Expression and characterization of functional dog flavin-containing monooxygenase 3

Drug Metabolism and Disposition

Volumn 37, Issue 10, 2009, Pages 1987-1990

  Lickteig, Andrew J ^a,d   Riley, Rochelle ^a   Melton, Roger J ^a,c   Reitz, Beverly A ^b   Fischer, H David ^b   Stevens, Jeffrey C ^a  

^a PFIZER INC   (United States)

^b Department of Primary Pharmacology ^*  (United States)

^c Seventh Wave Laboratories   (United States)

^d Pharmacokinetics Dynamics and Metabolism   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZYDAMINE; COMPLEMENTARY DNA; DIMETHYLANILINE MONOOXYGENASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SULINDAC SULFIDE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BACULOVIRUS EXPRESSION SYSTEM; CATALYSIS; CONTROLLED STUDY; DOG; ENZYME DEGRADATION; ENZYME KINETICS; FEMALE; FLUORESCENCE; HUMAN; INSECT CELL CULTURE; LEPIDOPTERA; LIQUID CHROMATOGRAPHY; LIVER; LUNG; MALE; MICROSOME; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; VELOCITY; WESTERN BLOTTING;

ANIMALS; CELLS, CULTURED; CLONING, MOLECULAR; DNA, COMPLEMENTARY; DOGS; FEMALE; GENE EXPRESSION; GENETIC VARIATION; HUMANS; INSECTS; MICROSOMES, LIVER; MOLECULAR SEQUENCE DATA; OXIDATION-REDUCTION; OXYGENASES; PHENOTYPE;

CANIS FAMILIARIS; HEXAPODA; MAMMALIA; SPODOPTERA FRUGIPERDA;

EID: 70349288390     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.109.027714     Document Type: Article

References (26)

1. Cashman JR (1995) Structural and catalytic properties of the mammalian flavin-containing monooxygenase. Chem Res Toxicol 8:166-181.
2. Cashman JR (2000) Human flavin-containing monooxygenase: substrate specificity and role in drug metabolism. Curr Drug Metab 1:181-191.
3. Cashman JR, Park SB, Yang ZC, Washington CB, Gomez DY, Giacomini KM, and Brett CM (1993) Chemical, enzymatic, and human enantioselective S-oxygenation of cimetidine. Drug Metab Dispos 21:587-597.
4. Cashman JR, Park SB, Yang ZC, Wrighton SA, Jacob P 3rd, and Benowitz NL (1992) Metabolism of nicotine by human liver microsomes: stereoselective formation of transnicotine N′-oxide. Chem Res Toxicol 5:639-646.
5. Cashman JR and Zhang J (2006) Human flavin-containing monooxygenases. Annu Rev Pharmacol Toxicol 46:65-100.
6. Dolphin CT, Janmohamed A, Smith RL, Shephard EA, and Phillips IR (1997) Missense mutation in flavin-containing mono-oxygenase 3 gene, FMO3, underlies fish-odour syndrome. Nat Genet 17:491-494. (Pubitemid 27518405)
7. Falls JG, Blake BL, Cao Y, Levi PE, and Hodgson E (1995) Gender differences in hepatic expression of flavin-containing monooxygenase isoforms (FMO1, FMO3, and FMO5) in mice. J Biochem Toxicol 10:171-177.
8. Falls JG, Cherrington NJ, Clements KM, Philpot RM, Levi PE, Rose RL, and Hodgson E (1997) Molecular cloning, sequencing, and expression in Escherichia coli of mouse flavin-containing monooxygenase 3 (FMO3): comparison with the human isoform. Arch Biochem Biophys 347:9-18.
9. Gad SC and Gad SE (2003) A functional observational battery for use in canine toxicity studies: development and validation. Int J Toxicol 22:415-422.
10. Haining RL, Hunter AP, Sadeque AJ, Philpot RM, and Rettie AE (1997) Baculovirus-mediated expression and purification of human FMO3: catalytic, immunochemical, and structural characterization. Drug Metab Dispos 25:790-797.
11. Hamman MA, Haehner-Daniels BD, Wrighton SA, Rettie AE, and Hall SD (2000) Stereoselective sulfoxidation of sulindac sulfide by flavin-containing monooxygenases. Comparison of human liver and kidney microsomes and mammalian enzymes. Biochem Pharmacol 60:7-17.
12. Koukouritaki SB, Poch MT, Cabacungan ET, McCarver DG, and Hines RN (2005) Discovery of novel flavin-containing monooxygenase 3 (FMO3) single nucleotide polymorphisms and functional analysis of upstream haplotype variants. Mol Pharmacol 68:383-392.
13. Koukouritaki SB, Simpson P, Yeung CK, Rettie AE, and Hines RN (2002) Human hepatic flavin-containing monooxygenases 1 (FMO1) and 3 (FMO3) developmental expression. Pediatr Res 51:236-243. (Pubitemid 34101340)
14. Krueger SK and Williams DE (2005) Mammalian flavin-containing monooxygenases: structure/function, genetic polymorphisms and role in drug metabolism. Pharmacol Ther 106:357-387.
15. Lang DH and Rettie AE (2000) In vitro evaluation of potential in vivo probes for human flavin-containing monooxygenase (FMO): metabolism of benzydamine and caffeine by FMO and P450 isoforms. Br J Clin Pharmacol 50:311-314.
16. Lang DH, Yeung CK, Peter RM, Ibarra C, Gasser R, Itagaki K, Philpot RM, and Rettie AE (1998) Isoform specificity of trimethylamine N-oxygenation by human flavin-containing monooxygenase (FMO) and P450 enzymes: selective catalysis by FMO3. Biochem Pharmacol 56:1005-1012. (Pubitemid 28454565)
17. Lattard V, Longin-Sauvageon C, Lachuer J, Delatour P, and Benoit E (2002) Cloning, sequencing, and tissue-dependent expression of flavin-containing monooxygenase (FMO) 1 and FMO3 in the dog. Drug Metab Dispos 30:119-128. (Pubitemid 34106529)
18. Lawton MP, Cashman JR, Cresteil T, Dolphin CT, Elfarra AA, Hines RN, Hodgson E, Kimura T, Ozols J, and Phillips IR, et al. (1994) A nomenclature for the mammalian flavin-containing monooxygenase gene family based on amino acid sequence identities. Arch Biochem Biophys 308:254-257. (Pubitemid 24172630)
19. Mani C, Hodgson E, and Kupfer D (1993) Metabolism of the antimammary cancer antiestrogenic agent tamoxifen. II. Flavin-containing monooxygenase-mediated N-oxidation. Drug Metab Dispos 21:657-661. (Pubitemid 23221761)
20. Overby LH, Carver GC, and Philpot RM (1997) Quantitation and kinetic properties of hepatic microsomal and recombinant flavin-containing monooxygenases 3 and 5 from humans. Chem Biol Interact 106:29-45.
21. Phillips IR and Shephard EA (2008) Flavin-containing monooxygenases: mutations, disease and drug response. Trends Pharmacol Sci 29:294-301.
22. Ripp SL, Itagaki K, Philpot RM, and Elfarra AA (1999) Species and sex differences in expression of flavin-containing monooxygenase form 3 in liver and kidney microsomes. Drug Metab Dispos 27:46-52. (Pubitemid 29060999)
23. Stevens JC, Melton RJ, Zaya MJ, and Engel LC (2003) Expression and characterization of functional dog flavin-containing monooxygenase 1. Mol Pharmacol 63:271-275. (Pubitemid 36158361)
24. Störmer E, Roots I, and Brockmöller Jler J (2000) Benzydamine N-oxidation as an index reaction reflecting FMO activity in human liver microsomes and impact of FMO3 polymorphisms on enzyme activity. Br J Clin Pharmacol 50:553-561.
25. Tugnait M, Hawes EM, McKay G, Rettie AE, Haining RL, and Midha KK (1997) N-oxygenation of clozapine by flavin-containing monooxygenase. Drug Metab Dispos 25:524-527.
26. Yeung CK, Adman ET, and Rettie AE (2007) Functional characterization of genetic variants of human FMO3 associated with trimethylaminuria. Arch Biochem Biophys 464:251-259. (Pubitemid 47210923)