References
- Arand, M., F. Muller, A. Mecky, W. Hinz, P. Urban, D. Pompon, R. Kellner, and F. Oesch. 1999. Catalytic triad of microsomal epoxide hydrolase: replacement of Glu404 with Asp leads to a strongly increased turnover rate, Biochem. J. 337, 37-43 https://doi.org/10.1042/0264-6021:3370037
- Arand, M., B. M. Hallberg, J. Zou, T. Bergfors, F. Oesch, M. I. van der Werf, J. A. de Bont, T. A. Jones and S. L. Mowbray. 2003. Structure of Rhodococcus erythropolis limonene-1,2-epoxide hydrolase reveals a novel active site, EMBO J. 22, 2583-2592 https://doi.org/10.1093/emboj/cdg275
- Arand, M., H. Hemmer, H. Durk, J. Baratti, A. Archelas and R. Furstoss. 1999. Cloning and molecular characterization of a soluble epoxide hydrolase from Aspergillus niger that is related to mammalian microsomal epoxide hydrolase, Biochem. J. 344, 273-280 https://doi.org/10.1042/0264-6021:3440273
- Badalassi, F., D. Wahler, G. Klein, P. Crotti and J.-L. Reymond. 2000. A versatile periodate-coupled fluorogenic assay for hydrolytic enzymes, Angew. Chem. 112, 4233- 4236 https://doi.org/10.1002/1521-3757(20001117)112:22<4233::AID-ANGE4233>3.0.CO;2-Z
- Bhatnagar, T., K. M. Manoj and J. C. Baratti. 2001. A spectrometric method to assay epoxide hydrolase activity, J. Biochem. Biophys. Methods 50, 1-13 https://doi.org/10.1016/S0165-022X(01)00162-2
- Cedrone, F., S. Niel, N. Ait-abdelkader, C. Torre, H. Krumm, S. Roca, T. Bhatnagar, A. Maichele, M. T. Reetz, J. C. Baratti. 2003. Directed evolution of the epoxide hydrolase from Aspergillus niger, Biocatal. Biotrans. 21, 357-364 https://doi.org/10.1080/102420310001630137
- Choi, W. J., Choi, C. Y., J. A. M. de Bont and C. A. G. M. Weijers. 2000. Continuous production of enantiopure 1,2-epoxyhexane by yeast epoxide hydrolase in a two-phase membrane bioreactor, Appl. Microbiol. Biotechnol. 54, 641-646 https://doi.org/10.1007/s002530000451
- Choi, W. J., E. C. Huh, H. J. Park, E. Y. Lee and C. Y. Choi. 1998. Kinetic resolution for optically active epoxides by microbial enantioselective hydrolysis, Biotechnol. Tech. 12, 225-228 https://doi.org/10.1023/A:1008825508904
- Choi, W. J., E. Y. Lee, S. J. Yoon and C. Y. Choi. 1999. Biocatalytic production of chiral epichlorohydrin in organic solvent, J. Biosci. Bioeng. 88, 339-341 https://doi.org/10.1016/S1389-1723(00)80022-5
- Hopmann, K. H., B. M. Hallberg and F. Himo. 2005. Catalytic mechanism of limonene epoxide hydrolase, a theoretical study. J. Am. Chem. Soc. 127, 14339-14347 https://doi.org/10.1021/ja050940p
- Kim, H. S., S. J. Lee, E. J. Lee, J. W. Hwang, S. Park, S. J. Kim and E. Y. Lee. 2005. Cloning and characterization of a fish microsomal epoxide hydrolase of Danio rerio and application to kinetic resolution of racemic styrene oxide, J. Mol. Catal. B: Enzymatic 37, 30-35 https://doi.org/10.1016/j.molcatb.2005.09.003
- Lee, E. Y. and H. S. Kim. 2001. Cloning and molecular characterization of epoxide hydrolase from Aspergillus niger LK, Kor. J. Biotechnol. Bioeng. 16, 562-567
- Lee, E. Y., S.-S. Yoo, H. S. Kim, S. J. Lee, Y.-K. Oh and S. Park. 2004. Production of (S)-styrene oxide by recombinant Pichia pastoris containing epoxide hydrolase from Rhodotorula glutinis, Enzyme Microbial Technol. 35, 624-631 https://doi.org/10.1016/j.enzmictec.2004.08.016
- Mateo, C., A. Archelas and R. Furstoss. 2003. A spectrophotometric assay for measuring and detecting an epoxide hydrolase activity, Analytical Biochem. 314, 135-141 https://doi.org/10.1016/S0003-2697(02)00646-2
- Morisseau, C. and B. D. Hammock. 2005. Epoxide hydrolases: mechanisms, inhibitor designs, and biological roles, Annu. Rev. Pharmacol. Toxicol. 45, 311-333 https://doi.org/10.1146/annurev.pharmtox.45.120403.095920
- Monterde, M. L., M. Lombard, A. Archelas, A. Cronin, M. Arand and R. Furstoss. 2004. Enzymatic transformation. Part 58: Enantioconvergent biohydrolysis of styrene oxide derivatives catalyzed by the Solanum tuberosum epoxide hydrolase, Tetrahedron: Asymmetry 15, 2801-2805 https://doi.org/10.1016/j.tetasy.2004.06.032
- Nardini, M., I. S. Ridder, H. J. Rozeboom, K. H. Kalk, R. Rink, D. B. Janssen and B. W. Dijkstra. 1999. The X-ray structure of epoxide hydrolase from Agrobacterium radiobacter AD1, J. Biol. Chem. 274, 14579-14596 https://doi.org/10.1074/jbc.274.21.14579
- Reetz, M. T., C. Torre, A. Eipper, R. Lohmer, M. Hermes, B. Brunner, A. Maichele, M. Bocola, M. Arand, A. Cronin, Y. Genzel, A. Archelas and R. Furstoss. 2004. Enhancing the enantioselectivity of an epoxide hydrolase by directed evolution, Org. Lett. 6, 177-180 https://doi.org/10.1021/ol035898m
- Rink, R., J. H. L. Spelberg, R. J. Pieters, J. Kingma, M. Nardini, R. M. Kellogg, B. W. Dijkstra and D. B. Janssen. 1999. Mutation of tyrosine residues involved in the alkylation half reaction of epoxide hydrolase from Agrobacterium radiobacter AD1 results in improved enantioselectivity, J. Am. Chem Soc. 121, 7417-7418 https://doi.org/10.1021/ja990501o
- Rui, L., L. Cao, W. Chen, K. F. Reardon and T. K. Wood. 2004. Active site engineering of the epoxide hydrolase from Agrobacterium radiobacter AD1 to enhance aerobic mineralization of cis-1,2-dichloroethylene in cells expressing an evolved toluene ortho-monooxygenase. J. Biol. Chem. 279, 46810-46817 https://doi.org/10.1074/jbc.M407466200
- Rui, L., L. Cao, W. Chen, K. F. Reardon and T. K. Wood. 2005. Protein engineering of epoxide hydrolase from Agrobacterium radiobacter AD1 for enhanced activity and enantioselective production of (R)-1-phenylethane-1,2-diol. Appl. Environ. Microbiol. 71, 3995-4003 https://doi.org/10.1128/AEM.71.7.3995-4003.2005
- Smit, M. S. 2004. Fungal epoxide hydrolases: new landmarks in sequence-activity space, Trends in Biotechnol. 22, 123-129 https://doi.org/10.1016/j.tibtech.2004.01.012
- Steinreiber, A. and K. Faber. 2001. Microbial epoxide hydrolases for preparative biotransformations, Current Opinion in Biotechnol. 12, 552-558 https://doi.org/10.1016/S0958-1669(01)00262-2
- van Loo, B., J. H. L. Spelberg, J. Kingma, T. Sonke, M. G. Wubbolts and D. B. Janssen. 2004. Directed evolution of epoxide hydrolase from A. radiobacter toward higher enantioselectivity by error-prone PCR and DNA shuffling, Chem. Biol. 11, 981-990 https://doi.org/10.1016/j.chembiol.2004.04.019
- Visser, H., C. A. G. M. Weijers, A. J. J. van Ooyen and J. C. Verdoes. 2002. Cloning, characterization and heterologous expression of epoxide hydrolase-encoding cDNA sequences from yeasts belonging to the genera Rhodotorula and Rhodosporidium, Biotechnol. Lett. 24, 1687-1694 https://doi.org/10.1023/A:1020613803342
- Yamada, T., C. Morisseau, J. E. Maxwell, M. A. Argiriadi, D. W. Christianson and B. D. Hammock. 2000. Biochemical evidence for the involvement of tyrosine in epoxide activation during the catalytic cycle of epoxide hydrolase, J. Biol. Chem. 275, 23082-23088 https://doi.org/10.1074/jbc.M001464200
- Zocher, F., M. M. Enzelberger, U. T. Bornscheuer, B. Hauer, W. Wohlleben and R. D. Schmid. 2000. Epoxide hydrolase activity of Streptomyces strains, J. Biotechnol. 77, 287-292 https://doi.org/10.1016/S0168-1656(99)00225-4
-
Zou, J., B. M. Hallberg, T. Bergfors, F. Oesch, M. Arand, S. L. Mowbray and T. A. Jones. 2000. Structure of Aspergillus niger epoxide hydrolase at 1.8
${\AA}resolution:$ implication for the structure and function of the mammalian microsomal class of epoxide hydrolases, Structure 8, 111- 122 https://doi.org/10.1016/S0969-2126(00)00087-3