Selected references on P450-mediated metabolism

Last modified: Thu Apr 15 13:33:42 BST 2004

• Akhtar, M., Corina, D., Miller, S., Shyadehi, A.Z. and Wright, J.N. (1994) Mechanism of the acyl-carbon cleavage and related reactions catalyzed by multifunctional P-450s: studies on cytochrome P-450₁₇. Biochemistry 33, 4410-4418.
• Albano, E., Comoglio, A., Clot, P., Iannone, A., Tomasi, A. and Ingelman-Sundberg, M. (1995) Activation of alkylhydrazines to free radical intermediates by ethanol-inducible cytochrome P-4502E1 (CYP2E1). Biochim. Biophys. Acta 1243, 414-420.
• Alexander, N.J., Hohn, T.M. and McCormick, S.P. (1998) The TRI11 gene of Fusarium sporotrichioides encodes a cytochrome P-450 monooxygenase required for C-15 hydroxylation in trichothecene biosynthesis. Appl. Environ. Microbiol. 64, 221-225.
• Anzenbacher, P., Niwa, T., Tolbert, L.M., Sirimanne, S.R. and Guengerich, F.P. (1996) Oxidation of 9-alkylanthracenes by cytochrome P450 2B1, horseradish peroxidase, and iron tetraphenylporphine/iodosylbenzene systems: anaerobic and aerobic mechanisms. Biochemistry 35, 2512-2520.
• Atkins, W.M. and Sligar, S.G. (1988) Deuterium isotope effects in norcamphor metabolism by cytochrome P-450cam: kinetic evidence for the two-electron reduction of a high-valent iron-oxo intermediate. Biochemistry 27, 1610-1616.
• Araya, Z., Norlin, M. and Postlind, H. (1996) A possible role for CYP27 as a major renal mitochondrial 25-hydroxyvitamin D₃ 1-hydroxylase. FEBS Lett. 390, 10-14.
• Axen, E. (1995) Purification from pig kidney of a microsomal cytochrome P450 catalyzing 1-hydroxylation of 25-hydroxyvitamin D₃. FEBS Lett. 375, 277-279.
• Beckman, M.J., Tadikonda, P., Werner, E., Prahl, J., Yamada, S. and DeLuca, H.F. (1996) Human 25-hydroxyvitamin D₃-24-hydroxylase, a multicatalytic enzyme. Biochemistry 35, 8465-8472.
• Bell, L.C. and Guengerich, F.P. (1997) Oxidation kinetics of ethanol by human cytochrome P450 2E1. Rate-limiting product release accounts for effects of isotopic hydrogen substitution and cytochrome b₅ on steady-state kinetics. J. Biol. Chem. 272, 29643-29651.
• Bell-Parikh, L.C. and Guengerich, F.P. (1999) Kinetics of cytochrome P450 2E1-catalyzed oxidation of ethanol to acetic acid via acetaldehyde. J. Biol. Chem. 274, 23833-23840.
• Bellamine, A., Mangla, A.T., Nes, W.D. and Waterman, M.R. (1999) Characterization and catalytic properties of the sterol 14-demethylase from Mycobacterium tuberculosis. Proc. Natl. Acad. Sci. USA 96, 8937-8942.
• Betsholtz, I.H. and Wikvall, K. (1995) Cytochrome P450 CYP27-catalyzed oxidation of C₂₇-steroid into C₂₇-acid. J. Steroid Biochem. Mol. Biol. 55, 115-119.
• Birkett, D.J., Andersson, T. and Miners, J.O. (1996) Assays of omeprazole metabolism as a substrate probe for human CYP isoforms. Methods Enzymol. 272, 132-139.
• Boucher, J.-L., Delaforge, M. and Mansuy, D. (1994) Dehydration of alkyl- and arylaldoximes as a new cytochrome P450-catalyzed reaction: mechanism and stereochemical characteristics. Biochemistry 33, 7811-7818.
• Brash, A.R. and Song, W. (1996) Detection, assay, and isolation of allene oxide synthase. Methods Enzymol. 272, 250-259.
• Breskvar, K., Ferencak, Z. and Hudnik-Plevnik, T. (1995) The role of cytochrome P450₁₁ in detoxification of steroids in the filamentous fungus Rhizopus nigricans. J. Steroid Biochem. Mol. Biol. 52, 271-275.
• Brøsen, K., Skjelbo, E. and Nielsen, K.K. (1996) Imipramine: a model drug for P450 research. Methods Enzymol. 272, 177-186.
• Buronfosse, T., Moroni, P., Benoit, E. and Riviere, J.L. (1995) Stereoselective sulfoxidation of the pesticide methiocarb by flavin-containing monooxygenase and cytochrome P450-dependent monooxygenases of rat liver microsomes. Anticholinesterase activity of the two sulfoxide enantiomers. J. Biochem. Toxicol. 10, 179-189.
• Capdevila, J.H., Wei, S., Helvig, C., Falck, J.R., Belosludtsev, Y., Truan, G., Graham-Lorence, S.E. and Peterson, J.A. (1996) The highly stereoselective oxidation of polyunsaturated fatty acids by cytochrome P450BM-3. J. Biol. Chem. 271, 22663-22671.
• Cascio, C., Prasad, V.V.K., Lin, Y.Y., Lieberman, S. and Papadopoulos, V. (1998) Detection of P450c17-independent pathways for dehydroepiandrosterone (DHEA) biosynthesis in brain glial tumor cells. Proc. Natl. Acad. Sci. USA 95, 2862-2867.
• Chang, T.K., Teixeira, J., Gil, G. and Waxman, D.J. (1993) The lithocholic acid 6ß-hydroxylase cytochrome P-450, CYP 3A10, is an active catalyst of steroid-hormone 6ß-hydroxylation. Biochem. J. 291, 429-433.
• Chang, M.S., Boeglin, W.E., Guengerich, F.P. and Brash, A.R. (1996) Cytochrome P450-dependent transformations of 15R- and 15S-hydroperoxyeicosatetraenoic acids: Stereoselective formation of epoxy alcohol products. Biochemistry 35, 464-471.
• Cupp, M.J. and Tracy, T.S. (1997) Cytochrome P450 3A subfamily drug interactions. U.S. Pharmacist, January 1997.
• Cupp, M.J. and Tracy, T.S. (1998) Cytochrome P450: new nomenclature and clinical implications. Am. Fam. Physician 57, 107-116.
• Darbyshire, J.F., Gillette, J.R., Nagata, K. and Sugiyama, K. (1994) Deuterium isotope effects on A-ring and D-ring metabolism of testosterone by CYP2C11: evidence for dissociation of activated enzyme-substrate complexes. Biochemistry 33, 2938-2944.
• Davis, S.C., Sui, Z., Peterson, J.A. and Ortiz de Montellano, P.R. (1996) Oxidation of -oxo fatty acids by cytochrome P450_BM-3 (CYP102). Arch. Biochem. Biophys. 328, 35-42.
• Delaforge, M., Servent, D., Wirsta, P., Ducrocq, C., Mansuy, D. and Lenfant, M. (1993) Particular ability of cytochrome P-450 CYP3A to reduce glyceryl trinitrate in rat liver microsomes: subsequent formation of nitric oxide. Chem. Biol. Interact. 86, 103-117.
• Delaforge, M., Andre, F., Jaouen, M., Dolgos, H., Benech, H., Gomis, J.-M., Noel, J.-P., Cavelier, F., Verducci, J., Aubagnac, J.-L. and Liebermann, B. (1997) Metabolism of tentoxin by hepatic cytochrome P-450 3A isozymes. Eur. J. Biochem. 250, 150-157.
• Ding, X. and Coon, M.J. (1994) Steroid metabolism by rabbit olfactory-specific P450 2G1. Arch. Biochem. Biophys. 315, 454-459.
• Ding, X., Spink, D.C., Bhama, J.K., Sheng, J.J., Vaz, A.D.N. and Coon, M.J. (1996) Metabolic activation of 2,6-dichlorobenzonitrile, an olfactory-specific toxicant, by rat, rabbit, and human cytochromes P450. Mol. Pharmacol. 49, 1113-1121.
• Duester, G. (1996) Involvement of alcohol dehydrogenase, short-chain dehydrogenase/reductase, aldehyde dehydrogenase, and cytochrome P450 in the control of retinoid signaling by activation of retinoic acid synthesis. Biochemistry 35, 12221-12227.
• Durst, F., Benveniste, I., Schalk, M. and Werck-Reichhart, D. (1996) Cinnamic acid hydroxylase activity in plant microsomes. Methods Enzymol. 272, 259-268.
• Fujii, H., Sato, T., Kaneko, S., Gotoh, O., Fujii-Kuriyama, Y., Osawa, K., Kato, S. and Hamada, H. (1997) Metabolic inactivation of retinoic acid by a novel P450 differentially expressed in developing mouse embryos. EMBO J. 16, 4163-4173.
• Fukuda, H., Nakamura, K., Sukita, E., Ogawa, T. and Fujii, T. (1996) Cytochrome P450rm from Rhodotorula minuta catalyzes 4-hydroxylation of benzoate. J. Biochem. (Tokyo) 119, 314-318.
• Gilham, D.E., Cairns, W., Paine, M.J., Modi, S., Poulsom, R., Roberts, G.C.K. and Wolf, C.R. (1997) Metabolism of MPTP by cytochrome P4502D6 and the demonstration of 2D6 mRNA in human foetal and adult brain by in situ hybridization. Xenobiotica 27, 111-125.
• Gillam, E.M.J., Aguinaldo, A.M.A., Notley, L.M., Kim, D., Mundkowski, R.G., Volkov, A.A., Arnold, F.H., Soucek, P., De Voss, J.J. and Guengerich, F.P. (1999) Formation of indigo by recombinant mammalian cytochrome P450. Biochem. Biophys. Res. Commun 265, 469-472.
• Gillam, E.M.J., Notley, L.M., Cai, H., De Voss, J.J. and Guengerich, F.P. (2000) Oxidation of indole by cytochrome P450 enzymes. Biochemistry 39, 13817-13824.
• Goeptar, A.R., Te Koppele, J.M., Neve, E.P. and Vermeulen, N.P. (1992) Reductase and oxidase activity of rat liver cytochrome P450 with 2,3,5,6-tetramethylbenzoquinone as substrate. Chem. Biol. Interact. 83, 249-269.
• Groen, K. and Breimer, D.D. (1996) Antipyrine, theophylline, and hexobarbital as in vivo P450 probe drugs. Methods Enzymol. 272, 169-177.
• Guengerich, F.P. (1987) Oxidative cleavage of carboxylic esters by cytochrome P-450. J. Biol. Chem. 262, 8459-8462.
• Guengerich, F.P., Vaz, A.D.N., Raner, G.N., Pernecky, S.J. and Coon, M.J. (1997) Evidence for a role of a perferryl-oxygen complex, FeO³⁺, in the N-oxygenation of amines by cytochrome P450 enzymes. Mol. Pharmacol. 51, 147-151.
• Haining, R.L., Hunter, A.P., Veronese, M.E., Trager, W.F. and Rettie, A.E. (1996) Allelic variants of human cytochrome P450 2C9: baculovirus-mediated expression, purification, structural characterization, substrate stereoselectivity, and prochiral selectivity of the wild-type and I359L mutant forms. Arch. Biochem. Biophys. 333, 447-458.
• Hall, P.F. (1991) Cytochrome P-450 C_21scc: One enzyme with two actions: hydroxylase and lyase. J. Steroid Biochem. Mol. Biol. 40, 527-532.
• Hanna, I.H., Roberts, E.S. and Hollenberg, P.F. (1998) Molecular basis for the differences in lidocaine binding and regioselectivity of oxidation by cytochromes P450 2B1 and 2B2. Biochemistry 37, 311-318.
• Hefner, J., Rubenstein, S.M., Ketchum, R.E.B., Gibson, D.M., Williams, R.M. and Croteau, R. (1996) Cytochrome P450-catalyzed hydroxylation of taxa-4(5), 11(12)-diene to taxa-4(20), 11(12)-dien-5-ol: The first oxygenation step in taxol biosynthesis. Chemistry & Biology 3, 479-489.
• Hlavica, P. and Kunzel-Mulas, U. (1993) Metabolic N-oxide formation by rabbit-liver microsomal cytochrome P-4502B4: involvement of superoxide in the NADPH-dependent N-oxygenation of N,N-dimethylaniline. Biochim. Biophys. Acta 1158, 83-90.
• Hodgson, E., Kulkarni, A.P., Fabacher D.L. and Robacker, K.M. (1980) Induction of hepatic drug metabolizing enzymes in mammals by pesticides: A review. J. Environ. Sci. Health B15, 723-754.
• Hodgson, E., Ryu, D.Y., Adams, N. and Levi, P.E. (1995) Biphasic responses in synergistic interactions. Toxicology 105, 211-216.
• Hung, C.-F., Harrison, T.L., Berenbaum, M.R. and Schuler, M.A. (1995) CYP6B3: a second furanocoumarin-inducible cytochrome P450 expressed in Papilio polyxenes. Insect Mol. Biol. 4, 149-160.
• Ingelman-Sundberg, M., Johansson, I., Yin, H., Terelius, Y., Eliasson, E., Clot, P. and Albano, E. (1993) Ethanol-inducible cytochrome P4502E1: genetic polymorphism, regulation, and possible role in the etiology of alcohol-induced liver disease. Alcohol 10, 447-452.
• Jang, G.R., Wrighton, S.A. and Benet, L.Z. (1996) Identification of CYP3A4 as the principal enzyme catalyzing mifepristone (RU 486) oxidation in human liver microsomes. Biochem. Pharmacol. 52, 753-761.
• Jayyosi, Z., Cooper, K.O. and Thomas, P.E. (1992) Brain cytochrome P450 and testosterone metabolism by rat brain subcellular fractions: Presence of cytochrome P450 3A immunoreactive protein in rat brain mitochondria. Arch. Biochem. Biophys. 298, 265-270.
• Jean, P., Lopez-Garcia, P., Dansette, P., Mansuy, D. and Goldstein, J.L. (1996) Oxidation of tienilic acid by human yeast-expressed cytochromes P-450 2C8, 2C9, 2C18 and 2C19. Evidence that this drug is a mechanism-based inhibitor specific for cytochrome P-450 2C9. Eur. J. Biochem. 241, 797-804.
• Jenner, A.M. and Timbrell, J.A. (1995) In vitro microsomal metabolism of hydrazine. Xenobiotica 25, 599-609.
• Johnston, J.O., Wright, C.L. and Holbert, G.W. (1995) Enzyme-activated inhibitors of steroidal hydroxylases. J. Steroid Biochem. Mol. Biol. 52, 17-34.
• Jousserandot, A., Boucher, J.-L., Henry, Y., Niklaus, B., Clement, B. and Mansuy, D. (1998) Microsomal cytochrome P450 dependent oxidation of N-hydroxyguanidines, amidoximes, and ketoximes: Mechanism of the oxidative cleavage of their C=N(OH) bond with formation of nitrogen oxides. Biochemistry 37, 17179-17191.
• Kayser, H. Winkler, T. and Spindler-Barth, M. (1997) 26-Hydroxylation of ecdysteroids is catalyzed by a typical cytochrome P-450-dependent oxidase and related to ecdysteroid resistance in an insect cell line. Eur. J. Biochem. 248, 707-716.
• Kelly, S.L., Lamb, D.C., Corran, A.J., Baldwin, B.C., Parks, L.W. and Kelly, D.E. (1995) Purification and reconstitution of activity of Saccharomyces cerevisiae P450 61, a sterol ²²-desaturase. FEBS Lett. 377, 217-220.
• Korzekwa, K.R. and Jones, J.P. (1993) Predicting the cytochrome P450 mediated metabolism of xenobiotics. Pharmacogenetics 3, 1-18.
• Krause, R.J. and Elfarra, A.A. (1997) Oxidation of butadiene monoxide to meso- and (±)-diepoxybutane by cDNA-expressed human cytochrome P450s and by mouse, rat, and human liver microsomes. Evidence for preferential hydration of meso-diepoxybutane in rat and human liver microsomes. Arch. Biochem. Biophys. 337, 176-184.
• Kroemer, H.K., Botsch, S., Heinkele, G. and Schick, M. (1996) In vitro assessment of various cytochromes P450 and glucuronosyltransferases using the antiarrhythmic propafenone as a probe drug. Methods Enzymol. 272, 99-105.
• Kuo, C.-L., Vaz, A.D.N. and Coon, M.J. (1997) Metabolic activation of trans-4-hydroxy-2-nonenal, a toxic product of membrane lipid peroxidation and inhibitor of P450 cytochromes. J. Biol. Chem. 272, 22611-22616.
• Kupfer, D. and Dehal, S.S. (1996) Tamoxifen metabolism by microsomal cytochrome P450 and flavin-containing monooxygemase. Methods Enzymol. 272, 152-163.
• Kumagai, Y., Lin, L.Y., Hiratsuka, A., Narimatsu, S., Suzuki, T., Yamada, H., Oguri, K., Yoshimura H. and Cho, A.K. (1994) Participation of cytochrome P450-2B and -2D isozymes in the demethylenation of methylenedioxymethamphetamine enantiomers by rats. Mol. Pharmacol. 45, 359-365.
• Lau, S.-M.C. and O'Keefe, D.P. (1996) Analysis of herbicide metabolism by monocot microsomal cytochrome P450. Methods Enzymol. 272, 235-242.
• Le Bouquin, R., Skrabs, M., Kahn, R., Benveniste, I., Salaün, J.-P., Schreiber, L., Durst, F. and Pinot, F. (2001) CYP94A5, a new cytochrome P450 from Nicotiana tabacum is able to catalyze the oxidation of fatty acids to the -alcohol and to the corresponding diacid. Eur. J. Biochem. 268, 3083-3090.
• Le Campion, L., Delaforge, M., Noel, J.P. and Ouazzani, J. (1997) Metabolism of ¹⁴C-labelled 5-nitro-1,2,4-triazol-3-one by rat liver microsomes. Evidence for the participation of cytochrome P-450. Eur. J. Biochem. 248, 401-406.
• Lee-Robichaud, P., Shyadehi, A.Z., Wright, J.N., Akhtar, M.E. and Akhtar, M. (1995) Mechanistic kinship between hydroxylation and desaturation reactions: Acyl-carbon bond cleavage promoted by pig and human CYP17 (P450 17; 17-hydroxylase-17,20-lyase). Biochemistry 34, 14104-14113.
• Lefever, M.R. and Wackett, L.P. (1994) Oxidation of low molecular weight chloroalkanes by cytochrome P450_CAM. Biochem. Biophys. Res. Commun. 201, 373-378.
• Leon, J., Shulaev, V., Yalpani, N., Lawton, M.A. and Raskin, I. (1995) Benzoic acid 2-hydroxylase, a soluble oxygenase from tobacco, catalyzes salicylic acid biosynthesis. Proc. Natl. Acad. Sci. USA 92, 10413-10417.
• Lewis, D.F.V. (1997) Quantitative structure-activity relationships in substrates, inducers, and inhibitors of cytochrome P4501 (CYP1). Drug Metab. Rev. 29, 589-650.
• Li, S. and Wackett, L.P. (1993) Reductive dehalogenation by cytochrome P450_CAM: Substrate binding and catalysis. Biochemistry 32, 9355-9361.
• Li, A.P., Kaminski, D.L. and Rasmussen, A. (1995) Substrates of human hepatic cytochrome P450 3A4. Toxicology 104, 1-8.
• Lucas, D., Menez, J.-F. and Berthou, F. (1996) Chlorzoxazone: an in vitro and in vivo substrate probe for liver CYP2E1. Methods Enzymol. 272, 115-123.
• Mansuy, D., Boucher, J.-L. and Clement, B. (1995) On the mechanism of nitric oxide formation upon oxidative cleavage of C=N(OH) bonds by NO-synthases and cytochromes P450. Biochimie 77, 661-667.
• Matsui, K., Shibutani, M., Hase, T. and Kajiwara, T. (1996) Bell pepper fruit fatty acid hydroperoxide lyase is a cytochrome P450 (CYP74B). FEBS Lett. 394, 21-24.
• McLean, M. and Dutton, M.F. (1995) Cellular interactions and metabolism of aflatoxin: an update. Pharmacol. Ther. 65, 163-192.
• Miners, J.O. and Birkett, D.J. (1996) Use of tolbutamide as a substrate probe for human hepatic cytochrome P450 2C9. Methods Enzymol. 272, 139-145.
• Miyamoto, Y., Shinki, T., Yamamoto, K., Ohyama, Y., Iwasaki, H., Hosotani, R., Kasama, T., Takayama, H., Yamada, S. and Suda, T. (1997) 1,25-dihydroxyvitamin D₃-24-hydroxylase (CYP24) hydroxylates the carbon at the end of the side chain (C-26) of the C-24-fluorinated analog of 1,25-dihydroxyvitamin D₃. J. Biol. Chem. 272, 14115-14119.
• Modi, S., Gilham, D.E., Sutcliffe, M.J., Lian, L.-Y., Primrose, W.U., Wolf, C.R. and Roberts, G.C.K. (1997) 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine as a substrate of cytochrome P450 2D6: Allosteric effects of NADPH-cytochrome P450 reductase. Biochemistry 36, 4461-4470.
• Narimatsu, S., Kariya, S., Isozaki, S., Ohmori, S., Kitada, M., Hosokawa, S., Masubuchi, Y. and Suzuki, T. (1993) Involvement of CYP2D6 in oxidative metabolism of cinnarizine and flunarizine in human liver microsomes. Biochem. Biophys. Res. Commun. 193, 1262-1268.
• Nastainczyk, W., Ahr, H. and Ulrich, V. (1981) The mechanism of the reductive dehalogenation of polyhalogenated compounds by microsomal cytochrome P450. Adv. Exp. Med. Biol. 136 A, 799-808.
• Nonaka, Y., Fujii, T., Kagawa, N., Waterman, M.R., Takemori, H. and Okamoto, M. (1998) Structure/function relationship of CYP11B1 associated with Dahl's salt-resistant rats. Expression of rat CYP11B1 and CYP11B2 in Escherichia coli. Eur. J. Biochem. 258, 869-878.
• Omar, R.F., Gelboin, H.V. and Rahimtula, A.D. (1996) Effect of cytochrome P450 induction on the metabolism and toxicity of ochratoxin A. Biochem. Pharmacol. 51, 207-216.
• Orellana, M., Valdes, E., Capdevila, J. and Gil, L. (1989) Nutritionally triggered alterations in the regiospecificity of arachidonic acid oxygenation by rat liver microsomal cytochrome P450. Arch. Biochem. Biophys. 274, 251-258.
• Pan, Z., Camara, B., Gardner, H.W. and Backhaus, R.A. (1998) Aspirin inhibition and acetylation of the plant cytochrome P450, allene oxide synthase, resembles that of animal prostaglandin endoperoxide H synthase. J. Biol. Chem. 273, 18139-18145.
• Patten, C.J., Smith, T.J., Murphy, S.E., Wang, M.-H., Lee, J., Tynes, R.E., Koch, P. and Yang, C.S. (1996) Kinetic analysis of the activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by heterologously expressed human P450 enzymes and the effect of P450-specific chemical inhibitors on this activation in human liver microsomes. Arch. Biochem. Biophys. 333, 127-138.
• Pikuleva, I.A., Babiker, A., Waterman, M.R. and Björkhem, I. (1998) Activities of recombinant human cytochrome P450c27 (CYP27) which produce intermediates of alternative bile acid biosynthetic pathways. J. Biol. Chem. 273, 18153-18160.
• Reed, J.R., Quilici, D.R., Blomquist, G.J. and Reitz, R.C. (1995) Proposed mechanism for the cytochrome P450-catalyzed conversion of aldehydes to hydrocarbons in the house fly, Musca domestica. Biochemistry 34, 16221-16227.
• Renaud, J.-P., Boucher, J.-L., Vadon, S., Delaforge, M. and Mansuy, D. (1993) Particular ability of liver P450s3A to catalyze the oxidation of N-hydroxyarginine to citrulline and nitrogen oxides and occurrence in NO synthases of a sequence very similar to the heme-binding sequence in P450s. Biochem. Biophys. Res. Commun. 192, 53-60.
• Rodrigues, A.D. (1996) Measurement of human liver microsomal P450 2D6 activity using [O-methyl-¹⁴C]dextromethorphan as substrate. Methods Enzymol. 272, 186-195.
• Roos, P.H. and Mahnke, A. (1996) Metabolite complex formation of orphenadrine with cytochrome P450: Involvement of CYP2C11 and CYP3A isozymes. Biochem. Pharmacol. 52, 73-84.
• Rose, K.A., Stapleton, G., Dott, K., Kieny, M.P., Best, R., Schwarz, M., Russell, D.W., Björkhem, I., Seckl, J. and Lathe, R. (1997) Cyp7b, a novel brain cytochrome P450, catalyzes the synthesis of neurosteroids 7-hydroxy dehydroepiandrosterone and 7-hydroxy pregnenolone. Proc. Natl. Acad. Sci. USA 94, 4925-4930.
• Rosen, H., Reshef, A., Maeda, N., Lippoldt, A., Shpizen, S., Triger, L., Eggertsen, G., Björkhem, I. and Leitersdorf, E. (1998) Markedly reduced bile acid synthesis but maintained levels of cholesterol and vitamin D metabolites in mice with disrupted sterol 27-hydroxylase gene. J. Biol. Chem. 273, 14805-14812.
• Rota, C., Barr, D.P., Martin, M.V., Guengerich, F.P., Tomasi, A. and Mason, R.P. (1997) Detection of free radicals produced from the reaction of cytochrome P-450 with linoleic acid hydroperoxide. Biochem. J. 328, 565-571.
• Sakaki, T., Sawada, N., Nonaka, Y., Ohyama, Y. and Inouye, K. (1999) Metabolic studies using recombinant Escherichia coli cells producing rat mitochondrial CYP24. CYP24 can convert 1,25-dihydroxyvitamin D₃ to calcitroic acid. Eur. J. Biochem. 262, 43-48.
• Sano, H., Sato, H., Sagami, I. and Shimizu, T. (1997) Nitric oxide synthesis capabilities of cytochrome P450 1A2 and NADPH-cytochrome P450 reductase from N^G-hydroxy-L-arginine. Chem. Lett. , 759-760.
• Sato, H. and Shimizu, T. (1995) Marked effects of alcohols and imidazoles on the cumyl hydroperoxide reaction with the wild-type cytochrome P450 1A2. Arch. Biochem. Biophys. 322, 277-283.
• Scheller, U., Zimmer, T., Kärgel, E. and Schunck, W.-H. (1996) Characterization of the n-alkane and fatty acid hydroxylating cytochrome P450 forms 52A3 and 52A4. Arch. Biochem. Biophys. 328, 245-254.
• Schwarz, M., Lund, E.G., Lathe, R., Björkhem, I. and Russell, D.W. (1997) Identification and characterization of a mouse oxysterol 7-hydroxylase cDNA. J. Biol. Chem. 272, 23995-24001.
• Schalk, M., Batard, Y., Seyer, A., Nedelkina, S., Durst, F. and Werck-Reichhart, D. (1997) Design of fluorescent substrates and potent inhibitors of CYP73As, P450s that catalyze 4-hydroxylation of cinnamic acid in higher plants. Biochemistry 36, 15253-15261.
• Shen, W.W. (1995) Cytochrome P450 monooxygenases and interactions of psychotropic drugs: A five-year update. Int. J. Psychiatry. Med. 25, 277-290.
• Shou, M., Krausz, K.W., Gonzalez, F.J. and Gelboin, H.V. (1996a) Metabolic activation of the potent carcinogen dibenzo[a,h]anthracene by cDNA-expressed human cytochromes P450. Arch. Biochem. Biophys. 328, 201-207.
• Shou, M., Gonzalez, F.J. and Gelboin, H.V. (1996b) Stereoselective epoxidation and hydration at the K-region of polycyclic aromatic hydrocarbons by cDNA-expressed cytochromes P450 1A1, 1A2, and epoxide hydrolase. Biochemistry 35, 15807-15813.
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• Shumyantseva, V.V., Meshkov, S.V., Uvarov, V.Yu. and Archakov, A.I. (1996) The interaction of organophosphorus amino acid analogs with cytochrome P-450 2B4. Izv. Akad. Nauk Ser. Biol. (Moscow), 749-753.
• Shyadehi, A.Z., Lamb, D.C., Kelly, S.L., Kelly, D.E., Schunck, W.-H., Wright, J.N., Corina, D. and Akhtar, M. (1996) The mechanism of the acyl-carbon bond cleavage reaction catalyzed by recombinant sterol 14-demethylase of Candida albicans (other names are: lanosterol 14-demethylase, P-450_14DM, and CYP51). J. Biol. Chem. 271, 12445-12450.
• Sliter, T.J., Sudhivoraseth, K. and McCarthy, J.L. (1996) Quantification of ecdysteroid biosynthesis during short-term organ culture. Methods Enzymol. 272, 292-304.
• Sonderfan, A.J., Arlotto, M.P. and Parkinson, A. (1989) Identification of the cytochrome P-450 isozymes responsible for testosterone oxidation in rat lung, kidney, and testis: Evidence that cytochrome P-450a (P450IIA1) is the physiologically important testosterone 7-hydroxylase in rat testis. Endocrinology 125, 857-866.
• Song, W.C., Baertschi, S.W., Boeglin, W.E., Harris, T.M. and Brash, A.R. (1993a) Formation of epoxyalcohols by a purified allene oxide synthase. Implications for the mechanism of allene oxide synthesis. J. Biol. Chem. 268, 6293-6298.
• Song, W.C., Funk, C.D. and Brash, A.R. (1993b) Molecular cloning of an allene oxide synthase: A cytochrome P450 specialized for the metabolism of fatty acid hydroperoxides. Proc. Natl. Acad. Sci. USA 90, 8519-8523.
• Stanjek, V., Miksch, M., Lueer, P., Matern, U. and Boland, W. (1999) Biosynthesis of psoralen: Mechanism of a cytochrome P450 catalyzed oxidative bond cleavage. Angew. Chem. Int. Ed. 38, 400-402.
• Stevenson, J.-A., Westlake, A.C.G., Whittock, C. and Wong, L.-L. (1996) The catalytic oxidation of linear and branched alkanes by cytochrome P450_cam. J. Am. Chem. Soc. 118, 12846-12847.
• Stoyanovsky, D.A. and Cederbaum, A.I. (1996) Thiol oxidation and cytochrome P450-dependent metabolism of CCl₄ triggers Ca²⁺ release from liver microsomes. Biochemistry 35, 15839-15845.
• Stresser, D.M. and Kupfer, D. (1997) Catalytic characteristics of CYP3A4: Requirement for a phenolic function in ortho hydroxylation of estradiol and mono-O-demethylated methoxychlor. Biochemistry 36, 2203-2210.
• Sumner, S.C.J., Fennell, T.R., Moore, T.A., Chanas, B., Gonzalez, F. and Ghanayem, B.I. (1999) Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. i>Chem. Res. Toxicol. 12, 1110-1116.
• Takazawa, R.S. and Strobel, H.W. (1986) Cytochrome P-450 mediated reductive dehalogenation of the perhalogenated aromatic compound hexachlorobenzene. Biochemistry 25, 4804-4809.
• Tanaka, E. and Funae, Y. (1996) Trimethadione: metabolism and assessment of hepatic drug-oxidizing capacity. Methods Enzymol. 272, 163-169.
• Tang, B.-K. and Kalow, W. (1996) Assays for CYP1A2 by testing in vivo metabolism of caffeine in humans. Methods Enzymol. 272, 124-131.
• Tijet, N., Helvig, C., Pinot, F., Le Bouquin, R., Lesot, A., Durst, F., Salaün, J.-P. and Benveniste, I. (1998) Functional expression in yeast and characterization of a clofibrate-inducible plant cytochrome P-450 (CYP94A1) involved in cutin monomers synthesis. Biochem. J. 332, 583-589.
• Toy, P.H., Newcomb, M., Coon, M.J. and Vaz, A.D.N. (1998) Two distinct electrophilic oxidants effect hydroxylation in cytochrome P-450-catalyzed reactions. J. Am. Chem. Soc. 120, 9718-9719.
• Tsubaki, M., Morimoto, K., Tomita, S., Miura, S., Ichikawa, Y., Miyatake, A., Masuya, F. and Hori, H. (1995) Electron paramagnetic resonance investigation of cytochrome P-450c21 from bovine adrenocortical microsomes: a new enzymatic activity. Biochim. Biophys. Acta 1259, 89-98.
• Tucker, G.T., Lennard, M.S., Ellis, S.W., Woods, H.F., Cho, A.K., Lin, L.Y., Hiratsuka, A., Schmitz, D.A. and Chu, T.Y. (1994) The demethylenation of methylenedioxymethamphetamine ("ecstasy") by debrisoquine hydroxylase (CYP2D6). Biochem. Pharmacol. 47, 1151-1156.
• Tudzynski, B. (1999) Biosynthesis of gibberellins in Gibberella fujikuroi: biomolecular aspects. Appl. Microbiol. Biotechnol. 52, 298-310.
• Ueng, Y.-F., Kuwabara, T., Chun, Y.-J. and Guengerich, F.P. (1997) Cooperativity in oxidations catalyzed by cytochrome P450 3A4. Biochemistry 36, 370-381.
• Véronneau, S., Bernard, H., Cloutier, M., Courtemanche, J., Ducharme, L., Lefebvre, A., Mason, J.I. and LeHoux, J.-G. (1996) The hamster adrenal cytochrome P450C11 has equipotent 11ß-hydroxylase and 19-hydroxylase activities, but no aldosterone synthase activity. J. Steroid Biochem. Mol. Biol. 57, 125-139.
• Wackett, L.P. (1995) Recruitment of co-metabolic enzymes for environmental detoxification of organohalides. Environ. Health Perspect. 103, 45-48.
• Wackett, L.P., Sadowsky, M.J., Newman, L.M., Hur, H.G. and Li, S. (1994) Metabolism of polyhalogenated compounds by a genetically engineered bacterium. Nature 368, 627-629.
• Walle, T. (1996) Assays of CYP2C8- and CYP3A4-mediated metabolism of taxol in vivo and in vitro . Methods Enzymol. 272, 145-151.
• Walsh, M.E., Kyritsis, P., Eady, N.A.J., Hill, H.A.O. and Wong, L.-L. (2000) Catalytic reductive dehalogenation of hexachloroethane by molecular variants of cytochrome P450_cam (CYP101). Eur. J. Biochem. 267, 5815-5820.
• Wang, M.-H., Stec, D.E., Balazy, M., Mastyugin, V., Yang, C.S., Roman, R.J. and Schwartzman, M.L. (1996) Cloning, sequencing, and cDNA-directed expression of the rat renal CYP4A2: Arachidonic acid -hydroxylation and 11,12-epoxidation by CYP4A2 protein. Arch. Biochem. Biophys. 336, 240-250.
• Wedlund, P.J. and Wilkinson, G.R. (1996) In vivo and in vitro measurement of CYP2C19 activity. Methods Enzymol. 272, 105-114.
• Wong, A. and Bandiera, S.M. (1996) Inductive effect of Telazol^® on hepatic expression of cytochrome P450 2B in rats. Biochem. Pharmacol. 52, 735-742.
• Xue, Y., Wilson, D., Zhao, L., Liu, H.-w. and Sherman, D.H. (1998) Hydroxylation of macrolactones YC-17 and narbomycin is mediated by the pikC-encoded cytochrome P450 in Streptomyces venezuelae. Chemistry & Biology 5, 661-667.
• Yamazaki, T., Ohno, T., Sakaki, T., Akiyoshi-Shibata, M., Yabusaki, Y., Imai, T. and Kominami, S. (1998) Kinetic analysis of successive reactions catalyzed by bovine cytochrome P450₁₇ lyase. Biochemistry 37, 2800-2806.
• Yu, J., Chang, P.-K., Ehrlich, K.C., Cary, J.W., Montalbano, B., Dyer, J.M., Bhatnagar, D. and Cleveland, T.E. (1998) Characterization of the critical amino acids of an Aspergillus parasiticus cytochrome P-450 monooxygenase encoded by ordA that is involved in the biosynthesis of aflatoxins B₁, G₁, B₂, and G₂. Appl. Environ. Microbiol. 64, 4834-4841.
• Zeldin, D.C., Plitman, J.D., Kobayashi, J., Miller, R.F., Snapper, J.R., Falck, J.R., Szarek, J.L., Philpot, R.M. and Capdevila, J.H. (1995) The rabbit pulmonary cytochrome P450 arachidonic acid metabolic pathway: Characterization and significance. J. Clin. Invest. 95, 2150-2160.
• Zeldin, D.C., Moomaw, C.R., Jesse, N., Tomer, K.B., Beetham, J., Hammock, B.D. and Wu, S. (1996) Biochemical characterization of the human liver cytochrome P450 arachidonic acid epoxygenase pathway. Arch. Biochem. Biophys. 330, 87-96.

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