Baculovirus-mediated expression and purification of human FMO3: Catalytic, immunochemical, and structural characterization

Drug Metabolism and Disposition

Volumn 25, Issue 7, 1997, Pages 790-797

  Haining, R L ^b   Hunter, A P ^b   Sadeque, A J M ^b   Philpot, R M ^b   Rettie, A E ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

FLAVINE ADENINE NUCLEOTIDE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE;

ARTICLE; BACULOVIRUS; ENZYME ACTIVITY; ENZYME PURIFICATION; ENZYME SPECIFICITY; HUMAN; INSECT; LIVER MICROSOME; NONHUMAN; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; ANIMALS; BACULOVIRIDAE; CATALYSIS; CELL MEMBRANE; CELLS, CULTURED; ESCHERICHIA COLI; GENE EXPRESSION REGULATION, ENZYMOLOGIC; GENETIC VECTORS; HUMANS; IMMUNOCHEMISTRY; INSECTS; ISOENZYMES; MASS SPECTROMETRY; MICROSOMES, LIVER; MOLECULAR SEQUENCE DATA; OXYGENASES; PROTEIN PROCESSING, POST-TRANSLATIONAL; RECOMBINANT PROTEINS;

ANIMALIA; EUKARYOTA; INSECTA; TRICHOPLUSIA NI; UNIDENTIFIED BACULOVIRUS;

EID: 0030854077     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (33)

1. D. M. Ziegler: Flavin-containing monooxygenases: catalytic mechanism and substrate specificity. Drug Metab. Rev. 19: 1-32, (1988).
2. D. M. Ziegler: Recent studies on the structure and function of multisubstrate flavin-containing monooxygenases. Ann. Rev. Pharmacol. Toxicol. 33, 179-199 (1993).
3. M. P. Lawton, J. R. Cashman, T. Cresteil, C. T. Dolphin, A. A. Elfarra, R. N. Hines, E. Hodgson, T. Kimura, J. Ozols, I. R. Phillips, R. M. Philpot, L. L. Poulsen, A. E. Rettie, E. A. Shephard, D. E. Williams, and D. M. Ziegler: A nomenclature for the mammalian flavin-containing monooxygenase family based on amino acid sequence identities. Arch. Biochem. Biophys. 308, 254-257 (1994).
4. N. Lomri, Q. Gu, and J. R. Cashman: Molecular cloning of the flavin-containing monooxygenase (form II) cDNA from adult human liver. Proc. Natl. Acad. Sci. U.S.A. 89, 1685-1689 (1992). [Correction: Proc. Natl. Acad. Sci. U.S.A. 92, 9910 (1995).]
5. C. T. Dolphin, T. E. Cullingford, E. A. Shephard. R. L. Smith, and I. R. Phillips: Differential developmental and tissue-specific regulation of expression of the genes encoding three members of the flavin-containing monooxygenase family of man, FMO1, FMO3 and FMO4. Eur. J. Biochem. 235, 683-689 (1996).
6. A. J. M. Sadeque, K. E. Thummel, and A. E. Rettie: Purification of macacque liver flavin-containing monooxygenase: a form of the enzyme related immunochemically to an isozyme expressed selectively in adult human liver. Biochim. Biophys. Acta 1162, 127-134 (1993).
7. J. Ozols: Multiple forms of liver microsomal flavin-containing monooxygenases: complete covalent structure of form 2. Arch. Biochem. Biophys. 290, 103-114 (1991).
8. R. J. Krause, S. L. Ripp, P. J. Sausen, L. H Overby, R. M. Philpot, and A. A. Elfarra: Characterisation of the methionine S-oxidase activity of rat liver and kidney microsomes: immunochemical and kinetic evidence for FMO3 being the major catalyst. Arch. Biochem. Biophys. 333, 109-116 (1996).
9. K. Itagaki, G. Carver, and R. M. Philpot: Expression and characterization of a modified flavin-containing monooxygenase 4 (FMO4) from humans. J. Biol. Chem. 271, 20102-20107 (1996).
10. N. Lomri, Z. Yang, and J. R. Cashman: Regio- and stereoselective oxygenations by adult human liver flavin-containing monooxygenase 3: comparison with forms 1 and 2. Chem. Res. Toxicol. 6, 800-807 (1993).
11. L. H. Overby, A. R. Buckpitt, M. P. Lawton, E. Atta-Asafo-Adjei, J. Schulz, and R. M. Philpot: Characterization of flavin-containing monooxygenase 5 (FMO5) cloned from human and guinea-pig: evidence that the unique catalytic properties of FMO5 are not confined to the rabbit ortholog. Arch. Biochem. Biophys. 317, 275-284 (1995).
12. J. Lin, C. E. Berkman, and J. R. Cashman: N-oxygenation of primary amines and hydroxylamines and retroreduction of hydroxlamines by adult human liver microsomes and adult human flavin-containing monooxygenase 3. Chem. Res. Toxicol. 9: 1183-1193 (1996).
13. N. Lomri, C.-Z. Zhang, and J. R. Cashman: Expression in Escherichia coli of the flavin-containing monooxygenase from adult human liver. Determination of a distinct tertiary amine substrate specificity. Chem. Res. Toxicol. 6: 425-429 (1993).
14. I. R. Phillips, C. T. Dolphin, P. Clair, M. R. Hadley, A. J. Hutt, R. R. McCombie, R L. Smith, and E. A. Shephard: The molecular biology of the flavin-containing monooxygenases of man. Chem.-Biol. Interact. 96, 17-32 (1995).
15. A. J. M. Sadeque, A. C. Eddy, G. P. Meier, and A. E. Rettie: Stereoselective sulfoxidation by human flavin-containing monooxygenase: catalytic diversity between hepatic, fetal and renal forms. Drug. Metab. Dispos. 20, 832-839 (1992).
16. A. E. Rettie, M. P. Lawton, A. J. M. Sadeque, G. P. Meier, and R. M. Philpot: Prochiral sulfoxidation as a probe for multiple forms of the microsomal flavin-containing monooxygenase: studies with rabbit FMO1, FMO2, FMO3, and FMO5 expressed in Escherichia coli. Arch. Biochem. Biophys. 311, 369-377 (1994).
17. A. E. Rettie, G. P. Meier, And A. J. M. Sadeque: Prochiral sulfides as in vitro probes for multiple forms of flavin-containing monooxygenase. Chem.-Biol. Interact. 96, 3-15 (1994).
18. T. Maniatis, E. F. Fritsch, and J Sambrook: In "Molecular Cloning: A Laboratory Manual," 2nd ed. Cold Spring Harbor Laboratory, Cold Spring Harbor, NY 1989.
19. F. Sanger, S. Nicklen, and A. R. Coulson: DNA sequencing with chain terminating inhibitors. Proc. Natl. Acad. Sci U.S.A. 74, 5463-5467 (1977).
20. E. J. Faeder, and L. M. Siegel: A rapid micromethod for determination of FMN and FAD in mixtures. Anal. Biochem. 53, 332-336 (1973).
21. R. L. Haining, A. P. Hunter, M. E. Veronese, W. F. Trager, and A. E. Rettie: Allelic variants of human cytochrome P450 2C9: baculovirus-mediated expression, purification, structural characterization, substrate stereoselectivity and prochiral stereoselectivity of the wild-type and I359L mutant forms. Arch. Biochem. Biophys. 333, 447-458 (1996).
22. M. J. Huddleston, M. F. Bean, and S. A. Carr: Collisional fragmentation of glycopeptides by electrospray ionization LC/MS and LC/MS/MS: methods for selective detection of glycopeptides in protein digests. Anal. Chem. 65, 877-884 (1993).
23. A. A. Gooley, and K. L. Williams: Towards characterizing O-glycans: the relative merits of in vivo and in vitro approaches in seeking peptide motifs specifying O-glycosylation sites. Glycobiology 4, 413-417 (1994).
24. O. H. Lowry, N. J. Rosebrough, A. L. Farr, and R. J. Randall: Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265-272 (1951).
25. J. R. Cashman: Structural and catalytic properties of the mammalian flavin-containing monooxygenase. Chem. Res. Toxicol. 8, 165-181 (1995).
26. L. A. King and R. D. Possee: In "The Baculovirus Expression System: A Laboratory Guide" (L. A. King and R. D. Possee, eds.). Chapman and Hall, New York, 1992.
27. R. Delahaye, P. Berreur, R. Salesse, and R. Counis: Insect cells infected with a recombinant baculovirus express both O- and N-glycosylated forms of the rat glycoprotein hormone a-subunit. J. Mol. Endocrinol. 16, 141-149 (1996).
28. L. L. Poulsen: Organic sulfur substrates for the microsomal flavin-containing monooxygenase. Rev. Biochem. Toxicol. 3, 33-49 (1981).
29. J. Ozols: Covalent structure of liver microsomal flavin-containing monooxygenase form 1. J. Biol. Chem. 265, 10289-10299 (1990).
30. + binding domain mapping of hog liver flavin-containing monooxygenase by tandem mass spectrometry. Biochem. Res. Commun. 170,937-943 (1990).
31. S. Guan, A. M. Falick, D. E. Williams, and J. R. Cashman: Evidence for complex formation between rabbit lung flavin-containing monooxygenase and calreticulin. Biochemistry 30, 9892-9900 (1991).
32. J. Ozols: Isolation and structure of a third form of liver microsomal flavin monooxygenase. Biochemistry 33, 3751-3757 (1994).
33. K. K. Korsmeyer, L. L. Poulsen, and D. M. Ziegler: In "Flavins and Flavoproteins" (B. Curti, S. Ronchi, and G. Zanetti, eds.). de Gruyter, Berlin. 1991.