Analysis of a malondialdehyde-deoxyguanosine adduct in human leukocyte DNA by liquid chromatography nanoelectrospray-high-resolution tandem mass spectrometry

Chemical Research in Toxicology

Volumn 27, Issue 10, 2014, Pages 1829-1836

  Ma, Bin ^a   Villalta, Peter W ^a   Balbo, Silvia ^a,b   Stepanov, Irina ^a,b  

^a UNIVERSITY OF MINNESOTA   (United States)

^b UNIVERSITY OF MINNESOTA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DEOXYGUANOSINE; DNA; MALONALDEHYDE; SODIUM BOROHYDRIDE; DNA ADDUCT;

ACCURACY; ARTICLE; CARDIOVASCULAR DISEASE; CONTROLLED STUDY; DEGENERATIVE DISEASE; DISSOCIATION; DNA ADDUCT; ELECTROSPRAY MASS SPECTROMETRY; HUMAN; HUMAN CELL; HYDROLYSIS; IMMUNOHISTOCHEMISTRY; IONIZATION; LEUKOCYTE; LIMIT OF DETECTION; LIMIT OF QUANTITATION; LIPID PEROXIDATION; LIQUID CHROMATOGRAPHY; PROSTAGLANDIN SYNTHESIS; SOLID PHASE EXTRACTION; STANDARD; TANDEM MASS SPECTROMETRY; ANALYSIS; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; METABOLISM; NANOTECHNOLOGY; SYNTHESIS;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DEOXYGUANOSINE; DNA; DNA ADDUCTS; HUMANS; LEUKOCYTES; MALONDIALDEHYDE; NANOTECHNOLOGY; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY;

EID: 84908119442     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx5002699     Document Type: Article

References (35)

1. Coussens, L. M., and Werb, Z. (2002) Inflammation and cancer. Nature 420, 860-867.
2. Hussain, S. P., and Harris, C. C. (2007) Inflammation and cancer: an ancient link with novel potentials. Int. J. Cancer 121, 2373-2380.
3. Black, P. H., and Garbutt, L. D. (2002) Stress, inflammation and cardiovascular disease. J. Psychosom. Res. 52, 1-23.
4. Pearson, T. A., Mensah, G. A., Alexander, R. W., Anderson, J. L., Cannon, R. O., III, Criqui, M., Fadl, Y. Y., Fortmann, S. P., Hong, Y., Myers, G. L., Rifai, N., Smith, S. C., Jr., Taubert, K., Tracy, R. P., and Vinicor, F. (2003) Markers of inflammation and cardiovascular disease: application to clinical and public health practice: A statement for healthcare professionals from the Centers for Disease Control and Prevention and the American Heart Association. Circulation 107, 499-511.
5. Nair, U., Bartsch, H., and Nair, J. (2007) Lipid peroxidation-induced DNA damage in cancer-prone inflammatory diseases: a review of published adduct types and levels in humans. Free Radical Biol. Med. 43, 1109-1120.
6. Bartsch, H., and Nair, J. (2005) Accumulation of lipid peroxidation-derived lesions: potential lead markers for chemoprevention of inflammation driven malignancies. Mutat. Res. 591, 34-44.
7. Marnett, L. J. (1999) Lipid peroxidation - DNA damage by malondialdehyde. Mutat. Res. 424, 83-95.
8. Fink, S. P., Reddy, G. R., and Marnett, L. J. (1997) Mutagenicity in Escherichia coli of the major DNA adduct derived from the endogenous mutagen malondialdehyde. Proc. Natl. Acad. Sci. U.S.A. 94, 8652-8657.
9. Pryor, W. A., Hales, B. J., Premovic, P. I., and Church, D. F. (1983) The radicals in cigarette tar: their nature and suggested physiological implications. Science 220, 425-427.
10. Church, D. F., and Pryor, W. A. (1985) Free radical chemistry of cigarette smoke and its toxicological implications. Environ. Health Perspect. 64, 111-126.
11. Bhalla, D. K., Hirata, F., Rishi, A., and Gairola, C. G. (2009) Cigarette smoke, inflammation, and lung injury: a mechanistic perspective. J. Toxicol. Environ. Health, Part B 12, 45-64.
12. Yan, W., Byrd, G. D., and Ogden, M. W. (2007) Quantitation of isoprostane isomers in human urine from smokers and nonsmokers by LC-MS/MS. J. Lipid. Res. 48, 1607-1617.
13. Hecht, S. S., Yuan, J.-M., and Hatsukami, D. K. (2010) Applying tobacco carcinogen and toxicant biomarkers in product regulation and cancer prevention. Chem. Res. Toxicol. 23, 1001-1008.
14. Roethig, H. J., Munjal, S., Feng, S., Liang, Q., Sarkar, M., Walk, R. A., and Mendes, P. E. (2009) Population estimates for biomarkers of exposure to cigarette smoke in adult U.S. cigarette smokers. Nicotine Tob. Res. 11, 1216-1225.
15. Frost-Pineda, K., Liang, Q., Liu, J., Rimmer, L., Jin, Y., Feng, S., Kapur, S., Mendes, P., Roethig, H., and Sarkar, M. (2011) Biomarkers of potential harm among adult smokers and nonsmokers in the total exposure study. Nicotine Tob. Res. 13, 182-193.
16. Zhang, Y., Chen, S. Y., Hsu, T., and Santella, R. M. (2002) Immunohistochemical detection of malondialdehyde - DNA adducts in human oral mucosa cells. Carcinogenesis 23, 207-211.
17. Peluso, M., Srivatanakul, P., Munnia, A., Jedpiyawongse, A., Ceppi, M., Sangrajrang, S., Piro, S., and Boffetta, P. (2010) Malondialdehyde - deoxyguanosine adducts among workers of a Thai industrial estate and nearby residents. Environ. Health Perspect. 118, 55-59.
18. Bono, R., Romanazzi, V., Munnia, A., Piro, S., Allione, A., Ricceri, F., Guarrera, S., Pignata, C., Matullo, G., Wang, P., Giese, R. W., and Peluso, M. (2010) Malondialdehyde - deoxyguanosine adduct formation in workers of pathology wards. The role of air formaldehyde exposure. Chem. Res. Toxicol. 23, 1342-1348.
19. Rouzer, C. A., Chaudhary, A. K., Nokubo, M., Ferguson, D. M., Reddy, G. R., Blair, I. A., and Marnett, L. J. (1997) Analysis of the malondialdehyde-2′-deoxyguanosine adduct pyrimidopurinone in human leukocyte DNA by gas chromatography/electron capture/negative chemical ionization/mass spectrometry. Chem. Res. Toxicol. 10, 181-188.
20. Singh, R., Kaur, B., Kalina, I., Popov, T. A., Georgieva, T., Garte, S., Binkova, B., Sram, R. J., Taioli, E., and Farmer, P. B. (2007) Effects of environmental air pollution on endogenous oxidative DNA damage in humans. Mutat. Res. 620, 71-82.
21. Leuratti, C., Singh, R., Lagneau, C., Farmer, P. B., Plastaras, J. P., Marnett, L. J., and Shuker, D. E. (1998) Determination of malondialdehyde-induced DNA damage in human tissues using an immunoslot blot assay. Carcinogenesis 19, 1919-1924.
22. Yi, P., Sun, X., Doerge, D. R., and Fu, P. P. (1998) An improved 32P-postlabeling/high performance liquid chromatography method for the analysis of the malondialdehyde-derived 1,2-propanodeoxyguanosine DNA adducts in animal and human tissues. Chem. Res. Toxicol. 11, 1032-1041.
23. Otteneder, M., Daniels, J. S., Voehler, M., and Marnett, L. J. (2003) Development of a method for determination of the malondealdehyde - deoxyguanosine adduct in urine using liquid chromatography-tandem mass spectrometry. Anal. Biochem. 315, 147-151.
24. Hoberg, A. M., Otteneder, M., Marnett, L. J., and Poulsen, H. E. (2004) Measurement of the malondialdehyde-2′-deoxyguanosine adduct in human urine by immuno-extraction and liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry. J. Mass Spectrom. 39, 38-42.
25. Stepanov, I., and Hecht, S. S. (2009) Mitochondrial DNA adducts in the lung and liver of F344 rats chronically treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and (S)-4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol. Chem. Res. Toxicol. 22, 406-414.
26. Lao, Y., Yu, N., Kassie, F., Villalta, P. W., and Hecht, S. S. (2007) Formation and accumulation of pyridyloxobutyl DNA adducts in F344 rats chronically treated with 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and enantiomers of its metabolite, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol. Chem. Res. Toxicol. 20, 235-245.
27. (2001) U.S. FDA Guidance for Industry: Bioanalytical Method Validation, U.S. Department of Health and Human Services. http://www.fda.gov/downloads/Drugs/Guidances/ucm070107.pdf.
28. Dolan, J. W. (2009) Calibration curves, part II: What are the limits? LCGC North Am. 27, 306-312.
29. Balbo, S., Villalta, P. W., and Hecht, S. S. (2011) Quantitation of 7-ethylguanine in leukocyte DNA from smokers and nonsmokers by liquid chromatography-nanoelectrospray-high resolution tandem mass spectrometry. Chem. Res. Toxicol. 24, 1729-1734.
30. Niedernhofer, L. J., Riley, M., Schnetz-Boutaud, N., Sanduwaran, G., Chaudhary, A. K., Reddy, G. R., and Marnett, L. J. (1997) Temperature-dependent formation of a conjugate between tris- (hydroxymethyl)aminomethane buffer and the malondialdehyde - DNA adduct pyrimidopurinone. Chem. Res. Toxicol. 10, 556-561.
31. Juraschek, R., Dulcks, T., and Karas, M. (1999) Nanoelectrospray - more than just a minimized-flow electrospray ionization source. J. Am. Soc. Mass Spectrom. 10, 300-308.
32. Schmidt, A., Karas, M., and Dulcks, T. (2003) Effect of different solution flow rates on analyte ion signals in nano-ESI MS, or: when does ESI turn into nano-ESI? J. Am. Soc. Mass Spectrom. 14, 492-500.
33. Fang, J. L., Vaca, C. E., Valsta, L. M., and Mutanen, M. (1996) Determination of DNA adducts of malondialdehyde in humans: effects of dietary fatty acid composition. Carcinogenesis 17, 1035-1040.
34. Wang, M., Dhingra, K., Hittleman, W. N., Liehr, J. G., De Andrade, M., and Li, D. (1996) Lipid peroxidation-induced putative malondialdehyde-DNA adducts in human breast tissues. Cancer Epidemiol., Biomarkers Prev. 5, 705-710.
35. Meerang, M., Nair, J., Sirankapracha, P., Thephinlap, C., Srichairatanakool, S., Arab, K., Kalpravidh, R., Vadolas, J., Fucharoen, S., and Bartsch, H. (2009) Accumulation of lipid peroxidation-derived DNA lesions in iron-overloaded thalassemic mouse livers: comparison with levels in the lymphocytes of thalassemia patients. Int. J. Cancer 125, 759-766.