Non-synonymous single nucleotide alterations in the microsomal epoxide hydrolase gene and their functional effects

References

• ARAND, M., MULLER, F., MECKY, A., HINZ, W., URBAN, P., POMPON, D., KELLNER, R. and DESCH, F., 1999, Catalytic triad of microsomal epoxide hydrolase: replacement of G1u404 with Asp leads to a strongly increased turnover rate. Biochemical Journal, 337, 37–43.
   PubMed Web of Science ®Google Scholar
• BELL, P. A. and KASPER, C. B., 1993, Expression of rat microsomal epoxide hydrolase in Escherichia coli. Identification of a histidyl residue essential for catalysis. Journal of Biological Chemistry, 268, 14011–14017.
   PubMed Web of Science ®Google Scholar
• BENHAMOU, S., REINIKAINEN, M., BOUCHARDY, C., DAYER, P. and HIRVONEN, A., 1998, Association between lung cancer and microsomal epoxide hydrolase genotypes. Cancer Research, 58, 5291–5293.
   PubMed Web of Science ®Google Scholar
• BROWN, T. and MACKEY, K., 1997, Analysis of RNA by Northern and slot blot hybridization. In F. M. Ausubel, R. Brent, R. E. Kingston, D. D. Moore, J. G. Seidman, J. A. Smith and K. Struhl (eds), Current Protocols in Molecular Biology (New York: Wiley), suppl. 37, unit 4.9.
   Google Scholar
• CHRISTOU, M., JOVANOVICH, M. C. and JEFCOATE, C. R., 1989, Epoxide hydratase: sex specific expression and rate-limiting role in DMBA metabolism. Carcinogenesis, 10, 1883–1890.
   Web of Science ®Google Scholar
• EKINS, S., MAENPAA, J. and WRIGHTON, S. A., 1999, In vitro metabolism: subcelluar fractions. In T. F. Woolf (ed.), Handbook of Drug Metabolism (New York: Marcel Dekker), pp. 363–399.
   Google Scholar
• FRETLAND, A. J. and OMIECINSKI, C. J., 2000, Epoxide hydrolase: biochemistry and molecular biology. Chemico-Biological Interactions, 129, 41–59.
   PubMed Web of Science ®Google Scholar
• GAEDIGK, A., SPIELBERG, S. P. and GRANT, D M., 1994, Characterization of the microsomal epoxide hydrolase gene in patients with anticonvulsant adverse drug reactions. Pharmacogenetics, 4, 142–153.
   PubMedGoogle Scholar
• HARRISON, D. J., HUBBARD, A. L., MACMILLAN, J., WYLLIE, A. H. and SMITH, C. A., 1999, Microsomal epoxide hydrolase gene polymorphism and susceptibility to colon cancer. British Journal of Cancer, 79, 168–171.
   PubMed Web of Science ®Google Scholar
• HASSETT, C., AICHER, L., SIDHU, J. S. and OMIECINSKI, C. J., 1994, Human microsomal epoxide hydrolase: genetic polymorphism and functional expression in vitro of amino acid variants. Human Molecular Genetics, 3, 421–428.
   PubMed Web of Science ®Google Scholar
• JERINA, D. M., 1983, Metabolism of Aromatic hydrocarbons by the cytochrome P-450 system and epoxide hydrolase. Drug Metabolism and Disposition, 11, 1–4.
   PubMed Web of Science ®Google Scholar
• KITTERINGHAM, N. R., DAVIS, C., HOWARD, N., PIRMOHAMED, M. and PAR K., 1996, Interindividual and interspecies variation in hepatic microsomal epoxide hydrolase activity: studies with cis-stilbene oxide, carbamazepine 10,11-epoxide and naphthalene. Journal of Pharmacology and Experimental Therapeutics, 278, 1018–1027.
   PubMed Web of Science ®Google Scholar
• LAURENZANA, E. M., HASSETT, C. and OMIECINSKI, C. J., 1998, Post-transcriptional regulation of human microsomal epoxide hydrolase. Pharmacogenetics, 8, 157–167.
   PubMedGoogle Scholar
• LEBAILLY, P, WILLETT, E. V., MOORMAN, A. V., ROMAN, E., CARTWRIGHT, R., MORGAN, G. J. and WILD, C. P., 2002, Genetic polymorphisms in microsomal epoxide hydrolase and susceptibility to adult acute myeloid leukaemia with defined cytogenetic abnormalities. British Journal of Haematology, 116, 587–594.
   PubMed Web of Science ®Google Scholar
• LIN, P., WANG, S. L., WANG, H. J., CHEN, K. W., LEE, H. S., TSAI, K. J., CHEN, C. Y. and LEE, H., 2000, Association of CYP1A1 and microsomal epoxide hydrolase polymorphisms with lung squamous cell carcinoma. British Journal of Cancer, 82, 852–857.
   PubMed Web of Science ®Google Scholar
• OESCH, F., GLATT, H. and SCHMASSMANN, H., 1977, The apparent ubiquity of epoxide hydrotase in rat organs. Biochemical Pharmacology, 26, 603–607.
   PubMed Web of Science ®Google Scholar
• OMIECINSKI, C. J., AICHER, L., HOLUBKOV, R. and CHECKOWAY, H., 1993, Human peripheral lymphocytes as indicators of microsomal epoxide hydrolase in liver and lung. Pharmacogenetics, 3, 150–158.
   PubMedGoogle Scholar
• RAAKA, S., HASSETT, C. and OMIECINSKI, J., 1998, Human microsomal epoxide hydrolase: 5'-flanking region genetic polymorphisms. Carcinogenesis, 19, 387–393.
   PubMed Web of Science ®Google Scholar
• SAITO, S., IIDA, A., SEKINE, A., EGUCHI, C., MIURA, Y. and NAKAMURA, Y., 2001, Seventy genetic variations in human microsomal and soluble epoxide hydrolase genes (EPHX1 and EPHX2) in the Japanese population. Journal of Human Genetics, 46, 325–329.
   PubMed Web of Science ®Google Scholar
• SEIDEGARD, J. and DEPIERRE, J. W., 1983, Microsomal epoxide hydrolase. Properties, regulation and function. Biochimica et Biophysica Acta, 695, 251–270.
   PubMed Web of Science ®Google Scholar
• SEIDEGARD, J., DEPIERRE, J. W. and PERO, R. W., 1984, Measurement and characterization of membrane-bound and soluble epoxide hydrolase activities in resting mononuclear leukocytes from human blood. Cancer Research, 44, 3654–3660.
   PubMed Web of Science ®Google Scholar
• Sims, P, GROVER, P. L., SWAISLAND, A., PAL, K. and HEWER, A., 1974, Metabolic activation of benzo(a)pyrene proceeds by a diol-epoxide. Nature, 252, 326–328.
   PubMed Web of Science ®Google Scholar
• SMITH, C. A. and HARRISON, D. J., 1997, Association between polymorphism in gene for microsomal epoxide hydrolase and susceptibility to emphysema. Lancet, 350, 630–633.
   PubMed Web of Science ®Google Scholar
• TYBRING, G., VON BAHR, C., BERTILSSON, L., COLLSTE, H., GLAUMANN, H. and SOLBRAND, M., 1981, Metabolism of carbamazepine and its epoxide metabolite in human and rat liver in vitro. Drug Metabolism and Disposition, 9, 561–564.
   PubMed Web of Science ®Google Scholar
• TZENG, H. F., LAUGHLIN, L. T. and ARMSTRONG, R. N., 1998, Semifunctional site-specific mutants affecting the hydrolytic half-reaction of microsomal epoxide hydrolase. Biochemistry, 37, 2905–2911.
   PubMed Web of Science ®Google Scholar
• VOGEL-BINDEL, U., BENTLEY, P. and OESCH, F., 1982, Endogenous role of microsomal epoxide hydrolase. Ontogenesis, induction inhibition, tissue distribution, immunological behaviour and purification of microsomal epoxide hydrolase with 16 alpha, 17 alpha-epoxyandrostene-3-one as substrate. European Journal of Biochemistry, 126, 425–431.
   PubMedGoogle Scholar
• WATABE, T., KANAI, M., ISOBE, M. and OZAWA, N., 1981, The hepatic microsomal biotransformation of delta 5-steroids to 5 alpha, 6 beta-glycols via alpha- and beta-epoxides. Journal of Biological Chemistry, 256, 2900–2907.
   PubMed Web of Science ®Google Scholar
• WONG, N. A., RAE, F., BATHGATE, A., SMITH, C. A. and HARRISON, D. J., 2000, Polymorphisms of the gene for microsomal epoxide hydrolase and susceptibility to alcoholic liver disease and hepatocellular carcinoma in a Caucasian population. Toxicology Letters, 115, 17–22.
   PubMed Web of Science ®Google Scholar
• YOSHIKAWA, M., HIYAMA, K., IsilioxA, S., MAEDA, H., MAEDA, A. and YAMAKIDO, M., 2000, Microsomal epoxide hydrolase genotypes and chronic obstructive pulmonary disease in Japanese. International Journal of Molecular Medicine, 51, 49–53.
   Google Scholar