. 40, 298-302.
    • (1980) Cancer Res. , vol.40 , pp. 298-302
    • Hecht, S.S.1    Chen, C.B.2    Ohmori, T.3    Hoffmann, D.4
  • 3
    • 0024262907 scopus 로고
    • Induction of lung and exocrine pancreas tumors in F344 rats by tobacco-specific and areca-derived N-nitrosamines
    • Rivenson, A., Hoffmann, D., Prokopczyk, B., Amin, S., and Hecht, S. S. (1988) Induction of lung and exocrine pancreas tumors in F344 rats by tobacco-specific and areca-derived N-nitrosamines. Cancer Res. 48, 6912-6917.
    • (1988) Cancer Res. , vol.48 , pp. 6912-6917
    • Rivenson, A.1    Hoffmann, D.2    Prokopczyk, B.3    Amin, S.4    Hecht, S.S.5
  • 4
    • 0024350057 scopus 로고
    • Rapid single dose model for lung tumor induction in A/J mice by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and the effect of diet
    • Hecht, S. S., Morse, M. A., Amin, S. G., Stoner, G. D., Jordan, K. G., Choi, C. I., and Chung, F. L. (1989) Rapid single dose model for lung tumor induction in A/J mice by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and the effect of diet. Carcinogenesis 10, 1901-1904.
    • (1989) Carcinogenesis , vol.10 , pp. 1901-1904
    • Hecht, S.S.1    Morse, M.A.2    Amin, S.G.3    Stoner, G.D.4    Jordan, K.G.5    Choi, C.I.6    Chung, F.L.7
  • 5
    • 0033591845 scopus 로고    scopus 로고
    • Tobacco smoke carcinogens and lung cancer
    • Hecht, S. S. (1999) Tobacco smoke carcinogens and lung cancer. J. Natl. Cancer Inst. 91, 1194-1210.
    • (1999) J. Natl. Cancer Inst. , vol.91 , pp. 1194-1210
    • Hecht, S.S.1
  • 6
    • 0025307212 scopus 로고
    • Effects of deuterium substitution on the tumorigenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitmsamino)-1-(3-pyridyl)-1-butanol in A/J mice
    • Hecht, S. S., Jordan, K. G., Choi, C. I., and Trushin, N. (1990) Effects of deuterium substitution on the tumorigenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and 4-(methylnitmsamino)-1-(3-pyridyl)-1-butanol in A/J mice. Carcinogenesis 11, 1017-1020.
    • (1990) Carcinogenesis , vol.11 , pp. 1017-1020
    • Hecht, S.S.1    Jordan, K.G.2    Choi, C.I.3    Trushin, N.4
  • 7
    • 0025925258 scopus 로고
    • 6-Methylguanine is a critical determinant of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone tumorigenesis in A/J mouse lung
    • 6-Methylguanine is a critical determinant of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone tumorigenesis in A/J mouse lung. Cancer Res. 51, 5557-5564.
    • (1991) Cancer Res. , vol.51 , pp. 5557-5564
    • Peterson, L.A.1    Hecht, S.S.2
  • 8
    • 0035422061 scopus 로고    scopus 로고
    • Interactions between methylating and pyridyloxobutylating agents in A/J mouse lungs: Implications for 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis
    • Peterson, L. A., Thomson, N. M., Crankshaw, D. L., Donaldson, E. E., and Kenney, P. J. (2001) Interactions between methylating and pyridyloxobutylating agents in A/J mouse lungs: implications for 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced lung tumorigenesis. Cancer Res. 61, 5757-5763.
    • (2001) Cancer Res. , vol.61 , pp. 5757-5763
    • Peterson, L.A.1    Thomson, N.M.2    Crankshaw, D.L.3    Donaldson, E.E.4    Kenney, P.J.5
  • 11
    • 0027333129 scopus 로고
    • G to A transitions and G to T transversions in codon 12 of the Ki-ras oncogene isolated from mouse lung tumors induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and related DNA methylating and pyridyloxobutylating agents
    • Ronai, Z. A., Gradia, S., Peterson, L. A., and Hecht, S. S. (1993) G to A transitions and G to T transversions in codon 12 of the Ki-ras oncogene isolated from mouse lung tumors induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and related DNA methylating and pyridyloxobutylating agents. Carcinogenesis 14, 2419-2422.
    • (1993) Carcinogenesis , vol.14 , pp. 2419-2422
    • Ronai, Z.A.1    Gradia, S.2    Peterson, L.A.3    Hecht, S.S.4
  • 13
    • 0037256361 scopus 로고    scopus 로고
    • 6-[4-oxo-4-(3-pyridyl)butyl]guanine, is detected in tissues from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-treated A/J mice
    • 6-[4-oxo-4-(3-pyridyl)butyl]guanine, is detected in tissues from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-treated A/J mice. Chem. Res. Toxicol. 16, 1-6.
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 1-6
    • Thomson, N.M.1    Kenney, P.M.2    Peterson, L.A.3
  • 14
    • 0038025295 scopus 로고    scopus 로고
    • Identification of adducts formed by pyridyloxobutylation of deoxyguanosine and DNA by 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone, a chemically activated form of tobacco specific carcinogens
    • Wang, M., Cheng, G., Sturla, S. J., McIntee, E. J., Villalta, P. W., Upadhyaya, P., and Hecht, S. S. (2003) Identification of adducts formed by pyridyloxobutylation of deoxyguanosine and DNA by 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone, a chemically activated form of tobacco specific carcinogens. Chem. Res. Toxicol. 16, 616-626.
    • (2003) Chem. Res. Toxicol. , vol.16 , pp. 616-626
    • Wang, M.1    Cheng, G.2    Sturla, S.J.3    McIntee, E.J.4    Villalta, P.W.5    Upadhyaya, P.6    Hecht, S.S.7
  • 16
    • 0034028030 scopus 로고    scopus 로고
    • 6-alkylguanine by alkyltransferase
    • 6-alkylguanine by alkyltransferase. Mutat. Res. 462, 83-100.
    • (2000) Mutat. Res. , vol.462 , pp. 83-100
    • Pegg, A.E.1
  • 22
    • 0025050762 scopus 로고
    • Solvolysis of model compounds for α-hydroxylation of N′-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: Evidence for a cyclic oxonium ion intermediate in the alkylation of nucleophiles
    • Spratt, T. E., Peterson, L. A., Confer, W. L., and Hecht, S. S. (1990) Solvolysis of model compounds for α-hydroxylation of N′ -nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: Evidence for a cyclic oxonium ion intermediate in the alkylation of nucleophiles. Chem. Res. Toxicol. 3, 350-356.
    • (1990) Chem. Res. Toxicol. , vol.3 , pp. 350-356
    • Spratt, T.E.1    Peterson, L.A.2    Confer, W.L.3    Hecht, S.S.4
  • 23
    • 0025128286 scopus 로고
    • Evaluation of cysteine adduct formation in rat hemoglobin by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and related compounds
    • Carmella, S. G., Kagan, S. S., Spratt, T. E., and Hecht, S. S. (1990) Evaluation of cysteine adduct formation in rat hemoglobin by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and related compounds. Cancer Res. 50, 5453-5459.
    • (1990) Cancer Res. , vol.50 , pp. 5453-5459
    • Carmella, S.G.1    Kagan, S.S.2    Spratt, T.E.3    Hecht, S.S.4
  • 28
    • 0025196019 scopus 로고
    • 6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents
    • 6-benzylguanine provides a means to evaluate the role of this protein in protection against carcinogenic and therapeutic alkylating agents. Proc. Natl. Acad. Sci. U.S.A. 87, 5368-5372.
    • (1990) Proc. Natl. Acad. Sci. U.S.A. , vol.87 , pp. 5368-5372
    • Dolan, M.E.1    Moschel, R.C.2    Pegg, A.E.3
  • 32
    • 85077634689 scopus 로고
    • The use of diethyl azodicarboxylate and triphenylphosphine in synthesis and transformation of natural products
    • Mitsunobu, O. (1981) The use of diethyl azodicarboxylate and triphenylphosphine in synthesis and transformation of natural products. Synthesis 1-28.
    • (1981) Synthesis , pp. 1-28
    • Mitsunobu, O.1
  • 33
    • 0023665475 scopus 로고
    • The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups
    • Schulhof, J. C., Molko, D., and Teoule, R. (1987) The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups. Nucleic Acids Res. 15, 397-416.
    • (1987) Nucleic Acids Res. , vol.15 , pp. 397-416
    • Schulhof, J.C.1    Molko, D.2    Teoule, R.3
  • 37
    • 0026350913 scopus 로고
    • A sectored colony assay for monitoring mutagenesis by specific carcinogen-DNA adducts in Escherichia coli
    • Pauly, G. T., Hughes, S. H., and Moschel, R. C. (1991) A sectored colony assay for monitoring mutagenesis by specific carcinogen-DNA adducts in Escherichia coli. Biochemistry 30, 11700-11706.
    • (1991) Biochemistry , vol.30 , pp. 11700-11706
    • Pauly, G.T.1    Hughes, S.H.2    Moschel, R.C.3
  • 41
    • 0034667523 scopus 로고    scopus 로고
    • 6-alkylguanine-DNA alkyltransferase is phosphorylated by two distinct and novel protein kinases in human brain tumour cells
    • 6-alkylguanine-DNA alkyltransferase is phosphorylated by two distinct and novel protein kinases in human brain tumour cells. Biochem. J. 351 (Pt. 2), 393-402.
    • (2000) Biochem. J. , vol.351 , Issue.PART 2 , pp. 393-402
    • Mullapudi, S.R.1    Ali-Osman, F.2    Shou, J.3    Srivenugopal, K.S.4
  • 42
    • 0037424237 scopus 로고    scopus 로고
    • 6-alkylguanine-DNA alkyltransferase. Effects of protein and DNA alkylation on complex stability
    • 6-alkylguanine-DNA alkyltransferase. Effects of protein and DNA alkylation on complex stability. J. Biol. Chem. 278, 7973-7980.
    • (2003) J. Biol. Chem. , vol.278 , pp. 7973-7980
    • Rasimas, J.J.1    Pegg, A.E.2    Fried, M.G.3
  • 48
    • 0026341034 scopus 로고
    • 6-methylguanine residues in different positions in and around codon 12 of rat H-ras
    • 6-methylguanine residues in different positions in and around codon 12 of rat H-ras. Cancer Res. 51, 5843-5850.
    • (1991) Cancer Res. , vol.51 , pp. 5843-5850
    • Georgiadis, P.1    Smith, C.A.2    Swann, P.F.3
  • 50
    • 0035846522 scopus 로고    scopus 로고
    • 6-methylguanine repair and replication in vivo
    • 6-methylguanine repair and replication in vivo. Biochemistry 40, 14968-14975.
    • (2001) Biochemistry , vol.40 , pp. 14968-14975
    • Delaney, J.C.1    Essigmann, J.M.2
  • 51
    • 0020954912 scopus 로고
    • Effects of α-deuterium substitution on the mutagenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)
    • Hecht, S. S., Lin, D., and Castonguay, A. (1983) Effects of α-deuterium substitution on the mutagenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Carcinogenesis 4, 305-310.
    • (1983) Carcinogenesis , vol.4 , pp. 305-310
    • Hecht, S.S.1    Lin, D.2    Castonguay, A.3
  • 52
    • 0026532087 scopus 로고
    • Analysis of mutagenic activity and ability to induce replication of polyoma DNA sequences by different model compounds of the carcinogenic tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone
    • Foiles, P. G., Peterson, L. A., Miglietta, L. M., and Ronai, Z. (1992) Analysis of mutagenic activity and ability to induce replication of polyoma DNA sequences by different model compounds of the carcinogenic tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Mutat. Res. 279, 91-101.
    • (1992) Mutat. Res. , vol.279 , pp. 91-101
    • Foiles, P.G.1    Peterson, L.A.2    Miglietta, L.M.3    Ronai, Z.4
  • 53
    • 0031594491 scopus 로고    scopus 로고
    • 4-methylthymine in Escherichia coli using double-stranded and gapped plasmids
    • 4-methylthymine in Escherichia coli using double-stranded and gapped plasmids. Carcinogenesis 19, 457-461.
    • (1998) Carcinogenesis , vol.19 , pp. 457-461
    • Pauly, G.T.1    Hughes, S.H.2    Moschel, R.C.3
  • 54
    • 0024437222 scopus 로고
    • Relationship between the formation of promutagenic adducts and the activation of the K-ras protooncogene in lung tumors from A/J mice treated with nitrosamines
    • Belinsky, S. A., Devereux, T. R., Maronpot, R. R., Stoner, G. D., and Anderson, M. W. (1989) Relationship between the formation of promutagenic adducts and the activation of the K-ras protooncogene in lung tumors from A/J mice treated with nitrosamines. Cancer Res. 49, 5305-5311.
    • (1989) Cancer Res. , vol.49 , pp. 5305-5311
    • Belinsky, S.A.1    Devereux, T.R.2    Maronpot, R.R.3    Stoner, G.D.4    Anderson, M.W.5
  • 56
    • 0031023711 scopus 로고    scopus 로고
    • Evidence for an important role of DNA pyridyloxobutylation in rat lung carcinogenesis by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: Effects of dose and phenethyl isothiocyanate
    • Staretz, M. E., Foiles, P. G., Miglietta, L. M., and Hecht, S. S. (1997) Evidence for an important role of DNA pyridyloxobutylation in rat lung carcinogenesis by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: effects of dose and phenethyl isothiocyanate. Cancer Res. 57, 259-266.
    • (1997) Cancer Res. , vol.57 , pp. 259-266
    • Staretz, M.E.1    Foiles, P.G.2    Miglietta, L.M.3    Hecht, S.S.4
  • 59
    • 0028805169 scopus 로고
    • 6-methylguanine-DNA methyltransferase gene in young patients with adult type cancers and functional assay
    • 6-methylguanine-DNA methyltransferase gene in young patients with adult type cancers and functional assay. Carcinogenesis 16, 2441-2445.
    • (1995) Carcinogenesis , vol.16 , pp. 2441-2445
    • Imai, Y.1    Oda, H.2    Nakatsuru, Y.3    Ishikawa, T.4
  • 62
    • 0021020105 scopus 로고
    • 6-methyl guanine-DNA methyltransferase adn uracil-DNA glycosylase in human organs
    • 6-methyl guanine-DNA methyltransferase adn uracil-DNA glycosylase in human organs. Carcinogenesis 4, 1565-1568.
    • (1983) Carcinogenesis , vol.4 , pp. 1565-1568
    • Myrnes, B.1    Giercksky, K.E.2    Krokan, H.3


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