Enzymatic methylation of DNA in cultured human cells studied by stable isotope incorporation and mass spectrometry

Chemical Research in Toxicology

Volumn 22, Issue 6, 2009, Pages 1060-1068

  Herring, Jason L ^a   Rogstad, Daniel K ^a   Sowers, Lawrence C ^a  

^a LOMA LINDA UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2' DEOXY 5 METHYLCYTOSINE; 5 METHYLCYTOSINE; CYTOSINE; METHIONINE; STABLE ISOTOPE; UNCLASSIFIED DRUG; URIDINE;

ARTICLE; CELL CULTURE; CHROMATIN ASSEMBLY AND DISASSEMBLY; DNA METHYLATION; DNA REPLICATION; DNA STRUCTURE; DNA SYNTHESIS; HUMAN; HUMAN CELL; MASS SPECTROMETRY;

5-METHYLCYTOSINE; CELL LINE, TUMOR; DEUTERIUM; DNA; DNA METHYLATION; DNA REPLICATION; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; KINETICS; METHIONINE; METHYLTRANSFERASES; NITROGEN ISOTOPES; URIDINE;

EID: 67449108171     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx900027w     Document Type: Article

References (31)

1. Razin, A., and Riggs, A. D. (1980) DNA methylation and gene function. Science 210, 604-610.
2. Jones, P. A., and Taylor, S. M. (1980) Cellular differentiation, cytidine analogs and DNA methylation. Cell 20, 85-93. (Pubitemid 10117303)
3. Cooper, D. N., Taggart, M. H., and Bird, A. P. (1983) Unmethylated domains in vertebrate DNA. Nucleic Acids Res. 11, 647-658.
4. Singal, R., and Ginder, G. D. (1999) DNA methylation. Blood 93, 4059-4070. (Pubitemid 29279247)
5. Ehrlich, M., and Wang, R.Y.-H. (1981) 5-Methylcytosine in eukaryotic DNA. Science 212, 1350-1357.
6. Nan, X., Meehan, R. R., and Bird, A. (1993) Dissection of the methyl- CpG binding domain from the chromosomal protein MeCP2. Nucleic Acids Res. 21, 4886-4892. (Pubitemid 23330162)
7. Valinluck, V., Tsai, H.-H., Rogstad, D. K., Burdzy, A., Bird, A., and Sowers, L. C. (2004) Oxidative damage to methyl-CpG sequences inhibits the binding of the methyl-CpG binding domain (MBD) of methyl-CpG binding protein 2 (MeCP2). Nucleic Acids Res. 32, 4100-4108. (Pubitemid 39232282)
8. Nan, X., Ng, H.-H., Johnson, C. A., Laherty, C. D., Turner, B. M., Eisenman, R. N., and Bird, A. (1998) Transcriptional repression by the methyl-CpG-binding protein MeCP2 involves a histone deacetylase complex. Nature 393, 386-389. (Pubitemid 28269714)
9. Esteller, M., and Herman, J. G. (2002) Cancer as an epigenetic disease: DNA methylation and chromatin alterations in human tumours. J. Pathol. 196, 1-7.
10. Jones, P. A. (2003) Epigenetics in carcinogenesis and cancer prevention. Ann. N. Y. Acad. Sci. 983, 213-219. (Pubitemid 36399334)
11. Magewu, A. N., and Jones, P. A. (1994) Ubiquitous and tenacious methylation of the CpG site in codon 248 of the p53 gene may explain its frequent appearance as a mutational Hot spot in human cancer. Mol. Cell. Biol. 14, 4225-4232. (Pubitemid 24160828)
12. Paz, M. F., Fraga, M. F., Avila, S., Guo, M., Pollan, M., Herman, J. G., and Esteller, M. (2003) A systematic profile of DNA methylation in human cancer cell lines. Cancer Res. 63, 1114-1121. (Pubitemid 36278446)
13. Herman, J. G., Umar, A., Polyak, K., Graff, J. R., Ahuja, N., Issa, J.-P. L., Markowitz, S., Willson, J. K. V., Hamilton, S. R., Kinzler, K. W., Kane, M. F., Kolodner, R. D., Vogelstein, B., Kunkel, T. A., and Baylin, S. B. (1998) Incidence and functional consequences of hMLH1 promoter hypermethylation in colorectal carcinoma. Proc. Natl. Acad. Sci. U.S.A. 95, 6870-6875. (Pubitemid 28278073)
14. Kurkjian, C., Kummar, S., and Murgo, A. J. (2008) DNA methylation: its role in cancer development and therapy. Curr. Probl. Cancer 32, 187-235.
15. Silverman, L. R., Demakos, E. P., Peterson, B. L., Kornblith, A. B., Holland, J. C., Odchimar-Reissig, R., Stone, R. M., Douglas, N., Powell, B. L., DeCastro, C. M., Ellerton, J., Larson, R. A., Schiffer, C. A., and Holland, J. F. (2002) Randomized controlled trial of azacitidine in patients with the myelodysplastic syndrome: A study of the cancer and leukemia group B. J. Clin. Oncol. 20, 2429-2440. (Pubitemid 34525728)
16. Leone, G., Teofili, L., Voso, M. T., and Lubbert, M. (2002) DNA methylation and demethylating drugs in myelodysplastic syndromes and secondary leukemias. Haematologica 87, 1324-1341. (Pubitemid 36005306)
17. Yagi, S., Oda-Sato, E., Uehara, I., Asano, Y., Nakajima, W., Takeshita, T., and Tanaka, N. (2008) 5-Aza-2′-deoxycytidine restores proapoptotic function of p53 in cancer cells resistant to p53-induced apoptosis. Cancer In Vest. 26, 680-688.
18. Koshy, M., Dorn, L., Bressler, L., Molokie, R., Lavelle, D., Talischy, N., Hoffman, R., van Overveld, W., and DeSimone, J. (2000) 2′-Deoxy 5-azacytadine and fetal hemoglobin induction in sickle cell anemia. Blood 96, 2379-2384. (Pubitemid 30745258)
19. Galanello, R., Stamatoyannopoulos, G., and Papayannopoulou, T. (1988) Mechanism of Hb F stimulation by S-stage compounds. J. Clin. InVest. 81, 1209-1216.
20. Cheng, J. C., Yoo, C. B., Weisenberger, D. J., Chuang, J., Wozniak, C., Liang, G., Marquez, V. E., Greer, S., Orntoft, T. F., Thykaer, T., and Jones, P. A. (2004) Preferential response of cancer cells to zebularine. Cancer Cell 6, 151-158. (Pubitemid 39485687)
21. Scott, S. A., Lakshimikuttysamma, A., Sheridan, D. P., Sanche, S. E., Geyer, C. R., and DeCoteau, J. F. (2007) Zebularine inhibits human acute myeloid leukemia cell growth in vitro in association with p15INK4B demethylation and reexpression. Exp. Hematol. 35, 263-273. (Pubitemid 46135814)
22. Kaysen, J., Spriggs, D., and Kufe, D. (1986) Incorporation of 5-fluorodeoxycytidine and metabolites into nucleic acids of human MCF-7 breast carcinoma cells. Cancer Res. 46, 4534-4538. (Pubitemid 16046884)
23. Jones, P. A., and Taylor, S. M. (1981) Hemimethylated duplex DNAs prepared from 5-azacytidine-treated cells. Nucleic Acids Res. 9, 2933-2947.
24. LaFrancois, C. J., Fujimoto, J., and Sowers, L. C. (1998) Synthesis and characterization of isotopically enriched pyrimidine deoxynucleoside oxidation damage products. Chem. Res. Toxicol. 11, 75-83. (Pubitemid 28065276)
25. Lim, K. S., Huang, S. H., Jenner, A., Wang, H., Tang, S. Y., and Halliwell, B. (2006) Potential artifacts in the measurement of DNA deamination. Free Radical Biol. Med. 40, 1939-1948. (Pubitemid 43728866)
26. Rusmintratip, V., Riggs, A. D., and Sowers, L. C. (2000) Examination of the DNA substrate selectivity of DNA cytosine methyltransferases using mass tagging. Nucleic Acids Res. 28, 3594-3599.
27. Hugentobler, E., and Loliger, J. (1972) A general approach to calculating isotope abundance ratios in mass spectroscopy. J. Chem. Educ. 49, 610-612.
28. Ehrlich, M., Gama-Sosa, M. A., Huang, L.-H., Midgett, R. M., Kuo, K. C., McCune, R. A., and Gehrke, C. (1982) Amount and distribution of 5-methylcytosine in human DNA from different types of tissues or cells. Nucleic Acids Res. 10, 2709-2721.
29. Gazziola, C., Ferraro, P., Moras, M., Reichard, P., and Bianchi, V. (2001) Cytosolic high K(m) 5′-nucleotidase and 5′(3′)- deoxyribonucleotidase in substrate cycles involved in nucleotide metabolism. J. Biol. Chem. 276, 6185-6190. (Pubitemid 37373473)
30. Araujo, F. D., Knox, J. D., Szyf, M., Price, G. B., and Zannis- Hadjopoulos, M. (1998) Concurrent replication and methylation at mammalian origins of replication. Mol. Cell. Biol. 18, 3475-3482.
31. Rusmintratip, V., and Sowers, L. C. (2000) An unexpectedly high excision capacity for mispaired 5-hydroxymethyluracil in human cell extracts. Proc. Natl. Acad. Sci. U.S.A. 97, 14183-14187. (Pubitemid 32016551)