A method to determine RNA and DNA oxidation simultaneously by HPLC-ECD: Greater RNA than DNA oxidation in rat liver after doxorubicin administration

Biological Chemistry

Volumn 387, Issue 1, 2006, Pages 103-111

  Hofer, Tim ^a   Seo, Arnold Y ^a   Prudencio, Mercedes ^a   Leeuwenburgh, Christiaan ^a  

^a UNIVERSITY OF FLORIDA COLLEGE OF MEDICINE   (United States)

Author keywords

8 oxodGuo; 8 oxoGuo; Doxorubicin; Free radical; Nucleic acids; Oxidative stress

Indexed keywords

ASCORBIC ACID; COPPER ION; DEFEROXAMINE MESYLATE; DNA; DOXORUBICIN; FERRIC ION; GUANIDINE DERIVATIVE; HYDROGEN PEROXIDE; MERCAPTOETHANOL; RNA; THIOCYANIC ACID DERIVATIVE;

ANIMAL TISSUE; ARTICLE; DNA DAMAGE; ELECTROCHEMICAL DETECTION; FENTON REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIVER; NONHUMAN; OXIDATION; OXIDATIVE STRESS; PRIORITY JOURNAL; RAT; RNA EXTRACTION;

ANIMALS; CHLOROFORM; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEOXYGUANOSINE; DNA; DOXORUBICIN; ELECTROCHEMISTRY; GUANOSINE; LIVER; MOLECULAR STRUCTURE; OXIDATION-REDUCTION; PHENOL; RATS; RNA; SODIUM IODIDE; SOFTWARE DESIGN;

ANIMALIA;

EID: 30644474179     PISSN: 14316730     EISSN: 14374315     Source Type: Journal    
DOI: 10.1515/BC.2006.014     Document Type: Article

References (59)

1. Aas, P.A., Otterlei, M., Falnes, P.O., Vagbo, C.B., Skorpen, F., Akbari, M., Sundheim, O., Bjoras, M., Slupphaug, G., Seeberg, E., and Krokan, H.E. (2003). Human and bacterial oxidative demethylases repair alkylation damage in both RNA and DNA. Nature 421, 859-863.
2. Abe, T., Tohgi, H., Isobe, C., Murata, T., and Sato, C. (2002). Remarkable increase in the concentration of 8-hydroxyguanosine in cerebrospinal fluid from patients with Alzheimer's disease. J. Neurosci. Res. 70, 447-450.
3. Abe, T., Isobe, C., Murata, T., Sato, C., and Tohgi, H. (2003). Alteration of 8-hydroxyguanosine concentrations in the cerebrospinal fluid and serum from patients with Parkinson's disease. Neurosci. Lett. 336, 105-108.
4. Barja, G. (2004). Aging in vertebrates, and the effect of caloric restriction: a mitochondrial free radical production-DNA damage mechanism? Biol. Rev. Camb. Philos. Soc. 79, 235-251.
5. Byrne, E., Trounce, I., and Dennett, X. (1991). Mitochondrial theory of senescence: respiratory chain protein studies in human skeletal muscle. Mech. Ageing Dev. 60, 295-302.
6. Cheng, K.C., Cahill, D.S., Kasai, H., Nishimura, S., and Loeb, L.A. (1992). 8-Hydroxyguanine, an abundant form of oxidative DNA damage, causes G→T and A→C substitutions. J. Biol. Chem. 267, 166-172.
7. Childs, A.C., Phaneuf, S.L., Dirks, A.J., Phillips, T., and Leeuwenburgh, C. (2002). Doxorubicin treatment in vivo causes cytochrome c release and cardiomyocyte apoptosis, as well as increased mitochondrial efficiency, superoxide dismutase activity, and Bcl-2:Bax ratio. Cancer Res. 62, 4592-4598.
8. Chirgwin, J.M., Przybyla, A.E., MacDonald, R.J., and Rutter, W.J. (1979). Isolation of biologically active ribonucleic acid from sources enriched in ribonuclease. Biochemistry 18, 5294-5299.
9. Chomczynski, P. and Sacchi, N. (1987). Single-step method of RNA isolation by acid guanidinium thiocyanate-phenol-chloroform extraction. Anal. Biochem. 162, 156-159.
10. Conaway, C.C., Nie, G., Hussain, N.S., and Fiala, E.S. (1991). Comparison of oxidative damage to rat liver DNA and RNA by primary nitroalkanes, secondary nitroalkanes, cyclopentanone oxime, and related compounds. Cancer Res. 51, 3143-3147.
11. Cox, R.A. (1968). The use of guanidinium chloride in the isolation of nucleic acids. Methods Enzymol. 12B, 120-129.
12. Doroshow, J.H. (1983). Effect of anthracycline antibiotics on oxygen radical formation in rat heart. Cancer Res. 43, 460-472.
13. Doroshow, J.H., Locker, G.Y., Baldinger, J., and Myers, C.E. (1979). The effect of doxorubicin on hepatic and cardiac glutathione. Res. Commun. Chem. Pathol. Pharmacol. 26, 285-295.
14. Fiala, E.S., Conaway, C.C., and Mathis, J.E. (1989). Oxidative DNA and RNA damage in the livers of Sprague-Dawley rats treated with the hepatocarcinogen 2-nitropropane. Cancer Res. 49, 5518-5522.
15. Finkel, T. and Holbrook, N.J. (2000). Oxidants, oxidative stress and the biology of ageing. Nature 408, 239-247.
16. Frelon, S., Douki, T., Favier, A., and Cadet, J. (2003). Hydroxyl radical is not the main reactive species involved in the degradation of DNA bases by copper in the presence of hydrogen peroxide. Chem. Res. Toxicol. 16, 191-197.
17. Gedik, C.M., Collins, A., and ESCODD (2005). Establishing the background level of base oxidation in human lymphocyte DNA: results of an interlaboratory validation study. FASEB J. 19, 82-84.
18. Giorgiev, G.P., Mantieva, V.L., and Zbarsky, I.B. (1960). RNA fractions in cell nuclei isolated by phenol and by sucrose-glycerophosphate. Biochim. Biophys. Acta 37, 373-374.
19. Green, RS. and Leeuwenburgh, C. (2002). Mitochondrial dysfunction is an early indicator of doxorubicin-induced apoptosis. Biochim. Biophys. Acta 1588, 94-101.
20. Halliwell, B. and Gutteridge, J.M.C. (1999). Free Radicals in Biology and Medicine, 3rd ed. (Oxford, UK: Oxford University Press).
21. Harman, D. (1972). The biologic clock: the mitochondria? J. Am. Geriatr. Soc. 20, 145-147.
22. Helbock, H.J., Beckman, K.B., Shigenaga, M.K., Walter, P.B., Woodall, A.A., Yeo, H.C., and Ames, B.N. (1998). DNA oxidation matters: the HPLC-electrochemical detection assay of 8-oxo-deoxyguanosine and 8-oxo-guanine. Proc. Natl. Acad. Sci. USA 95, 288-293.
23. 2. J. Chem. Soc. Perkin Trans. 2, 210-213.
24. Hofer, T. and Moller, L. (1998). Reduction of oxidation during the preparation of DNA and analysis of 8-hydroxy-2′-deoxyguanosine. Chem. Res. Toxicol. 11, 882-887.
25. Hofer, T. and Moller, L. (2002). Optimization of the workup procedure for the analysis of 8-oxo-7,8-dihydro-2′-deoxyguanosine with electrochemical detection. Chem. Res. Toxicol. 15, 426-432.
26. Hofer, T., Badouard, C., Bajak, E., Ravanat, J.L., Mattsson, A., and Cotgreave, I.A. (2005). Hydrogen peroxide causes greater oxidation in cellular RNA than in DNA. Biol. Chem. 386, 333-337.
27. Honda, K., Smith, M.A., Zhu, X., Baus, D., Merrick, W.C., Tartakoff, A.M., Hattier, T., Harris, P.L., Siedlak, S.L., Fujioka, H., et al. (2005). Ribosomal RNA in Alzheimer's disease is oxidized by bound redox-active iron. J. Biol. Chem. 280, 20978-20986.
28. Jang, Y.M., Kendaiah, S., Drew, B., Phillips, T., Selman, C., Julian, D., and Leeuwenburgh, C. (2004). Doxorubicin treatment in vivo activates caspase-12 mediated cardiac apoptosis in both male and female rats. FEBS Lett. 577, 483-490.
29. Kang, Y.J., Chen, Y., and Epstein, P.N. (1996). Suppression of doxorubicin cardiotoxicity by overexpression of catalase in the heart of transgenic mice. J. Biol. Chem. 271, 12610-12616.
30. Kang, Y.J., Chen, Y., Yu, A., Voss-McCowan, M., and Epstein, P.N. (1997). Overexpression of metallothionein in the heart of transgenic mice suppresses doxorubicin cardiotoxicity. J. Clin. Invest. 100, 1501-1506.
31. Kawanishi, S., Inoue, S., Sano, S., and Aiba, H. (1986). Photodynamic guanine modification by hematoporphyrin is specific for single-stranded DNA with singlet oxygen as a mediator. J. Biol. Chem. 261, 6090-6095.
32. Kotamraju, S., Konorev, E.A., Joseph, J., and Kalyanaraman, B. (2000). Doxorubicin-induced apoptosis in endothelial cells and cardiomyocytes is ameliorated by nitrone spin traps and ebselen. Role of reactive oxygen and nitrogen species. J. Biol. Chem. 275, 33585-33592.
33. Kuchino, Y., Mori, F., Kasai, H., Inoue, H., Iwai, S., Miura, K., Ohtsuka, E., and Nishimura, S. (1987). Misreading of DNA templates containing 8-hydroxydeoxyguanosine at the modified base and at adjacent residues. Nature 327, 77-79.
34. Leeuwenburgh, C. and Heinecke, J.W. (2001). Oxidative stress and antioxidants in exercise. Curr. Med. Chem. 8, 829-838.
35. Lin, H.S., Jenner, A.M., Ong, C.N., Huang, S.H., Whiteman, M., and Halliwell, B. (2004). A high-throughput and sensitive methodology for the quantification of urinary 8-hydroxy-2′-deoxyguanosine: measurement with gas chromatography-mass spectrometry after single solid-phase extraction. Biochem. J. 380, 541-548.
36. Liu, J., Head, E., Gharib, A.M., Yuan, W., Ingersoll, R.T., Hagen, T.M., Cotman, C.W., and Ames, B.N. (2002). Memory loss in old rats is associated with brain mitochondrial decay and RNA/DNA oxidation: partial reversal by feeding acetyl-L-carnitine and/or R-α lipoic acid. Proc. Natl. Acad. Sci. USA 99, 2356-2361.
37. 2-induced DNA base damage: a chemiluminescent study. Redox Rep. 4, 271-276.
38. Maquat, L.E. and Carmichael, G.G. (2001). Quality control of mRNA function. Cell 104, 173-176.
39. Martinet, W., de Meyer, G.R., Herman, A.G., and Kockx, M.M. (2004). Reactive oxygen species induce RNA damage in human atherosclerosis. Eur. J. Clin. Invest. 34, 323-327.
40. Metzler, D.E. (1977). Biochemistry: The Chemical Reactions of Living Cells, 1st ed. (New York, USA: Academic Press).
41. Miquel, J., de Juan, E., and Sevila, I. (1992). Oxygen-induced mitochondrial damage and aging. EXS 62, 47-57.
42. Nakae, D., Mizumoto, Y., Kobayashi, E., Noguchi, O., and Konishi, Y. (1995). Improved genomic/nuclear DNA extraction for 8-hydroxydeoxyguanosine analysis of small amounts of rat liver tissue. Cancer Lett. 97, 233-239.
43. Nohl, H. (1987). A novel superoxide radical generator in heart mitochondria. FEBS Lett. 214, 269-273.
44. Nohl, H., Gille, L., and Staniek, K. (1998). The exogenous NADH dehydrogenase of heart mitochondria is the key enzyme responsible for selective cardiotoxicity of anthracyclines. Z. Naturforsch. (C) 53, 279-285.
45. Nunomura, A., Perry, G., Pappolla, M.A., Wade, R., Hirai, K., Chiba, S., and Smith, M.A. (1999). RNA oxidation is a prominent feature of vulnerable neurons in Alzheimer's disease. J. Neurosci. 19, 1959-1964.
46. Park, E.M., Shigenaga, M.K., Degan, P., Korn, T.S., Kitzler, J.W., Wehr, C.M., Kolachana, P., and Ames, B.N. (1992). Assay of excised oxidative DNA lesions: isolation of 8-oxoguanine and its nucleoside derivatives from biological fluids with a monoclonal antibody column. Proc. Natl. Acad. Sci. USA 89, 3375-3379.
47. Ravanat, J.L., Douki, T., Duez, P., Gremaud, E., Herbert, K., Hofer, T., Lasserre, L., Saint-Pierre, C., Favier, A., and Cadet, J. (2002). Cellular background level of 8-oxo-7,8-dihydro-2′-deoxyguanosine: an isotope based method to evaluate artefactual oxidation of DNA during its extraction and subsequent work-up. Carcinogenesis 23, 1911-1918.
48. Rhee, Y., Valentine, M.R., and Termini, J. (1995). Oxidative base damage in RNA detected by reverse transcriptase. Nucleic Acids Res. 23, 3275-3282.
49. Shan, K., Lincoff, A.M., and Young, J.B. (1996). Anthracycline-induced cardiotoxicity. Ann. Intern. Med. 125, 47-58.
50. Shen, Z., Wu, W., and Hazen, S.L. (2000). Activated leukocytes oxidatively damage DNA, RNA, and the nucleotide pool through halide-dependent formation of hydroxyl radical. Biochemistry 39, 5474-5482.
51. Shigenaga, M.K. and Ames, B.N. (1991). Assays for 8-hydroxy-2′- deoxyguanosine: a biomarker of in vivo oxidative DNA damage. Free Radic. Biol. Med. 10, 211-216.
52. Sies, H. and Menck, C.F. (1992). Singlet oxygen induced DNA damage. Mutat Res. 275, 367-375.
53. Van Remmen, H., Ikeno, Y., Hamilton, M., Pahlavani, M., Wolf, N., Thorpe, S.R., Alderson, N.L., Baynes, J.W., Epstein, C.J., Huang, T.T., et al. (2003). Life-long reduction in MnSOD activity results in increased DNA damage and higher incidence of cancer but does not accelerate aging. Physiol. Genomics 16, 29-37.
54. Wacker, W.E. and Vallee, B.L. (1959). Nucleic acids and metals. J. Biol. Chem. 234, 3257-3262.
55. Wardman, P. and Candeias, L.P. (1996). Fenton chemistry: an introduction. Radiat. Res. 145, 523-531.
56. Weimann, A., Belling, D., and Poulsen, H.E. (2002). Quantification of 8-oxo-guanine and guanine as the nucleobase, nucleoside and deoxynucleoside forms in human urine by high-performance liquid chromatography-electrospray tandem mass spectrometry. Nucleic Acids Res. 30, E7.
57. Yamamoto, K. and Kawanishi, S. (1989). Hydroxyl free radical is not the main active species in site-specific DNA damage induced by copper(II) ion and hydrogen peroxide. J. Biol. Chem. 264, 15435-15440.
58. Yen, H.C., Oberley, T.D., Vichitbandha, S., Ho, Y.S., and St Clair, D.K. (1996). The protective role of manganese superoxide dismutase against adriamycin-induced acute cardiac toxicity in transgenic mice. J. Clin. Invest. 98, 1253-1260.
59. Zhang, J., Perry, G., Smith, M.A., Robertson, D., Olson, S.J., Graham, D.G., and Montine, T.J. (1999). Parkinson's disease is associated with oxidative damage to cytoplasmic DNA and RNA in substantia nigra neurons. Am. J. Pathol. 154, 1423-1429.