Formation of hydroxymethyl DNA adducts in rats orally exposed to stable isotope labeled methanol

Toxicological Sciences

Volumn 126, Issue 1, 2012, Pages 28-38

  Lu, Kun ^a   Gul, Husamettin ^a,b   Upton, Patricia B ^a   Moeller, Benjamin C ^c   Swenberg, James A ^a,c  

^a University of North Carolina at Chapel Hill   (United States)

^b GULHANE SCHOOL OF MEDICINE   (Turkey)

^c UNIVERSITY OF NORTH CAROLINA   (United States)

Author keywords

DNA adducts; Formaldehyde; Genetic toxicology; Hydroxymethyl adducts; Mass spectrometry; Methanol

Indexed keywords

DEUTERIUM; DNA; FORMALDEHYDE; HYDROXYMETHYLCELLULOSE; METHANOL;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CHEMICAL LABELING; CONTROLLED STUDY; DNA ADDUCT; EXPOSURE; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; RAT;

RATTUS;

EID: 84857973671     PISSN: 10966080     EISSN: 10960929     Source Type: Journal    
DOI: 10.1093/toxsci/kfr328     Document Type: Article

References (36)

1. Brooks, R. L., and Shore, J. D. (1971). Effect of substrate structure on the rate of the catalytic step in the liver alcohol dehydrogenase mechanism. Biochemistry 10, 3855-3858.
2. Burkhart, K. (1997). Methanol and ethylene glycol toxicity. J. Toxicol. Clin. Toxicol. 35, 149-150.
3. Cederbaum, A. I., and Qureshi, A. (1982). Role of catalase and hydroxyl radicals in the oxidation of methanol by rat liver microsomes. Biochem. Pharmacol. 31, 329-335.
4. Clary, J. J. (2003). Methanol, is it a developmental risk to humans? Regul. Toxicol. Pharmacol. 37, 83-91.
5. Cruzan, G. (2009). Assessment of the cancer potential of methanol. Crit. Rev. Toxicol. 39, 347-363.
6. Harris, C., Wang, S. W., Lauchu, J. J., and Hansen, J. M. (2003). Methanol metabolism and embryotoxicity in rat and mouse conceptuses: Comparisons of alcohol dehydrogenase (ADH1), formaldehyde dehydrogenase (ADH3), and catalase. Reprod. Toxicol. 17, 349-357.
7. Johlin, F. C., Fortman, C. S., Nghiem, D. D., and Tephly, T. R. (1987). Studies on the role of folic acid and folate-dependent enzymes in human methanol poisoning. Mol. Pharmacol. 31, 557-561.
8. Kavet, R., and Nauss, K. M. (1990). The toxicity of inhaled methanol vapors. Crit. Rev. Toxicol. 21, 21-50.
9. Kerns, W. D., Pavkov, K. L., Donofrio, D. J., Gralla, E. J., and Swenberg, J. A. (1983). Carcinogenicity of formaldehyde in rats and mice after long-term inhalation exposure. Cancer Res. 43, 4382-4392.
10. Kraus, A., and Simon, H. (2011). Stereochemistry and mechanism of the methanol oxidase from Candida boidinii (author's transl). Hoppe Seylers Z. Physiol. Chem. 356, 1477-1484.
11. Liesivuori, J., and Savolainen, H. (1991). Methanol and formic acid toxicity: Biochemical mechanisms. Pharmacol. Toxicol. 69, 157-163.
12. Lu, K., Collins, L. B., Ru, H., Bermudez, E., and Swenberg, J. A. (2010a). Distribution of DNA adducts caused by inhaled formaldehyde is consistent with induction of nasal carcinoma but not leukemia. Toxicol. Sci. 116, 441-451.
13. Lu, K., Moeller, B., Doyle-Eisele, M., McDonald, J., and Swenberg, J. A. (2011). Molecular dosimetry of N2-hydroxymethyl-dG DNA adducts in rats exposed to formaldehyde. Chem. Res. Toxicol. 24, 159-161.
14. Lu, K., Ye, W., Zhou, L., Collins, L. B., Chen, X., Gold, A., Ball, L. M., and Swenberg, J. A. (2010b). Structural characterization of formaldehydeinduced cross-links between amino acids and deoxynucleosides and their oligomers. J. Am. Chem. Soc. 132, 3388-3399.
15. Martin-Amat, G., McMartin, K. E., Hayreh, S. S., Hayreh, M. S., and Tephly, T. R. (1978). Methanol poisoning: Ocular toxicity produced by formate. Toxicol. Appl. Pharmacol. 45, 201-208.
16. McCallum, G. P., Siu, M., Ondovcik, S. L., Sweeting, J. N., and Wells, P. G. (2011a). Methanol exposure does not lead to accumulation of oxidative DNA damage in bone marrow and spleen of mice, rabbits or primates. Mol. Carcinog. 50, 163-172.
17. McCallum, G. P., Siu, M., Sweeting, J. N., and Wells, P. G. (2011b). Methanol exposure does not produce oxidatively damaged DNA in lung, liver or kidney of adult mice, rabbits or primates. Toxicol. Appl. Pharmacol. 250, 147-153.
18. Methanol toxicity. Agency for Toxic Substances and Disease Registry. Am. Fam. Physician 47, 163-171.
19. Moeller, B. C., Lu, K., Doyle-Eisele, M., McDonald, J., Gigliotti, A., and Swenberg, J. A. (2011). Determination of N2-hydroxymethyl-dG adducts in the nasal epithelium and bone marrow of nonhuman primates following 13CD2-formaldehyde inhalation exposure. Chem. Res. Toxicol. 24, 162-164.
20. New Energy Development Organization (NEDO) 1985a. 18 Month Inhalation Carcinogenicity Study on Methanol in B6C3F1 Mice. Mitsubishi Kasei Institute for Toxicological and Environmental Sciences, Tokyo, Japan.
21. New Energy Development Organization (NEDO) 1985b. 24 Month Inhalation Carcinogenicity Study on Methanol in Fischer Rats. Mitsubishi Kasei Institute for Toxicological and Environmental Sciences, Tokyo, Japan.
22. New Energy Development Organization (NEDO) 1987. Toxicological Research of Methanol as a Fuel for Power Station, pp. 1-297. Mitsubishi Kasei Institute for Toxicological and Environmental Sciences, Tokyo, Japan.
23. Rogers, J. M., Brannen, K. C., Barbee, B. D., Zucker, R. M., and Degitz, S. J. (2004). Methanol exposure during gastrulation causes holoprosencephaly, facial dysgenesis, and cervical vertebral malformations in C57BL/6J mice. Birth Defects Res. B Dev. Reprod. Toxicol. 71, 80-88.
24. Rogers, J. M., and Mole, M. L. (1997). Critical periods of sensitivity to the developmental toxicity of inhaled methanol in the CD-1 mouse. Teratology 55, 364-372.
25. Schoeb, T. R., and McConnell, E. E. (2011a). Commentary: Further comments on Mycoplasma pulmonis and lymphoma in bioassays of rats. Vet. Pathol. 48, 420-426.
26. Schoeb, T. R., and McConnell, E. E. (2011b). Mycoplasma pulmonis and lymphoma in a methanol bioassay. Vet. Pathol. 48, 903-905.
27. Schoeb, T. R., McConnell, E. E., Juliana, M. M., Davis, J. K., Davidson, M. K., and Lindsey, J. R. (2009a). Mycoplasma pulmonis and lymphoma. Environ. Mol. Mutagen. 50, 1-3.
28. Schoeb, T. R., McConnell, E. E., Juliana, M. M., Davis, J. K., Davidson, M. K., and Lindsey, J. R. (2009b). Mycoplasma pulmonis and lymphoma in bioassays in rats. Vet. Pathol. 46, 952-959.
29. Shea, J. P., Nelson, S. D., and Ford, G. P. (1983). MNDO calculation of kinetic isotope effects in model cytochrome P-450 oxidations. J. Am. Chem. Soc. 105, 5451-5454.
30. Soffritti, M., Belpoggi, F., Cevolani, D., Guarino, M., Padovani, M., and Maltoni, C. (2002). Results of long-term experimental studies on the carcinogenicity of methyl alcohol and ethyl alcohol in rats. Ann. N. Y. Acad. Sci. 982, 46-69.
31. Swenberg, J. A., Kerns, W. D., Mitchell, R. I., Gralla, E. J., and Pavkov, K. L. (1980). Induction of squamous cell carcinomas of the rat nasal cavity by inhalation exposure to formaldehyde vapor. Cancer Res. 40, 3398-3402.
32. Swenberg, J. A., Lu, K., Moeller, B. C., Gao, L., Upton, P. B., Nakamura, J., and Starr, T. B. (2011). Endogenous versus exogenous DNA adducts: their role in carcinogenesis, epidemiology, and risk assessment. Toxicol. Sci. 120(Suppl. 1), S130-S145.
33. Sweeting, J. N., Siu, M., McCallum, G. P., Miller, L., and Wells, P. G. (2010). Species differences in methanol and formic acid pharmacokinetics in mice, rabbits and primates. Toxicol. Appl. Pharmacol. 247, 28-35.
34. Sweeting, J. N., Siu, M., Wiley, M. J., and Wells, P. G. (2011). Species- and strain-dependent teratogenicity of methanol in rabbits and mice. Reprod. Toxicol. 31, 50-58.
35. Wang, M., Cheng, G., Villalta, P. W., Kassie, F., and Hecht, S. S. (2008). Analysis of Formaldehdye-DNA Adducts in Leukocyte DNA by Liquid Chromatography-Electrospray Ionization-Tandem Mass Spectrometry: Application to Rats Treated with Aspartame. In Proceedings of the 99th Annual Meeting of the American Association for Cancer Research; 12-16 Apr 2008, San Diego, CA, Abstract no. 2250. AACR, Philadelphia, PA.
36. Zhang, R., Nagraj, N., Lansakara-P., D. S. P., Hager, L. P., and Newcomb, M. (2006). Kinetics of two-electron oxidations by the compound I derivative of chloroperoxidase, a model for cytochrome P450 oxidants. Org. Lett. 8, 2731-2734.