Multiple forms of human P450 expressed in Saccharomyces cerevisiae systematic characterization and comparison with those of the rat

Biochemical Pharmacology

Volumn 51, Issue 8, 1996, Pages 1041-1050

  Imaoka, Susumu ^a   Yamada, Takao ^a   Hiroi, Toyoko ^a   Hayashi, Koji ^b   Sakaki, Toshiyuki ^b   Yabusaki, Yoshiyasu ^b   Funae, Yoshihiko ^a  

^a OSAKA CITY UNIVERSITY GRADUATE SCHOOL OF MEDICINE   (Japan)

^b SUMITOMO CHEMICAL CO LTD   (Japan)

Author keywords

Cytochrome P450; Human liver; Human P450; Rat liver; Rat P450; Yeast expression

Indexed keywords

CYTOCHROME P450 ISOENZYME; DEBRISOQUINE; ENZYME ANTIBODY; LAURIC ACID; LIDOCAINE; TESTOSTERONE;

ANIMAL CELL; ARTICLE; CATALYSIS; CONTROLLED STUDY; DRUG METABOLISM; ENZYME ACTIVITY; ENZYME PURIFICATION; ENZYME RECONSTITUTION; ENZYME SPECIFICITY; GENE EXPRESSION; HUMAN; HUMAN TISSUE; HYDROXYLATION; LIVER; LIVER MICROSOME; NONHUMAN; PRIORITY JOURNAL; RAT; RECOMBINANT DNA TECHNOLOGY; SACCHAROMYCES CEREVISIAE; SPECIES DIFFERENCE;

EID: 0029971798     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/0006-2952(96)00052-4     Document Type: Article

References (41)

1. Nedelcheva V and Out I, P450 in the rat and man: Methods of investigation, substrate specificities, and relevance to cancer. Xenobiotica 24: 1151-1175, 1994.
2. Distlerath LM, Reilly PEB, Martin MV, Davis GG, Wilkinson GR and Guengerich FP, Purification and characterization of the human liver cytochromes P-450 involved in debrisoquine 4-hydroxylation and phenacetin O-deethylation, two prototypes for genetic polymorphism in oxidative drug metabolism. J Biol Chem 260: 9057-9067, 1985.
3. Guengerich FP, Martin MV, Beaune PH, Kremers P, Wolff T, and Waxman DJ, Characterization of rat and human liver microsomal cytochrome P-450 forms involved in nifedipine oxidation, a prototype for genetic polymorphism in oxidative drug metabolism. J Biol Chem 261: 5051-5056, 1986.
4. Wrighton SA, Thomas PE, Molowa DT, Haniu M, Shivery JE, Maines SL, Watkins PB, Parker G, Mendez-Picon G, Levin W and Guzelian PS, Characterization of ethanol-inducible human liver N-nitrosodimethylamine demethylase. Biochemistry 25: 6731-6735, 1986.
5. Shimada T, Misono KS and Guengerich FP, Human liver microsomal cytochrome P-450 mephenytoin 4-hydroxylase, a prototype of genetic polymorphism in oxidative drug metabolism. J Biol Chem 261: 909-921, 1986.
6. Yun C-H, Shimada T and Guengerich FP, Purification and characterization of human liver microsomal cytochrome P-450 2A6. Mol Pharmacol 40: 679-685, 1991.
7. Shimada T, Yun C-H, Yamazaki H, Gautier J-C, Beaune PH and Guengerich FP, Characterization of human lung microsomal cytochrome P-450 1A1 and its role in the oxidation of chemical carcinogens. Mol Pharmacol 41: 856-864, 1992.
8. Wrighton SA, Stevens JC, Becker GW and VandenBranden M, Isolation and characterization of human liver cytochrome P450 2C19: Correlation between 2C19 and S-mephenytoin 4′-hydroxylation. Arch Biochem Biophys 306: 240-245, 1993.
9. Mimura M, Baba T, Yamazaki H, Ohmori S, Inui Y, Gonzalez FJ, Guengerich FP and Shimada T, Characterization of cytochrome P-450 2B6 in human liver microsomes. Drug Metab Dispos 21: 1048-1056, 1993.
10. Srivastava PK, Yun C-H, Beaune PH, Ged C and Guengerich FP, Separation of human liver microsomal tolbutamide hydroxylase and (S)-mephenytoin 4′-hydroxylase cytochrome P-450 enzymes. Mol Pharmacol 40: 69-79, 1991.
11. Rodrigues AD, Use of in vitro human metabolism studies in drug development. Biochem Pharmacol 48: 2147-2156, 1994.
12. Matsunaga E, Zanger UM, Hardwick JP, Gelboin HV, Meyer UA and Gonzalez FJ, The CYP2D gene subfamily: Analysis of the molecular basis of debrisoquine 4-hydroxylase deficiency in DA rats. Biochemistry 28: 7349-7355, 1989.
13. LAω): Identification of a new cytochrome P-450 gene family. J Biol Chem 262: 801-810, 1987.
14. Brian WR, Sari M-A, Iwasaki M, Shimada T, Kaminsky LS and Guengerich FP, Catalytic activities of human liver cytochrome P-450 IIIA4 expressed in Saccharomyces cerevisiae. Biochemistry 29: 11280-11292, 1990.
15. Funae Y and Imaoka S, Simultaneous purification of multiple forms of rat liver microsomal cytochrome P-450 by high-performance liquid chromatography. Biochim Biophys Acta 842: 119-132, 1985.
16. Imaoka S, Terano Y and Funae Y, Changes in the amount of cytochrome P450s in rat hepatic microsomes with starvation. Arch Biochem Biophys 278: 168-178, 1990.
17. Nakajima M, Yokoi T, Mizutani M, Shin S, Kadlubar EF and Kamataki T, Phenotyping of CYP1A2 in Japanese population by analysis of caffeine urinary metabolites: Absence of mutation prescribing the phenotype in the CYP1A2 gene. Cancer Epidemiol Biomarkers Prev 3: 413-421, 1994.
18. Yamono S, Tatsuno J and Gonzalez FJ, The CYP2A3 gene product catalyzes coumarin 7-hydroxylation in human liver microsomes. Biochemistry 29: 1322-1329, 1990.
19. Yamono S, Nhamburo PT, Aoyama T, Meyer UA, Inaba T, Kalow W, Gelboin HV, McBride OW and Gonzalez FJ, cDNA cloning and sequence and cDNA-directed expression of human P450IIB1: Identification of a normal and two variant cDNAs derived from the P4502B locus on chromosome 19 and differential expression of the IIB mRNAs in human liver. Biochemistry 28: 7340-7348, 1989.
20. Kimura S, Pastewka J, Gelboin HV and Gonzalez FJ, cDNA and amino acid sequences of two members of the human P450IIC gene subfamily. Nucleic Acids Res 15: 10053-10054, 1987.
21. Yasumori T, Kawano S, Nagata K, Shimada M, Yamazoe Y and Kato R, Nucleotide sequence of a human liver cytochrome P-450 related to the rat male specific form. J Biochem (Tokyo) 102: 1075-1082, 1987.
22. Romkes M, Faletto MB, Blaisdell JA, Raucy JL and Goldstein JA, Cloning and expression of complementary DNAs for multiple members of the human cytochrome P450IIC subfamily. Biochemistry 30: 3247-3255, 1991.
23. Kimura S, Umeno M, Skoda RC, Meyer UA and Gonzalez FJ, The human debrisoquine 4-hydroxylase (CYP2D) locus: Sequence and identification of the polymorphic CYP2D6 gene, a related gene, and a pseudogene. Am J Hum Genet 45: 889-904, 1989.
24. Song B-J, Gelboin HV, Park S-S, Yang CS and Gonzalez FJ, Complementary DNA and protein sequences of ethanol-inducible rat and human cytochrome P-450s: Transcriptional and post-transcriptional regulation of the rat enzyme. J Biol Chem 261: 16689-16697, 1986.
25. Gonzalez FJ, Schmid BJ, Umeno M, McBride OW, Hardwick JP, Meyer UA, Gelboin HV and Idle JR, Human P450PCN1: Sequence, chromosome localization, and direct evidence through cDNA expression that P450PCN1 is nifedipine oxidase. DNA 7: 79-86, 1988.
26. Murakami H, Yabusaki Y, Sakaki T, Shibata M and Ohkawa H, Expression of cloned yeast NADPH-cytochrome P450 reductase gene in Saccharomyces cerevisiae. J Biochem (Tokyo) 108: 859-865, 1990.
27. Murakami H, Yabusaki Y and Ohkawa H, Expression of rat NADPH-cytochrome P-450 reductase complementary DNA in Saccharomyces cerevisiae. DNA 5: 1-10, 1986.
28. Sakaki T, Akiyoshi-Shibata M, Yabusaki Y, Manabe K, Murakami H and Ohkawa H, Progesterone metabolism in recombinant yeast simultaneously expressing bovine cytochrome P450c17 (CYP17A1) and P450c21 (CYP21B1) and yeast NADPH-P450 oxidoreductase. Pharmacogenetics 1: 86-93, 1991.
29. Oeda K, Sakaki T and Ohkawa H, Expression of rat liver cytochrome P-450MC cDNA in Saccharomyces cerevisiae. DNA 4: 203-210, 1985.
30. Sandhu P, Guo Z, Baba T, Martin MV, Tukey RH and Guengerich FP, Expression of modified human cytochrome P450 1A2 in Escherichia coli: Stabilization, purification, spectral characterization, and catalytic activities of the enzyme. Arch Biochem Biophys 309: 168-177, 1994.
31. Shimada T, Yamazaki H, Mimura M, Inui Y and Guengerich FP, Interindividual variations in human liver cytochrome P-450 enzymes involved in the oxidation of drugs, carcinogens and toxic chemicals: Studies with liver microsomes of 30 Japanese and 30 Caucasians. J Pharmacol Exp Ther 270: 414-423, 1994.
32. Imaoka S, Enomoto K, Oda Y, Asada A, Fujimori M, Shimada T, Fujita S, Guengerich FP and Funae Y, Lidocaine metabolism by human cytochrome P-450s purified from hepatic microsomes: Comparison of those with rat hepatic cytochrome P-450s. J Pharmacol Exp Ther 255: 1385-1391, 1990.
33. Imaoka S, Imai Y, Shimada T and Funae Y, Role of phospholipids in reconstituted cytochrome P450 3A form and mechanism of their activation of catalytic activity. Biochemistry 31: 6063-6069, 1992.
34. Guengerich FP and Turvy CG, Comparison of levels of several human microsomal cytochrome P-450 enzymes and epoxide hydrolase in normal and disease states using immunochemical analysis of surgical liver samples. J Pharmacol Exp Ther 256: 1189-1194, 1991.
35. Forrester LM, Henderson CJ, Glancey MJ, Back DJ, Park BK, Ball SE, Kitteringham NR, McLaren AW, Miles JS, Skett P and Wolf CR, Relative expression of cytochrome P450 isoenzymes in human liver and association with the metabolism of drugs and xenobiotics. Biochem J 281: 359-368, 1992.
36. Soucek P and Gut I, Cytochrome P-450 in rats: Structures, functions, properties and relevant human forms. Xenobiotica 22: 83-103, 1992.
37. Ryan DE, Iida S, Wood AW, Thomas PE, Liever CS and Levin W, Characterization of three highly purified cytochromes P-450 from hepatic microsomes of adult male rats. J Biol Chem 259: 1239-1250, 1984.
38. Gonzalez FJ, Skoda RC, Kimura S, Umeno M, Zanger UM, Nebert DW, Gelboin HV, Hardwick JP and Meyer UA, Characterization of the common genetic defect in humans deficient in debrisoquine metabolism. Nature 331: 442-446, 1988.
39. Gonzalez FJ, Matsunaga T, Nagata K, Meyer UA, Nebert DW, Pastewka J, Kozak CA, Gillette J, Gelboin HV and Hardwick JP, Debrisoquine 4-hydroxylase: Characterization of a new P450 gene subfamily, regulation, chromosomal mapping, and molecular analysis of the DA rat polymorphism. DNA 6: 149-161, 1987.
40. Gillam EMJ, Guo Z and Guengerich FP, Expression of modified human cytochrome P450 2E1 in Escherichia coli, purification, and spectral and catalytic properties. Arch Biochem Biophys 312: 59-66, 1994.
41. Ryan DE, Thomas PE, Korzeniowski D and Levin W, Separation and characterization of highly purified forms of liver microsomal cytochrome P-450 from rats treated with polychlorinated biphenyls, phenobarbital, and 3-methylcholanthrene. J Biol Chem 254: 1365-1374, 1979.