Reference on EC 1.14.13.8 - flavin-containing monooxygenase and Organism(s) Homo sapiens and UniProt Accession P31513
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AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cashman, J.R.; Xiong, Y.; Lin, J.; Verhagen, H.; van Poppel, G.; van Bladeren, P.J.; Larsen-Su, S.; Williams, D.
In vitro and in vivo inhibition of human flavin-containing monooxygenase form 3 (FMO3) in the presence of dietary indoles
Biochem. Pharmacol.
58
1047-1055
1999
Homo sapiens
Overby, L.H.; Buckpitt, A.R.; Lawton, M.P.; Atta-Asafo-Adjei, E.; Schulze, J.; Philpot, R.M.
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
Cavia porcellus, Homo sapiens
Dolphin, C.T.; Janmohamed, A.; Smith, R.L.; Shephard, E.A.; Phillips, I.R.
Compound heterozygosity for missense mutations in the flavin-containing monooxygenase 3 (FMO3) gene in patients with fish-odour syndrome
Pharmacogenetics
10
799-807
2000
Homo sapiens
Adali, O.; Carver, G.C.; Philpot, R.M.
The effect of arginine-428 mutation on modulation of activity of human liver flavin monooxygenase 3 (FMO3) by imipramine and chlorpromazine
Exp. Toxicol. Pathol.
51
271-276
1999
Homo sapiens
Cashman, J.R.
Human flavin-containing monooxygenase: substrate specificity and role in drug metabolism
Curr. Drug Metab.
1
181-191
2000
Homo sapiens
Overby, L.H.; Carver, G.C.; Philpot, R.M.
Quantitation and kinetic properties of hepatic microsomal and recombinant flavin-containing monooxygenases 3 and 5 from humans
Chem. Biol. Interact.
106
29-45
1997
Homo sapiens
Reid, J.M.; Walker, D.L.; Miller, J.K.; Benson, L.M.; Tomlinson, A.J.; Naylor, S.; Blajeski, A.L.; LoRusso, P.M.; Ames, M.M.
The metabolism of pyrazoloacridine (NSC 366140) by cytochromes P450 and flavin monooxygenase in human liver microsomes
Clin. Cancer Res.
10
1471-1480
2004
Homo sapiens
Lee, J.K.; Kang, J.H.; Cha, Y.N.; Chung, W.G.; Park, C.S.
Alteration of substrate specificity by common variants, E158K/E308G and V257M, in human hepatic drug-metabolizing enzyme, flavin-containing monooxygenase 3
Korean J. Physiol. Pharmacol.
7
157-162
2003
Homo sapiens
-
Ryu, S.D.; Yi, H.G.; Cha, Y.N.; Kang, J.H.; Kang, J.S.; Jeon, Y.C.; Park, H.K.; Yu, T.M.; Lee, J.N.; Park, C.S.
Flavin-containing monooxygenase activity can be inhibited by nitric oxide-mediated S-nitrosylation
Life Sci.
75
2559-2572
2004
Homo sapiens
Stevens, J.C.; Melton, R.J.; Zaya, M.J.; Engel, L.C.
Expression and characterization of functional dog flavin-containing monooxygenase 1
Mol. Pharmacol.
63
271-275
2003
Canis lupus familiaris, Homo sapiens
Furnes, B.; Schlenk, D.
Evaluation of xenobiotic N- and S-oxidation by variant flavin-containing monooxygenase 1 (FMO1) enzymes
Toxicol. Sci.
78
196-203
2004
Homo sapiens
Cashman, J.R.
Some distinctions between flavin-containing and cytochrome P450 monooxygenases
Biochem. Biophys. Res. Commun.
338
599-604
2005
Homo sapiens
Elfarra, A.A.; Krause, R.J.
Potential roles of flavin-containing monooxygenases in sulfoxidation reactions of L-methionine, N-acetyl-L-methionine and peptides containing L-methionine
Biochim. Biophys. Acta
1703
183-189
2005
Oryctolagus cuniculus, Homo sapiens, Rattus norvegicus
Qian, L.; Ortiz de Montellano, P.R.
Oxidative activation of thiacetazone by the Mycobacterium tuberculosis flavin monooxygenase EtaA and human FMO1 and FMO3
Chem. Res. Toxicol.
19
443-449
2006
Homo sapiens, Mycobacterium tuberculosis
Parte, P.; Kupfer, D.
Oxidation of tamoxifen by human flavin-containing monooxygenase (FMO) 1 and FMO3 to tamoxifen-N-oxide and its novel reduction back to tamoxifen by human cytochromes P450 and hemoglobin
Drug Metab. Dispos.
33
1446-1452
2005
Homo sapiens
Furnes, B.; Schlenk, D.
Extrahepatic metabolism of carbamate and organophosphate thioether compounds by the flavin-containing monooxygenase and cytochrome P450 systems
Drug Metab. Dispos.
33
214-218
2005
Homo sapiens
Borbas, T.; Zhang, J.; Cerny, M.A.; Liko, I.; Cashman, J.R.
Investigation of structure and function of a catalytically efficient variant of the human flavin-containing monooxygenase form 3
Drug Metab. Dispos.
34
1995-2002
2006
Homo sapiens
Shimizu, M.; Yano, H.; Nagashima, S.; Murayama, N.; Zhang, J.; Cashman, J.R.; Yamazaki, H.
Effect of genetic variants of the human flavin-containing monooxygenase 3 on N- and S-oxygenation activities
Drug Metab. Dispos.
35
328-330
2007
Homo sapiens
Krueger, S.K.; Vandyke, J.E.; Williams, D.E.; Hines, R.N.
The role of flavin-containing monooxygenase (FMO) in the metabolism of tamoxifen and other tertiary amines
Drug Metab. Rev.
38
139-147
2006
Homo sapiens, Mus musculus, Rattus norvegicus, Sus scrofa
Vyas, P.M.; Roychowdhury, S.; Koukouritaki, S.B.; Hines, R.N.; Krueger, S.K.; Williams, D.E.; Nauseef, W.M.; Svensson, C.K.
Enzyme-mediated protein haptenation of dapsone and sulfamethoxazole in human keratinocytes: II. Expression and role of flavin-containing monooxygenases and peroxidases
J. Pharmacol. Exp. Ther.
319
497-505
2006
Homo sapiens (Q01740)
Koukouritaki, S.B.; Poch, M.T.; Henderson, M.C.; Siddens, L.K.; Krueger, S.K.; VanDyke, J.E.; Williams, D.E.; Pajewski, N.M.; Wang, T.; Hines, R.N.
Identification and functional analysis of common human flavin-containing monooxygenase 3 genetic variants
J. Pharmacol. Exp. Ther.
320
266-273
2007
Homo sapiens
Zhou, J.; Shephard, E.A.
Mutation, polymorphism and perspectives for the future of human flavin-containing monooxygenase 3
Mutat. Res.
612
165-171
2006
Homo sapiens
Krueger, S.K.; Williams, D.E.
Mammalian flavin-containing monooxygenases: structure/function, genetic polymorphisms and role in drug metabolism
Pharmacol. Ther.
106
357-387
2005
Oryctolagus cuniculus, Homo sapiens, Mus musculus, Sus scrofa
Yeung, C.K.; Adman, E.T.; Rettie, A.E.
Functional characterization of genetic variants of human FMO3 associated with trimethylaminuria
Arch. Biochem. Biophys.
464
251-259
2007
Homo sapiens
Shephard, E.A.; Chandan, P.; Stevanovic-Walker, M.; Edwards, M.; Phillips, I.R.
Alternative promoters and repetitive DNA elements define the species-dependent tissue-specific expression of the FMO1 genes of human and mouse
Biochem. J.
406
491-499
2007
Mus musculus (P50285), Mus musculus, Homo sapiens (Q01740), Homo sapiens
Klick, D.E.; Shadley, J.D.; Hines, R.N.
Differential regulation of human hepatic flavin containing monooxygenase 3 (FMO3) by CCAAT/enhancer-binding protein beta (C/EBPbeta) liver inhibitory and liver activating proteins
Biochem. Pharmacol.
76
268-278
2008
Homo sapiens (P31513), Homo sapiens
Phillips, I.R.; Francois, A.A.; Shephard, E.A.
The flavin-containing monooxygenases (FMOs): genetic variation and its consequences for the metabolism of therapeutic drugs
Curr. Pharmacogenomics
5
292-313
2007
Homo sapiens (P31512), Homo sapiens (P31513), Homo sapiens (P49326), Homo sapiens (Q01740), Homo sapiens (Q99518)
-
Kousba, A.; Soll, R.; Yee, S.; Martin, M.
Cyclic conversion of the novel Src kinase inhibitor [7-(2,6-dichloro-phenyl)-5-methyl-benzo[1,2,4]triazin-3-yl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (TG100435) and Its N-oxide metabolite by flavin-containing monoxygenases and cytochrome P450 reduct
Drug Metab. Dispos.
35
2242-2251
2007
Homo sapiens
Yanni, S.B.; Annaert, P.P.; Augustijns, P.; Bridges, A.; Gao, Y.; Benjamin, D.K.; Thakker, D.R.
Role of flavin-containing monooxygenase in oxidative metabolism of voriconazole by human liver microsomes
Drug Metab. Dispos.
36
1119-1125
2008
Homo sapiens
Shimizu, M.; Tomioka, S.; Murayama, N.; Yamazaki, H.
Missense and nonsense mutations of the flavin-containing monooxygenase 3 gene in a Japanese cohort
Drug Metab. Pharmacokinet.
22
61-64
2007
Homo sapiens (P31513)
Allerston, C.K.; Shimizu, M.; Fujieda, M.; Shephard, E.A.; Yamazaki, H.; Phillips, I.R.
Molecular evolution and balancing selection in the flavin-containing monooxygenase 3 gene (FMO3)
Pharmacogenet. Genomics
17
827-839
2007
Homo sapiens (P31513), Homo sapiens
Phillips, I.R.; Shephard, E.A.
Flavin-containing monooxygenases: mutations, disease and drug response
Trends Pharmacol. Sci.
29
294-301
2008
Saccharomyces cerevisiae, Homo sapiens (P31513), Homo sapiens (Q01740), Homo sapiens (Q99518), Homo sapiens
Mitchell, S.
Flavin mono-oxygenase (FMO) - The other oxidase
Curr. Drug Metab.
9
280-284
2008
Oryctolagus cuniculus, Homo sapiens, Mus musculus, Rattus norvegicus, Sus scrofa
Francois, A.A.; Nishida, C.R.; de Montellano, P.R.; Phillips, I.R.; Shephard, E.A.
Human flavin-containing monooxygenase 2.1 catalyzes oxygenation of the antitubercular drugs thiacetazone and ethionamide
Drug Metab. Dispos.
37
178-186
2009
Homo sapiens (Q01740), Homo sapiens
Krueger, S.K.; Henderson, M.C.; Siddens, L.K.; VanDyke, J.E.; Benninghoff, A.D.; Karplus, P.A.; Furnes, B.; Schlenk, D.; Williams, D.E.
Characterization of sulfoxygenation and structural implications of human flavin-containing monooxygenase isoform 2 (FMO2.1) variants S195L and N413K
Drug Metab. Dispos.
37
1785-1791
2009
Homo sapiens (Q99518), Homo sapiens
Lickteig, A.J.; Riley, R.; Melton, R.J.; Reitz, B.A.; Fischer, H.D.; Stevens, J.C.
Expression and characterization of functional dog flavin-containing monooxygenase 3
Drug Metab. Dispos.
37
1987-1990
2009
Canis lupus familiaris, Homo sapiens
Cashman, J.R.; Zhang, J.; Nelson, M.R.; Braun, A.
Analysis of flavin-containing monooxygenase 3 genotype data in populations administered the anti-schizophrenia agent olanzapine
Drug Metab. Lett.
2
100-114
2008
Homo sapiens (P31513), Homo sapiens
Hai, X.; Adams, E.; Hoogmartens, J.; Van Schepdael, A.
Enantioselective in-line and off-line CE methods for the kinetic study on cimetidine and its chiral metabolites with reference to flavin-containing monooxygenase genetic isoforms
Electrophoresis
30
1248-1257
2009
Homo sapiens
Novick, R.M.; Mitzey, A.M.; Brownfield, M.S.; Elfarra, A.A.
Differential localization of flavin-containing monooxygenase (FMO) isoforms 1, 3, and 4 in rat liver and kidney and evidence for expression of FMO4 in mouse, rat, and human liver and kidney microsomes
J. Pharmacol. Exp. Ther.
329
1148-1155
2009
Homo sapiens, Homo sapiens (P31512), Mus musculus, Rattus norvegicus (P36365), Rattus norvegicus (Q8K4B7), Rattus norvegicus (Q9EQ76)
Henderson, M.C.; Siddens, L.K.; Morre, J.T.; Krueger, S.K.; Williams, D.E.
Metabolism of the anti-tuberculosis drug ethionamide by mouse and human FMO1, FMO2 and FMO3 and mouse and human lung microsomes
Toxicol. Appl. Pharmacol.
233
420-427
2008
Homo sapiens, Homo sapiens (Q01740), Homo sapiens (Q99518), Mus musculus, Mus musculus (P50285), Mus musculus (Q8K2I3)
Lee, S.K.; Kang, M.J.; Jin, C.; In, M.K.; Kim, D.H.; Yoo, H.H.
Flavin-containing monooxygenase 1-catalysed N,N-dimethylamphetamine N-oxidation
Xenobiotica
39
680-686
2009
Homo sapiens (Q01740), Homo sapiens
Castrignano, S.; Sadeghi, S.J.; Gilardi, G.
Electro-catalysis by immobilised human flavin-containing monooxygenase isoform 3 (hFMO3)
Anal. Bioanal. Chem.
398
1403-1409
2010
Homo sapiens
Driscoll, J.P.; Aliagas, I.; Harris, J.J.; Halladay, J.S.; Khatib-Shahidi, S.; Deese, A.; Segraves, N.; Khojasteh-Bakht, S.C.
Formation of a quinoneimine intermediate of 4-fluoro-N-methylaniline by FMO1: carbon oxidation plus defluorination
Chem. Res. Toxicol.
23
861-863
2010
Homo sapiens
Reddy, R.R.; Ralph, E.C.; Motika, M.S.; Zhang, J.; Cashman, J.R.
Characterization of human flavin-containing monooxygenase (FMO) 3 and FMO5 expressed as maltose-binding protein fusions
Drug Metab. Dispos.
38
2239-2245
2010
Homo sapiens
Lang, D.H.; Yeung, C.K.; Peter, R.M.; Ibarra, C.; Gasser, R.; Itagaki, K.; Philpot, R.M.; Rettie, A.E.
Isoform specificity of trimethylamine N-oxygenation by human flavin-containing monooxygenase (FMO) and P450 enzymes: selective catalysis by FMO3
Biochem. Pharmacol.
56
1005-1012
1998
Homo sapiens (Q01740), Homo sapiens
Fedejko-Kap, B.; Niemira, M.; Radominska-Pandya, A.; Mazerska, Z.
Flavin monooxygenases, FMO1 and FMO3, not cytochrome P450 isoenzymes, contribute to metabolism of anti-tumour triazoloacridinone, C-1305, in liver microsomes and HepG2 cells
Xenobiotica
41
1044-1055
2011
Rattus norvegicus, Homo sapiens (Q01740), Homo sapiens (Q9HA79), Homo sapiens
Motika, M.S.; Zhang, J.; Ralph, E.C.; Dwyer, M.A.; Cashman, J.R.
pH dependence on functional activity of human and mouse flavin-containing monooxygenase 5
Biochem. Pharmacol.
83
962-968
2012
Homo sapiens (P49326), Homo sapiens, Mus musculus (P97872), Mus musculus
Catucci, G.; Polignano, I.; Cusumano, D.; Medana, C.; Gilardi, G.; Sadeghi, S.J.
Identification of human flavin-containing monooxygenase 3 substrates by a colorimetric screening assay
Anal. Biochem.
522
46-52
2017
Homo sapiens
Huijbers, M.; Montersino, S.; Westphal, A.; Tischler, D.; Van Berkel, W.
Flavin dependent monooxygenases
Arch. Biochem. Biophys.
544
2-17
2014
Homo sapiens
-
Siddens, L.K.; Krueger, S.K.; Henderson, M.C.; Williams, D.E.
Mammalian flavin-containing monooxygenase (FMO) as a source of hydrogen peroxide
Biochem. Pharmacol.
89
141-147
2014
Homo sapiens
Phillips, I.R.; Francois, A.A.; Shephard, E.A.
The flavin-containing monooxygenases (FMOs) genetic variation and its consequences for the metabolism of therapeutic drugs
Curr. Pharmacogenomics
5
292-313
2007
Homo sapiens
-
Fennema, D.; Phillips, I.R.; Shephard, E.A.
Trimethylamine and trimethylamine N-oxide, a flavin-containing monooxygenase 3 (FMO3)-mediated host-microbiome metabolic axis implicated in health and disease
Drug Metab. Dispos.
44
1839-1850
2016
Homo sapiens (P31513)
Taniguchi-Takizawa, T.; Shimizu, M.; Kume, T.; Yamazaki, H.
Benzydamine N-oxygenation as an index for flavin-containing monooxygenase activity and benzydamine N-demethylation by cytochrome P450 enzymes in liver microsomes from rats, dogs, monkeys, and humans
Drug Metab. Pharmacokinet.
30
64-69
2015
Canis lupus familiaris, Macaca fascicularis, Homo sapiens, Rattus norvegicus
Phillips, I.R.; Shephard, E.A.
Drug metabolism by flavin-containing monooxygenases of human and mouse
Expert. Opin. Drug Metab. Toxicol.
13
167-181
2017
Homo sapiens, Mus musculus
Liao, B.M.; McManus, S.A.; Hughes, W.E.; Schmitz-Peiffer, C.
Flavin-containing monooxygenase 3 reduces endoplasmic reticulum stress in lipid-treated hepatocytes
Mol. Endocrinol.
30
417-428
2016
Homo sapiens, Mus musculus
Fu, C.W.; Lin, T.H.
Predicting the metabolic sites by flavin-containing monooxygenase on drug molecules using SVM classification on computed quantum mechanics and circular fingerprints molecular descriptors
PLoS ONE
12
e0169910
2017
Homo sapiens
El-Serafi, I.; Terelius, Y.; Abedi-Valugerdi, M.; Naughton, S.; Saghafian, M.; Moshfegh, A.; Mattsson, J.; Potacova, Z.; Hassan, M.
Flavin-containing monooxygenase 3 (FMO3) role in busulphan metabolic pathway
PLoS ONE
12
e0187294
2017
Homo sapiens, Mus musculus
Bortolussi, S.; Catucci, G.; Gilardi, G.; Sadeghi, S.J.
N- and S-oxygenation activity of truncated human flavin-containing monooxygenase 3 and its common polymorphic variants
Arch. Biochem. Biophys.
697
108663
2021
Homo sapiens (P31513), Homo sapiens
Catucci, G.; Bortolussi, S.; Rampolla, G.; Cusumano, D.; Gilardi, G.; Sadeghi, S.J.
Flavin-containing monooxygenase 3 polymorphic variants significantly affect clearance of tamoxifen and clomiphene
Basic Clin. Pharmacol. Toxicol.
123
687-691
2018
Homo sapiens (P31513), Homo sapiens
Cheropkina, H.; Catucci, G.; Marucco, A.; Fenoglio, I.; Gilardi, G.; Sadeghi, S.
Human flavin-containing monooxygenase 1 and its long-sought hydroperoxyflavin intermediate
Biochem. Pharmacol.
193
114763
2021
Homo sapiens (Q01740), Homo sapiens
Veeravalli, S.; Phillips, I.R.; Freire, R.T.; Varshavi, D.; Everett, J.R.; Shephard, E.A.
Flavin-containing monooxygenase 1 catalyzes the production of taurine from hypotaurine
Drug Metab. Dispos.
48
378-385
2020
Homo sapiens, Homo sapiens (Q01740), Mus musculus (P50285)
Shimizu, M.; Uehara, S.; Suemizu, H.; Yamazaki, H.
In vivo drug interactions of itopride and trimethylamine mediated by flavin-containing monooxygenase 3 in humanized-liver mice
Drug Metab. Pharmacokinet.
37
100369
2021
Homo sapiens (P31513)
Taniguchi-Takizawa, T.; Kato, N.; Shimizu, M.; Kume, T.; Yamazaki, H.
Different substrate elimination rates of model drugs pH-dependently mediated by flavin-containing monooxygenases and cytochromes P450 in human liver microsomes
Drug Metab. Pharmacokinet.
40
100412
2021
Homo sapiens (P31513), Homo sapiens
Catucci, G.; Gao, C.; Rampolla, G.; Gilardi, G.; Sadeghi, S.J.
Uncoupled human flavin-containing monooxygenase 3 releases superoxide radical in addition to hydrogen peroxide
Free Radic. Biol. Med.
145
250-255
2019
Homo sapiens (P31513), Homo sapiens
Kim, J.; Lee, H.; Roh, Y.J.; Kim, H.U.; Shin, D.; Kim, S.; Son, J.; Lee, A.; Kim, M.; Park, J.; Hwang, S.Y.; Kim, K.; Lee, Y.K.; Jung, H.S.; Hwang, K.Y.; Lee, B.C.
Structural and kinetic insights into flavin-containing monooxygenase and calponin-homology domains in human MICAL3
IUCrJ
7
90-99
2020
Homo sapiens (P31513), Homo sapiens
Matsumoto, K.; Hasegawa, T.; Ohara, K.; Kamei, T.; Koyanagi, J.; Akimoto, M.
Role of human flavin-containing monooxygenase (FMO) 5 in the metabolism of nabumetone Baeyer-Villiger oxidation in the activation of the intermediate metabolite, 3-hydroxy nabumetone, to the active metabolite, 6-methoxy-2-naphthylacetic acid in vitro
Xenobiotica
51
155-166
2021
Homo sapiens (P49326), Homo sapiens
