DNA damage: Chemistry, repair, and mutagenic potential

Regulatory Toxicology and Pharmacology

Volumn 23, Issue 1 I, 1996, Pages 2-13

  Singer, B ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 BENZOQUINONE; ALKYLATING AGENT; BENZENE; CARCINOGEN; CHLOROACETALDEHYDE; VINYL CHLORIDE;

CONFERENCE PAPER; DNA ADDUCT; DNA DAMAGE; DNA REPAIR; DNA REPLICATION; HUMAN; MUTAGENESIS; MUTAGENICITY; NONHUMAN; PRIORITY JOURNAL;

EID: 0029880141     PISSN: 02732300     EISSN: None     Source Type: Journal    
DOI: 10.1006/rtph.1996.0002     Document Type: Conference Paper

References (43)

1. 4-ethenocytosine, and 4-amino-5-(imidazol-2-yl)imidazole. Biochemistry 32, 12793-12801.
2. Boosalis, M. S., Petruska, J., and Goodman, M. F. (1987). DNA polymerase insertion fidelity: Gel assay for site-specific kinetics. J. Biol. Chem. 262, 14689-14696.
3. 2,3-ethenoguanine produces G → A transitions in Escherichia coli. Proc. Natl. Acad. Sci. USA 88, 9974-9978.
4. Chenna, A., Hang, B., Ryberg, B., Kim, E., Pongracz, K., Bodell, W. J., and Singer, B. (1995). The benzene metabolite p-benzoquinone forms adducts with DNA bases that are excised by a repair activity from human cells that differs from an ethenoadenine glycosylase. Proc. Natl. Acad. Sci. USA 92, 5890-5894.
5. Chenna, A., and Singer, B. (1995). Large scale synthesis of p-benzoquinone-2′-deoxycytidine and p-benzoquinone-2′-deoxyadenosine adducts and their site-specific incorporation into DNA oligonucleotides. Chem. Res. Toxicol. 8, 865-874.
6. 6-alkylguanine - DNA - alkyltransferase. Carcinogenesis 6, 1611-1614.
7. Dosanjh, M. K., Chenna, A., Kim, E., Fraenkel-Conrat, H., Samson, L., and Singer, B. (1994). All four known cyclic adducts formed in DNA by the vinyl chloride metabolite chloroacetaldehyde are released by a human DNA glycosylase. Proc. Natl. Acad. Sci. USA 91, 1024-1028.
8. 6-methylguanine can adopt multiple conformations. Proc. Natl. Acad. Sci. USA 90, 3983-3987.
9. 4-methylthymine in Escherichia coli. Biochemistry 30, 7027-7033.
10. Guengerich, F. P., Geiger, L. E., Hogy, L. L., and Wright, P. L. (1981). In vitro metabolism of acrylonitrile to 2-cyanoethylene oxide, reaction with glutathione, and irreversible binding to proteins and nucleic acids. Cancer Res. 41, 4925-4933.
11. 4-ethenocytosine are excised by separate human DNA glycosylases. Carcinogenesis 19, 155-157.
12. 4meT pairing in dodecanucleotide duplexes. Biochemistry 27, 108-115.
13. 2,3-ethenodeoxyguanosine 5′-triphosphate. Stability of the glycosyl bond in the monomer and in poly(dG, ∈dG-dC). Chem. Res. Toxicol. 2, 230-233.
14. Lindahl, T. (1982). DNA repair enzymes. Annu. Rev. Biochem. 51, 61-87.
15. Mendelman, L. V., Boosalis, M. S., Petruska, J., and Goodman, M. F. (1989). Nearest neighbor influences on DNA polymerase insertion fidelity. J. Biol. Chem. 264, 14415-14423.
16. Mendelman, L. V., Petruska, J., and Goodman, M. F. (1990). Base mispair extension kinetics. Comparison of DNA polymerase alpha and reverse transcriptase. J. Biol. Chem. 265, 2338-2346.
17. 4-methylthymine in a defined oligonucleotide sequence. Mutat. Res. 307, 53-59.
18. Nagata, Y., Abe, M., Kobayashi, K., Yoshida, K., Ishibashi, T., Naoe, T., Nakayama, E., and Shiku, H. (1990). Glycine to aspartic acid mutations at codon 13 of the c-Ki-ras gene in human gastrointestinal cancers. Cancer Res. 50, 480-482.
19. 6-alkylguanine necessary for initiation of carcinogenesis by alklating agents? Cancer Invest. 2, 223-238.
20. Petruska, J., Goodman, M. F., Boosalis, M. S., Sowers, L. C., Cheong, C., and Tinoco, I., Jr. (1988). Comparison between DNA melting thermodynamics and DNA polymerase fidelity. Proc. Natl. Acad. Sci. USA 85, 6252-6256.
21. 32P-postlabeling of DNA reacted with p-benzoquinone. Chem. Res. Toxicol. 4, 199-202.
22. 32P-postlabeling of DNA reacted with p-benzoquinone. Carcinogenesis 11, 1469-1472.
23. 4-methylthymine in vivo determined by an enzymatic approach to site-specific mutagenesis. Proc. Natl. Acad. Sci. USA 83, 8501-8505.
24. Romach, E., Moore, J., Rummel, S., and Richie, E. (1994). Influence of sex and carcinogen treatment protocol on tumor latency and frequency of K-ras mutations in N-methyl-N-nitrosourea-induced lymphomas. Carcinogenesis 15, 2275-2280.
25. 4-methylthymine • guanine basepairs. B. Singer. Mutat. Res. in press.
26. Ronai, Z. A., Gradia, S., Peterson, L. A., and Hecht, S. S. (1993). G→A transitions and G→T trans versions 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.
27. Samson, L. (1992). The suicidal DNA repair methyltransferases of microbes. Mol. Microbiol. 6, 825-831.
28. Singer, B. (1980). The effect of base modification on fidelity in transcription. In Carcinogenesis: Fundamental Mechanisms and Environmental Effects (B. Pullman, P. O. P. Ts'o, and H. Gelboin, Eds.), pp. 91-102. Reidel, Jerusalem Symposium in Quantum Chemistry and Biochemistry.
29. Singer, B. (1985). In vivo formation and persistence of modified nucleosides resulting from alkylating agents. Environ. Health Perspect. 62, 41-48.
30. Singer, B. (1988). Human carcinogens and DNA modification: The first step in risk assessment. In New Directions in the Qualitative and Quantitative Aspects of Carcinogen Risk Assessment (R. W. Hart and F. D. Hoerger, Eds.), pp. 123-138. Cold Spring Harbor Laboratory, Cold Spring Harbor, NY.
31. 6-methylguanine in a defined primed oligonucleotide when Escherichia coli DNA polymerase I is used. Proc. Natl. Acad. Sci. USA 86, 8271-8274.
32. Singer, B., and Essigmann, J. M. (1991). Site-specific mutagenesis: Retrospective and prospective. Carcinogenesis 12, 949-955.
33. Singer, B., and Grunberger, D. (1983). Molecular Biology of Mutagens and Carcinogens. Plenum, New York.
34. Singer, B., and Kuśmierek, J. T. (1976). Alkylation of ribose in RNA reacted with ethylnitrosourea at neutrality. Biochemistry 15, 5052-5057.
35. 2,3-etheno-deoxyguanosine, using a site-directed kinetic assay. Carcinogenesis 12, 745-747.
36. Singer, B., Spengler, S., and Bodell, W. J. (1981). Tissue-dependent enzyme-mediated repair or removal of O-ethyl pyrimidines and ethyl purines in carcinogen-treated rats. Carcinogenesis 2, 1069-1073.
37. Singer, B., and Spengler, S. J. (1986). Replication and transcription of polynucleotides containing ethenocytosine, ethenoadenine and their hydrated (B. Singer and H. Bartsch, Eds.), pp. 359-371. IARC Scientific Publications, No. 70, Oxford Univ. Press, London.
38. Snyder, R., Dimitriadis, E., Guy, R., Hu, P., Cooper, K., Bauer, H., Witz, G., and Goldstein, B. D. (1989). Studies on the mechanism of benzene toxicity. Environ. Health Perspect. 82, 31-35.
39. Spengler, S. J., and Singer, B. (1988). Formation of interstrand cross-links in chloroacetaldehyde-treated DNA demonstrated by ethidium bromide fluorescence. Cancer Res. 48, 4804-4806.
40. 6-ethyldeoxyguanosine, accumulates in hepatocyte DNA of rats exposed continuously to diethylnitrosamine. Proc. Natl. Acad. Sci. USA 81, 1692-1695.
41. You, M., Wang, Y., Lineen, A. M., Gunning, W. T., Stoner, G. D., and Anderson, M. W. (1992). Mutagenesis of the K-ras protooncogene in mouse lung tumors induced by N-ethyl-N-nitrosourea or N-nitrosodiethylamine. Carcinogenesis 13, 1583-1586.
42. Zajdela, F., Croisy, A., Barbin, A., Malaveille, C., Tomatis, L., and Bartsch, H. (1980). Carcinogenicity of chloroethylene oxide, an ultimate reactive metabolite of vinyl chloride, and bis(chloromethyl)ether after subcutaneous administration and in initiation-promotion experiments in mice. Cancer Res. 40, 352-356.
43. 4-etheno-2′-deoxycytidine, and 3-(2-hydroxyethyl)-2′-deoxyuridine. Chem. Res. Toxicol. 8, 157-163.