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1
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0019156329
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A comprehensive quantitative analysis of methylated and ethylated DNA using high pressure liquid chromatography
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Den Engelse, L., Menkveld, G. J., De Brij, R.-J., and Tates, A. D. (1986) “Formation and stability of alkylated pyrimidines and purines (including imidazole ring-op-ened 7-alkylguanine) and alkylphosphotriesters in liver DNA of adult rats treated with ethylnitrosourea or dimethylnitrosamine”. Carcinogenesis 7, 393–403
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For review, see: Beranek, D. T., Weis, C. C., and Swenson, D. H. (1980) “A comprehensive quantitative analysis of methylated and ethylated DNA using high pressure liquid chromatography”. Carcinogenesis 1, 595–606. Den Engelse, L., Menkveld, G. J., De Brij, R.-J., and Tates, A. D. (1986) “Formation and stability of alkylated pyrimidines and purines (including imidazole ring-op-ened 7-alkylguanine) and alkylphosphotriesters in liver DNA of adult rats treated with ethylnitrosourea or dimethylnitrosamine”. Carcinogenesis 7, 393–403.
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Beranek, D.T.1
Weis, C.C.2
Swenson, D.H.3
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2
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0344867680
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Genotoxicity of N-Nitroso Compounds
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Plenum, New York Preussmann, R., and Stewart, B. W. (1984) “N-Nitroso carcinogens”. In Chemical Carcinogens (Searle, C. E., Ed.) ACS Monograph 182, 643–828, American Chemical Society, Washington, DC
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For review, see: Genotoxicity of N-Nitroso Compounds (Rao, T. K., Lijinsky, W., and Epler, J. L., Eds.) Plenum, New York, (1984). Preussmann, R., and Stewart, B. W. (1984) “N-Nitroso carcinogens”. In Chemical Carcinogens (Searle, C. E., Ed.) ACS Monograph 182, pp 643–828, American Chemical Society, Washington, DC.
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Rao, T.K.1
Lijinsky, W.2
Epler, J.L.3
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3
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0018844615
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Alkylation of nucleic acids by N-nitrosodi-n-propylamine: evidence that carbonium ions are not significantly involved
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Lown, J. W., Chauhan, S. M. S., Koganty, R. R., and Sapse, A.-M. (1984) “Alkyldinitrogen species implicated in the carcinogenic, mutagenic, and anticancer activities of N-nitroso compounds: characterization by 15N NMR of 15N-enriched compounds and analysis of DNA base situselectivity by ab initio calculations”. J. Am. Chem. Soc. 106, 6401–6408
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N2 attack by nucleophile on an alkanediazotic acid has been proposed by: Park, K. K., Archer, M. C., and Wishnok, J. S. (1980) “Alkylation of nucleic acids by N-nitrosodi-n-propylamine: evidence that carbonium ions are not significantly involved”. Chem.-Biol. Interact. 29, 139–144. Lown, J. W., Chauhan, S. M. S., Koganty, R. R., and Sapse, A.-M. (1984) “Alkyldinitrogen species implicated in the carcinogenic, mutagenic, and anticancer activities of N-nitroso compounds: characterization by 15N NMR of 15N-enriched compounds and analysis of DNA base situselectivity by ab initio calculations”. J. Am. Chem. Soc. 106, 6401–6408.
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Park, K.K.1
Archer, M.C.2
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4
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Methylation of deoxyribonucleic acid by diazomethane
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O'Connor, P. J., Capps, M. J., Craig, A. W., Lawley, P. D., and Shah, S. A. (1972) “Differences in the patterns of methylation in rat liver ribosomal ribonucleic acid after reaction in vivo with methyl methanesulphonate and N, N-dimethylnitrosamine”. Biochem. J. 129, 519–528. Magee, P. N., Nicoll, J. W., Pegg, A. E., and Swann, P. F. (1975) “Alkylating intermediates in nitrosamine metabolism”. J. Chem. Soc., Perkin Trans. 1 62–65. White, E. H., and Woodcock, D. J. (1968) “Cleavage of the carbon-nitrogen bond”. In The Chemistry of the Amino Group (Patai, S., Ed.) 409–497, Wiley-Interscience, New York. Gold, B., Deshpande, A., Linder, W., and Hines, L. (1984) “Reactions of alkane diazotic acids at near neutral and basic pH in [18O]H2O”. J. Am. Chem. Soc. 106, 2072–2077
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N1 pathway from the alkanediazonium ion or from a nitrogen-separated ion pair has been proposed by: Kriek, E., and Emmelot, P. (1964) “Methylation of deoxyribonucleic acid by diazomethane”. Biochim. Biophys. Acta 91, 59–66. O'Connor, P. J., Capps, M. J., Craig, A. W., Lawley, P. D., and Shah, S. A. (1972) “Differences in the patterns of methylation in rat liver ribosomal ribonucleic acid after reaction in vivo with methyl methanesulphonate and N,N-dimethylnitrosamine”. Biochem. J. 129, 519–528. Magee, P. N., Nicoll, J. W., Pegg, A. E., and Swann, P. F. (1975) “Alkylating intermediates in nitrosamine metabolism”. J. Chem. Soc., Perkin Trans. 1 62–65. White, E. H., and Woodcock, D. J. (1968) “Cleavage of the carbon-nitrogen bond”. In The Chemistry of the Amino Group (Patai, S., Ed.) pp 409–497, Wiley-Interscience, New York. Gold, B., Deshpande, A., Linder, W., and Hines, L. (1984) “Reactions of alkane diazotic acids at near neutral and basic pH in [18O]H2O”. J. Am. Chem. Soc. 106, 2072–2077.
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Kriek, E.1
Emmelot, P.2
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5
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0023472241
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Recently a mechanism involving an intramolecular attack by a nucleophilic DNA site on a tetrahedral complex, formed by a general base-catalyzed reaction
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A regioselective mechanism for mutagenesis and oncogenesis caused by alkylnitrosourea sequence-specific DNA alkylation This mechanism requires that a G that is 3' to another G will be a preferred alkylation site
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Recently a mechanism involving an intramolecular attack by a nucleophilic DNA site on a tetrahedral complex, formed by a general base-catalyzed reaction, has been proposed by: Buckley, N. (1987) “A regioselective mechanism for mutagenesis and oncogenesis caused by alkylnitrosourea sequence-specific DNA alkylation“. J. Am. Chem. Soc. 109, 7918–7920. This mechanism requires that a G that is 3' to another G will be a preferred alkylation site.
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Buckley, N.1
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6
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Direct mutagenesis of Ha-ras-1 oncogenes by N-nitroso-N-methylurea during initiation of mammary carcinogenesis in rats
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Zarbyl, H., Sukumar, S., Arthur, A. V., Martin-Zanca, D., and Barbacid, M. (1985) “Direct mutagenesis of Ha-ras-1 oncogenes by N-nitroso-N-methylurea during initiation of mammary carcinogenesis in rats”. Nature (London) 315, 382–385.
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Zarbyl, H.1
Sukumar, S.2
Arthur, A.3
Martin-Zanca, V.4
Barbacid, M.5
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7
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0021806826
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Nucleotide sequence of the coat protein gene of canine parvovirus
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The fragment was isolated from a 3220 bp DNA clone of the coat protein gene of the canine parvovirus
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32P-end-labeled fragments (576 and 85 bp) were isolated by gel purification.
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Mattes, W. B., Hartley, J. A., and Kohn, K. W. (1986) “Mechanism of DNA strand breakage by piperidine at sites of N7-alkylguanines”. Biochim. Biophys. Acta 868, 71–76
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Maxam, A. M., and Gilbert, W. (1980) “Sequencing end-labeled DNA with base-specific chemical cleavages”. Methods Enzymol. 65, 499–560. Mattes, W. B., Hartley, J. A., and Kohn, K. W. (1986) “Mechanism of DNA strand breakage by piperidine at sites of N7-alkylguanines”. Biochim. Biophys. Acta 868, 71–76.
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Kinetics of solvolysis of various N-alkyl-N-nitrosoureas in neutral and alkaline solutions
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Methylation and breakdown of microsomal and soluble ribonucleic acid from rat liver by diazomethane
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Reaction of N-methyl-N'-nitro-N-nitrosoguanidine and N-methyl-N-nitroso-p-toluenesulfonamide with DNA in vitro
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McCalla, D. R. (1968) “Reaction of N-methyl-N'-nitro-N-nitrosoguanidine and N-methyl-N-nitroso-p-toluenesulfonamide with DNA in vitro”. Biochim. Biophys. Acta 155, 114–120.
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Reaction of DNA with alkylating agents
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Quantitation of alkylation by ethylnitrosourea of oxygen and nitrogen sites on poly[dA-dT] including phosphotriester formation
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Jensen, D. E., and Reed, D. J. (1978) “Reaction of DNA with alkylating agents. Quantitation of alkylation by ethylnitrosourea of oxygen and nitrogen sites on poly[dA-dT] including phosphotriester formation”. Biochemistry 17, 5098–5107.
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DNA sequence has an effect on the extent and kinds of alkylation of DNA by a potent carcinogen
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0019598899
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Molecular electrostatic potential of the nucleic acids
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A theoretical evaluation of the effect of netropsin binding on the reactivity of DNA towards alkylating agents
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Zakrzewska, K., and Pullman, B. (1983) “A theoretical evaluation of the effect of netropsin binding on the reactivity of DNA towards alkylating agents”. Nucleic Acids Res. 11, 8841–8845.
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The effect of spermine binding on the reactivity of DNA towards carcinogenic alkylating agents
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Zakrzewski, K., and Pullman, B. (1985) “The effect of spermine binding on the reactivity of DNA towards carcinogenic alkylating agents”. J. Biomol. Struct. Dyn. 3, 437–444.
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Studies on carcinogen chromatin-DNA interaction: inhibition of N-methyl-N-nitrosourea-induced methylation of chromatin-DNA by spermidine and distamycin A
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Rajalakshmi, S., Rao, P. M., and Sarma, D. S. R. (1978) “Studies on carcinogen chromatin-DNA interaction: inhibition of N-methyl-N-nitrosourea-induced methylation of chromatin-DNA by spermidine and distamycin A”. Biochemistry 17, 4515–4518.
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Rajalakshmi, S.1
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0020448650
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Design and synthesis of a sequence-specific DNA cleaving molecule
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(Distamycin-EDTA)iron(II)
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Schultz, P. G., Taylor, J. S., and Dervan, P. B. (1982) “Design and synthesis of a sequence-specific DNA cleaving molecule. (Distamycin-EDTA)iron(II)”. J. Am. Chem. Soc. 104, 6861–6863.
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Schultz, P.G.1
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Structure of B-DNA dodecamer III
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Geometry of hydration
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DNA sequence selectivity of guanine-N7 alkylation by three antitumor chloroethylating agents
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