Communications: Microsomal and Soluble Epoxide Hydrolases Are Members of the Same Family of C–X Bond Hydrolase Enzymes

Chemical Research in Toxicology

Volumn 7, Issue 2, 1994, Pages 121-124

  Lacourciere, Gerard M ^a   Armstrong, Richard N ^a  

^a UNIVERSITY OF MARYLAND   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIAL ENZYME; CARBOXYL GROUP; EPOXIDE HYDROLASE; PROTEIN;

ALKYLATION; AMINO ACID SEQUENCE; ARTICLE; BASE PAIRING; CATALYSIS; CRYSTALLOGRAPHY; ENZYME STRUCTURE; GENETIC PROCEDURES; HYDROLYSIS; MICROSOME; NONHUMAN; RAT; SEQUENCE HOMOLOGY;

AMINO ACID SEQUENCE; ANIMAL; BACTERIA; EPOXIDE HYDROLASES; HYDROLASES; MAMMALS; MICROSOMES; MOLECULAR SEQUENCE DATA; SEQUENCE HOMOLOGY, AMINO ACID; SOLUBILITY; SUPPORT, U.S. GOV'T, P.H.S.;

EID: 0028354487     PISSN: 0893228X     EISSN: 15205010     Source Type: Journal    
DOI: 10.1021/tx00038a001     Document Type: Article

References (24)

1. Lu, A. Y. H., Ryan, D., Jerina, D. M., Daly, J. W., and Levin, W. (1975) Liver microsomal epoxide hydrolase. Solubilization, purification, and characterization. J. Biol. Chem. 250, 8283-8288.
2. Meijer, J.,and DePierre, J. W. (1985) Properties of cytosolic epoxide hydrolase purified from the liver of untreated and clofibrate-treated mice. Purification procedure and physicochemical characterization of the pure enzyme. Eur. J. Biochem. 148, 421-430.
3. McGee, J., and Fitzpatrick, F. (1985) Enzymatic hydration of leukotriene A4. Purification and characterization of a novel epoxide hydrolase from human erythrocytes. J. Biol. Chem. 260, 12832-12837.
4. Nashed, N. T., Michaud, D. P., Levin, W., and Jerina, D. M. (1985) Properties of liver microsomal cholesterol 5,6-oxide hydrolase. Arch. Biochem. Biophys. 241, 149-162.
5. Armstrong, R. N. (1987) Enzyme-catalyzed detoxication reactions: Mechanisms and stereochemistry. CRC Crit. Rev. Biochem. 22, 39-88.
6. Porter, T.D., Beck, T. W., and Kasper, C. B. (1986) Complementary DNA and amino acid sequence of rat liver microsomal, xenobiotic epoxide hydrolase. Arch. Biochem. Biophys. 248, 121-129.
7. Ota, K., and Hammock, B. D. (1980) Cytosolic and microsomal epoxide hydrolases: Differential properties in mammalian liver. Science 207, 1479-1480.
8. Hanzlik, R. P., Edelman, M., Michaely, W. J., and Scott, G. (1976) Enzymatic hydration of [180]epoxides. Role of nucleophilic mechanisms. J. Am. Chem. Soc. 98, 1952-1955.
9. DuBois, G. C., Appella, E., Levin, W., Lu, A. Y. H., and Jerina, D. M. (1978) Hepatic microsomal epoxide hydrase. Involvement of a histidine at the active site suggests a nucleophilic mechanism. J. Biol. Chem. 253, 2932-2939.
10. Armstrong, R. N., Levin, W., and Jerina, D. M. (1980) Hepatic microsomal epoxide hydrolase. Mechanistic studies of the hydration of K-region arene oxides.J. Biol. Chem. 255, 4698-4705.
11. Lacourciere, G. M., and Armstrong, R. N. (1993) The catalytic mechanism of microsomal epoxide hydrolase involves an ester intermediate. J. Am. Chem.Soc. 115, 10466-10467.
12. Janssen, D. B., Pries, F., Van der Ploeg, J., Kazemier, B., Terpstra, P., and Witholt, B. (1989) Cloning of 1,2-dichloroethane degradation genes of Xanthobacter autotrophicus GJ10 and expression and sequencing of the dhlk gene. J. Bacterial. 171, 6791-6799.
13. Kawasaki, H., Tsuda, K.,Matsusita, I, and Tonomura, K. (1991) Haloacetate dehalogenase-Moroxeiia sp. PIR, Accession Number JQ0931.
14. Verschueren, K. H. G., Seljee, F., Rozeboom, H. J., Kalk, K. H., and Dijkstra, B. W. (1993) Crystallographic analysis of the catalytic mechanism of haloalkane dehalogenase. Nature 363, 693-698.
15. Knehr, M., Thomas, H., Arand, M., Gebel, T., Zeller, H.-D., and Oesch, F. (1993) Isolation and characterization of a cDNA encoding rat liver cytosolic epoxide hydrolase and its functional expression in Escherichia coli. J. Biol. Chem. 268, 17623-17627.
16. Grant, D. F., Storms, D. H.,and Hammock, B. D. (1993) Molecular cloning and expression of murine liver soluble epoxide hydrolase. J. Biol. Chem. 268, 17628-17633.
17. Beetham, J. K., Tian, T., and Hammock, B. D. (1993) cDNA Cloning and expression of a soluble epoxide hydrolase from human liver. Arch. Biochem. Biophys. 305, 197-201.
18. Lawrence, C. B., and Goldman, D. A. (1988) Definition and identification of homology domains. Comput. Appl. Biosci. 4, 25-33.
19. Dayhoff, M. O. (1978)Atlas of Protein Sequence and Structure, Vol. 5, National Biomedical Research Foundation, Washington, DC.
20. Medina, J. F., Rádmark, O., Funk, C. D., and Haeggstrom, J. Z. (1991) Molecular cloning and expression of mouse leukotriene A4 hydrolase cDNA. Biochem. Biophys. Res. Commun. 176, 1516-1524.
21. Verschueren, K. H. G., Franken, S. M., Rozeboom, H. J., Kalk, K. H., and Dijkstra, B. W. (1993) Refined X-ray structures of haloalkane dehalogenase at pH 6.2 and pH 8.2 and implications for the reaction mechanism. J. Mol. Biol. 232, 856-872.
22. 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. J. Biol. Chem. 268,14011-14017.
23. Haeggstrom, J. Z., Wetterholm, A., Shapiro, R., Vallee, B. L., and Samuelsson, B. (1990) Leukotriene A4 hydrolase: A zinc metalloenzyme. Biochem. Biophys. Res. Commun. 172, 965-970.
24. Ollis, D. L., Cheah, E., Cygler, M., Dijkstra, B., Frolow, F., Franken, M., Harel, M., Remington, S. J., Silman, I., Schrag, J., Sussman, J. L., Verschueren, K. H. G., and Goldman, A. (1992) The α/β hydrolase fold. Protein Eng. 5, 197-211.