Regioselective Oxidation of Lauric Acid by CYP119, an Orphan Cytochrome P450 from Sulfolobus acidocaldarius |
Lim, Young-Ran
(Department of Biological Sciences, Konkuk University)
Eun, Chang-Yong (Department of Biological Sciences, Konkuk University) Park, Hyoung-Goo (Department of Biological Sciences, Konkuk University) Han, Song-Hee (Department of Biological Sciences, Konkuk University) Han, Jung-Soo (Department of Biological Sciences, Konkuk University) Cho, Kyoung-Sang (Department of Biological Sciences, Konkuk University) Chun, Young-Jin (College of Pharmacy, Chung-Ang University) Kim, Dong-Hak (Department of Biological Sciences, Konkuk University) |
1 | Dierks, E. A., Z. Zhang, E. F. Johnson, and P. R. Ortiz de Montellano. 1998. The catalytic site of cytochrome P4504A11 (CYP4A11) and its L131F mutant. J. Biol. Chem. 273: 23055-23061. DOI |
2 | Guengerich, F. P. 1993. Cytochrome P450 enzymes. Am. Sci. 81: 440-447. |
3 | Koo, L. S., C. E. Immoos, M. S. Cohen, P. J. Farmer, and P. R. Ortiz de Montellano. 2002. Enhanced electron transfer and lauric acid hydroxylation by site-directed mutagenesis of CYP119. J. Am. Chem. Soc. 124: 5684-5691. DOI ScienceOn |
4 | Ortiz de Montellano, P. R. 2008. Mechanism and role of covalent heme binding in the CYP4 family of P450 enzymes and the mammalian peroxidases. Drug Metab. Rev. 40: 405-426. DOI ScienceOn |
5 | Paine, M. J., N. S. Scrutton, A. W. Munro, A. Gutierrez, G. C. K. Roberts, and C. R. Wolf. 2005. Electron transfer partners of Cytochrome P450, pp. 115-148. In P. R. Ortiz de Montellano (ed.). Cytochrome P450: Structure, Mechanism, and Biochemistry, 3th Ed. Plenum Press, New York. |
6 | Park, S. Y., K. Yamane, S. Adachi, Y. Shiro, K. E. Weiss, S. A. Maves, and S. G. Sligar. 2002. Thermophilic cytochrome P450 (CYP119) from Sulfolobus solfataricus: High resolution structure and functional properties. J. Inorg. Biochem. 91: 491-501. DOI ScienceOn |
7 | Nishida, C. R. and P. R. Ortiz de Montellano. 2005. Thermophilic cytochrome P450 enzymes. Biochem. Biophys. Res. Commun. 338: 437-445. DOI ScienceOn |
8 | Kim, D., M. J. Cryle, J. J. De Voss, and P. R. Ortiz de Montellano. 2007. Functional expression and characterization of cytochrome P450 52A21 from Candida albicans. Arch. Biochem. Biophys. 464: 213-220. DOI ScienceOn |
9 | Ortiz de Montellano, P. R. 2005. Cytochrome P450: Structure, Mechanism, and Biochemistry, 3th Ed. Plenum Press, New York. |
10 | Hoch, U., J. R. Falck, and P. R. Ortiz de Montellano. 2000. Molecular basis for the omega-regiospecificity of the CYP4A2 and CYP4A3 fatty acid hydroxylases. J. Biol. Chem. 275: 26952-26958. |
11 | Chae, A. R., J. H. Shim, and Y. J. Chun. 2008. Mechanism of inhibition of human cytochrome P450 1A1 and 1B1 by piceatannol. Biomol. Ther. 16: 336-342. DOI |
12 | Koo, L. S., R. A. Tschirret-Guth, W. E. Straub, P. Moenne-Loccoz, T. M. Loehr, and P. R. Ortiz de Montellano. 2000. The active site of the thermophilic CYP119 from Sulfolobus solfataricus. J. Biol. Chem. 275: 14112-14123. DOI ScienceOn |
13 | Wright, R. L., K. Harris, B. Solow, R. H. White, and P. J. Kennelly. 1996. Cloning of a potential cytochrome P450 from the archaeon Sulfolobus solfataricus. FEBS Lett. 384: 235-239. DOI ScienceOn |
14 | Yun, C. H., K. H. Kim, M. W. Calcutt, and F. P. Guengerich. 2005. Kinetic analysis of oxidation of coumarins by human cytochrome P450 2A6. J. Biol. Chem. 280: 12279-12291. |
15 | Puchkaev, A. V., L. S. Koo, and P. R. Ortiz de Montellano. 2003. Aromatic stacking as a determinant of the thermal stability of CYP119 from Sulfolobus solfataricus. Arch. Biochem. Biophys. 409: 52-58. DOI ScienceOn |
16 | He, X., M. J. Cryle, J. J. De Voss, and P. R. de Montellano. 2005. Calibration of the channel that determines the omegahydroxylation regiospecificity of cytochrome P4504A1: Catalytic oxidation of 12-halododecanoic acids. J. Biol. Chem. 280: 22697-22705. DOI |
17 | Rabe, K. S., K. Kiko, and C. M. Niemeyer. 2008. Characterization of the peroxidase activity of CYP119, a thermostable P450 from Sulfolobus acidocaldarius. Chembiochem 9: 420-425. DOI ScienceOn |
18 | Rabe, K. S., M. Spengler, M. Erkelenz, J. Muller, V. J. Gandubert, H. Hayen, and C. M. Niemeyer. 2009. Screening for cytochrome P450 reactivity by harnessing catalase as reporter enzyme. Chembiochem 10: 751-757. DOI ScienceOn |
19 | Schenkman, J. B., H. Remmer, and R. W. Estabrook. 1967. Spectral studies of drug interaction with hepatic microsomal cytochrome P-450. Mol. Pharmacol. 3: 113-123. |