1.14.13.9: kynurenine 3-monooxygenase

This is an abbreviated version!
For detailed information about kynurenine 3-monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.9

Reaction

L-kynurenine
+
NADPH
+
H+
+
O2
=
3-hydroxy-L-kynurenine
+
NADP+
+
H2O

Synonyms

Bna4, cinnabar, EC 1.14.1.2, EC 1.99.1.5, K3H, KMO, KYN-OHase, kynurenine 3-hydroxylase, kynurenine hydroxylase, kynurenine monooxygenase, L-kynurenine 3-monooxygenase, L-kynurenine,NADPH2:oxygen oxidoreductase (3-hydroxylating), L-kynurenine-3-hydroxylase, More, oxygenase, kynurenine 3-mono-

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.9 kynurenine 3-monooxygenase

Reference

Reference on EC 1.14.13.9 - kynurenine 3-monooxygenase

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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Okamoto, H.; Hayaishi, O.
Flavin adenine dinucleotide requirement for kynurenine hydroxylase of rat liver mitochondria
Biochem. Biophys. Res. Commun.
29
394-399
1967
Rattus norvegicus
Manually annotated by BRENDA team
Saito, Y.; Hayaishi, O.; Rothenberg, S.
Studies on oxygenases: Enzymatic formation of 3-hydroxy-L-kynurenine from L-kynurenine
J. Biol. Chem.
229
921-934
1957
Rattus norvegicus, Rattus norvegicus Osborne-Mendel
Manually annotated by BRENDA team
Nisimoto, Y.; Takeuchi, F.; Shibata, Y.
Molecular properties of L-kynurenine 3-hydroxylase from rat liver mitochondria
J. Biochem.
81
1413-1425
1977
Rattus norvegicus
Manually annotated by BRENDA team
Nisimoto, Y.; Takeuchi, F.; Shibata, Y.
Isolation of L-kynurenine 3-hydroxylase from the mitochondrial outer membrane of rat liver
J. Biochem.
78
573-581
1975
Rattus norvegicus
Manually annotated by BRENDA team
Nishimoto, Y.; Takeuchi, F.; Shibata, Y.
Purification of L-kynurenine 3-hydroxylase by affinity chromatography
J. Chromatogr.
169
357-364
1979
Rattus norvegicus
Manually annotated by BRENDA team
McLean-Bowen, C.A.; Parks, L.W.
Corresponding changes in kynurenine hydroxylase activity, membrane fluidity, and sterol composition in Saccharomyces cerevisiae mitochondria
J. Bacteriol.
145
1325-1333
1981
Saccharomyces cerevisiae
Manually annotated by BRENDA team
Schott, H.H.; Staudinger, H.
The regulatory function of L-kynurenine 3-hydroxylase (EC 1.14.1.2) for the biosynthesis of pyridine nucleotides in anaerobically and aerobically grown Saccharomyces cerevisiae
Hoppe-Seyler's Z. Physiol. Chem.
352
1654-1658
1971
Saccharomyces cerevisiae
Manually annotated by BRENDA team
Saito, K.; Quearry, B.J.; Saito, M.; Nowak, T.S.Jr.; Markey S.P.; Heyes, M.P.
Kynurenine 3-hydroxylase in brain: species activity differences and effect of gerbil cerebral ischemia
Arch. Biochem. Biophys.
307
104-109
1993
Meriones unguiculatus, Homo sapiens, Macaca mulatta, Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Pinamonti, S.; Chiarelli-Alvisi, G.
Kynurenine-3-hydroxylase of Schistocera gregaria
Insect Biochem.
4
9-16
1974
Schistocerca gregaria
-
Manually annotated by BRENDA team
Stratakis, E.
Subcellular localization and properties of kynurenine 3-hydroxylase from eggs of Ephestia kuhniella Z
J. Comp. Physiol.
141
451-456
1981
Ephestia kuehniella
-
Manually annotated by BRENDA team
Shin, M.; Sano, K.; Umezawa, C.
Inhibition of L-kynurenine 3-hydroxylase from Saccharomyces carlsbergensis by alpha-keto acid derivatives of branched chain amino acids
J. Nutr. Sci. Vitaminol.
28
191-201
1982
Saccharomyces pastorianus
Manually annotated by BRENDA team
Giordani A.; Pevarello P.; Cini, M.; Bormetti, R.; Greco, F.; Toma, S.; Speciale, C.; Varasi, M.
4-phenyl-4-oxo-butanoic acid derivatives inhibitors of kynurenine 3-hydroxylase
Bioorg. Med. Chem. Lett.
8
2907-2012
1998
Rattus norvegicus
Manually annotated by BRENDA team
Speciale, C.; Cini, M.; Wu, H.Q.; Salvati, P.; Schwarcz, R.; Molinari, A.; Calabresi, M.; Varasi, M.
Kynurenic acid-enhancing and anti-ischemic effects of the potent kynurenine 3-hydroxylase inhibitor FCE28833 in rodents
Adv. Exp. Med. Biol.
398
221-227
1996
Rattus norvegicus
Manually annotated by BRENDA team
Rover, S.; Cesura, A.M.; Huguenin, P.; Kettler, R.; Szente, A.
Synthesis and biochemical evaluation of N-(4-phenylthiazol-2-yl)benzenesulfonamides as high-affinity inhibitors of kynurenine 3-hydroxylase
J. Med. Chem.
40
4378-4385
1997
Rattus norvegicus
Manually annotated by BRENDA team
Uemura, T.; Hirai, K.
Purification of L-kynurenine 3-monooxygenase from mitochondrial outer membrane of pig liver
Adv. Exp. Med. Biol.
467
619-623
1999
Sus scrofa
Manually annotated by BRENDA team
Cozzi, A.; Carpenedo, R.; Moroni, F.
Kynurenine hydroxylase inhibitors reduce ischemic brain damage: studies with (m-nitrobenzoyl)-alanine (mNBA) and 3,4-dimethoxy-[-N-4-(nitrophenyl)thiazol-2yl]-benzenesulfonamide (Ro 61-8048) in models of focal or global brain ischemia
J. Cereb. Blood Flow Metab.
19
771-777
1999
Meriones unguiculatus, Rattus norvegicus
Manually annotated by BRENDA team
Heidempergher, F.; Pevarello, P.; Pillan, A.; Pinciroli, V.; Torre, A.D.; Speciale, C.; Marconi, M.; Cini, M.; Toma, S.; Greco, F.; Varasi, M.
Pyrrolo[3,2-c]quinoline derivates: a new class of kynurenine-3-hydroxylase inhibitors
Farmaco
54
152-160
1999
Rattus norvegicus
Manually annotated by BRENDA team
Breton, J.; Avanzi, N.; Magagnin, S.; Covini, N.; Magistrelli, G.; Cozzi, L.; Isacchi, A.
Functional characterization and mechanism of action of recombinant human kynurenine 3-hydroxylase
Eur. J. Biochem.
267
1092-1099
2000
Rattus norvegicus
Manually annotated by BRENDA team
Chiarugi, A.; Cozzi, A.; Massacesik L.; Moroni, F.
Kynurenine 3-momo-oxygenase activity and neurotoxic kynurenine metabolites increase in the spinal cord of rats with experimental allergic encephalomyelitis
Neuroscience
102
687-695
2001
Rattus norvegicus
Manually annotated by BRENDA team
Drysdale, M.J.; Hind, S.L.; Jansen, M.; Reinhard, J.F.Jr
Synthesis and SAR of 4-aryl-2-hydroxy-4-oxobut-2-enoic acids and esters and 2-amino-4-aryl-4-oxobut-2-enoic acids and esters: Potent inhibitors of kynurenine-3-hydroxylase as potential neuroprotective agents
J. Med. Chem.
43
123-127
2000
Homo sapiens
Manually annotated by BRENDA team
Urenjak, J.; Obrenowitch, T.P.
Kynurenine 3-hydroxylase inhibition in rats: Effects on extracellular kynurenic acid concentration and N-methyl-D-aspartate-induced depolarisation in the striatum
J. Neurochem.
75
2427-2433
2000
Rattus norvegicus
Manually annotated by BRENDA team
Alberati-Giani, D.; Cesuura, A.M.; Broger, C.; Warren, W.D.; Rover, S.; Malherbe, P.
Cloning and functional expression of human kynurenine 3-monooxygenase
FEBS Lett.
410
407-412
1997
Homo sapiens
Manually annotated by BRENDA team
Pellicciari, R.; Natalini, B.; Costantino, G.; Mahmoud, M.R.; Mattoli, L.; Sadeghpour, B.M.; Moroni, F.; Chiarugi, A.; Carpenedo, R.
Modulation of the kynurenine pathway in search for new neruoprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoys)alanine, a potent inhibitor of kynurenine-3-hydroxylase
J. Med. Chem.
37
647-655
1994
Rattus norvegicus
Manually annotated by BRENDA team
Allegri, G.; Bertazzo, A.; Biasiolo, M.; Costa, C.V.; Ragazzi, E.
Kynurenine pathway enzymes in different species of animals
Adv. Exp. Med. Biol.
527
455-463
2003
Cavia porcellus, Oryctolagus cuniculus, Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Lorenzen, M.D.; Brown, S.J.; Denell, R.E.; Beeman, R.W.
Cloning and characterization of the Tribolium castaneum eye-color genes encoding tryptophan oxygenase and kynurenine 3-monooxygenase
Genetics
160
225-234
2002
Drosophila melanogaster (A1Z745), Tribolium castaneum (Q95NP6), Tribolium castaneum
Manually annotated by BRENDA team
Hirai, M.; Kiuchi, M.; Wang, J.; Ishii, A.; Matsuoka, H.
cDNA cloning, functional expression and characterization of kynurenine 3-hydroxylase of Anopheles stephensi (Diptera: Culicidae)
Insect Mol. Biol.
11
497-504
2002
Anopheles stephensi (Q8ISJ5), Anopheles stephensi
Manually annotated by BRENDA team
Han, Q.; Calvo, E.; Marinotti, O.; Fang, J.; Rizzi, M.; James, A.A.; Li, J.
Analysis of the wild-type and mutant genes encoding the enzyme kynurenine monooxygenase of the yellow fever mosquito, Aedes aegypti
Insect Mol. Biol.
12
483-490
2003
Aedes aegypti (Q86PM2), Aedes aegypti, Aedes aegypti Liverpool (Q86PM2)
Manually annotated by BRENDA team
Giorgini, F.; Guidetti, P.; Nguyen, Q.; Bennett, S.C.; Muchowski, P.J.
A genomic screen in yeast implicates kynurenine 3-monooxygenase as a therapeutic target for Huntington disease
Nat. Genet.
37
526-531
2005
Saccharomyces cerevisiae, Homo sapiens
Manually annotated by BRENDA team
Ligam, P.; Manuelpillai, U.; Wallace, E.M.; Walker, D.
Localisation of indoleamine 2,3-dioxygenase and kynurenine hydroxylase in the human placenta and decidua: implications for role of the kynurenine pathway in pregnancy
Placenta
26
498-504
2005
Homo sapiens
Manually annotated by BRENDA team
Comai, S.; Costa, C.V.; Ragazzi, E.; Bertazzo, A.; Allegri, G.
The effect of age on the enzyme activities of tryptophan metabolism along the kynurenine pathway in rats
Clin. Chim. Acta
360
67-80
2005
Rattus norvegicus
Manually annotated by BRENDA team
Ceresoli-Borroni, G.; Guidetti, P.; Amori, L.; Pellicciari, R.; Schwarcz, R.
Perinatal kynurenine 3-hydroxylase inhibition in rodents: pathophysiological implications
J. Neurosci. Res.
85
845-854
2007
Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Ragazzi, E.; Costa, C.V.; Comai, S.; Bertazzo, A.; Caparrotta, L.; Allegri, G.
Cloricromene effect on the enzyme activities of the tryptophan-nicotinic acid pathway in diabetic/hyperlipidemic rabbits
Life Sci.
78
785-794
2006
Oryctolagus cuniculus
Manually annotated by BRENDA team
Crozier, K.R.; Moran, G.R.
Heterologous expression and purification of kynurenine-3-monooxygenase from Pseudomonas fluorescens strain 17400
Protein Expr. Purif.
51
324-333
2007
Pseudomonas fluorescens, Pseudomonas fluorescens 17400
Manually annotated by BRENDA team
Gregoire, L.; Rassoulpour, A.; Guidetti, P.; Samadi, P.; Bedard, P.J.; Izzo, E.; Schwarcz, R.; Di Paolo, T.
Prolonged kynurenine 3-hydroxylase inhibition reduces development of levodopa-induced dyskinesias in Parkinsonian monkeys
Behav. Brain Res.
186
161-167
2008
Macaca fascicularis
Manually annotated by BRENDA team
Quan, G.; Kobayashi, I.; Kojima, K.; Uchino, K.; Kanda, T.; Sezutsu, H.; Shimada, T.; Tamura, T.
Rescue of white egg 1 mutant by introduction of the wild-type Bombyx kynurenine 3-monooxygenase gene
Insect Sci.
14
85-92
2007
Bombyx mori, Bombyx mori (Q95NK3), Bombyx mori C108
-
Manually annotated by BRENDA team
Connor, T.J.; Starr, N.; OSullivan, J.B.; Harkin, A.
Induction of indolamine 2,3-dioxygenase and kynurenine 3-monooxygenase in rat brain following a systemic inflammatory challenge: a role for IFN-gamma?
Neurosci. Lett.
441
29-34
2008
Rattus norvegicus
Manually annotated by BRENDA team
Crozier-Reabe, K.R.; Phillips, R.S.; Moran, G.R.
Kynurenine 3-monooxygenase from Pseudomonas fluorescens: substrate-like inhibitors both stimulate flavin reduction and stabilize the flavin-peroxo intermediate yet result in the production of hydrogen peroxide
Biochemistry
47
12420-12433
2008
Pseudomonas fluorescens
Manually annotated by BRENDA team
Amori, L.; Guidetti, P.; Pellicciari, R.; Kajii, Y.; Schwarcz, R.
On the relationship between the two branches of the kynurenine pathway in the rat brain in vivo
J. Neurochem.
109
316-325
2009
Rattus norvegicus
Manually annotated by BRENDA team
Hirai, K.; Kuroyanagi, H.; Tatebayashi, Y.; Hayashi, Y.; Hirabayashi-Takahashi, K.; Saito, K.; Haga, S.; Uemura, T.; Izumi, S.
Dual role of the carboxyl-terminal region of pig liver L-kynurenine 3-monooxygenase: mitochondrial-targeting signal and enzymatic activity
J. Biochem.
148
639-650
2010
Sus scrofa (Q9MZS9), Sus scrofa
Manually annotated by BRENDA team
Stephens, G.L.; Wang, Q.; Swerdlow, B.; Bhat, G.; Kolbeck, R.; Fung, M.
Kynurenine 3-monooxygenase mediates inhibition of Th17 differentiation via catabolism of endogenous aryl hydrocarbon receptor ligands
Eur. J. Immunol.
43
1727-1734
2013
Mus musculus
Manually annotated by BRENDA team
Winkler, D.; Beconi, M.; Toledo-Sherman, L.M.; Prime, M.; Ebneth, A.; Dominguez, C.; Munoz-Sanjuan, I.
Development of LC/MS/MS, high-throughput enzymatic and cellular assays for the characterization of compounds that inhibit kynurenine monooxygenase (KMO)
J. Biomol. Screen.
18
879-889
2013
Homo sapiens
Manually annotated by BRENDA team
Amaral, M.; Levy, C.; Heyes, D.J.; Lafite, P.; Outeiro, T.F.; Giorgini, F.; Leys, D.; Scrutton, N.S.
Structural basis of kynurenine 3-monooxygenase inhibition
Nature
496
382-385
2013
Saccharomyces cerevisiae (P38169), Saccharomyces cerevisiae
Manually annotated by BRENDA team
Tashiro, T.; Murakami, Y.; Mouri, A.; Imamura, Y.; Nabeshima, T.; Yamamoto, Y.; Saito, K.
Kynurenine 3-monooxygenase is implicated in antidepressants-responsive depressive-like behaviors and monoaminergic dysfunctions
Behav. Brain Res.
317
279-285
2017
Mus musculus (Q91WN4)
Manually annotated by BRENDA team
Erhardt, S.; Pocivavsek, A.; Repici, M.; Liu, X.C.; Imbeault, S.; Maddison, D.C.; Thomas, M.A.R.; Smalley, J.L.; Larsson, M.K.; Muchowski, P.J.; Giorgini, F.; Schwarcz, R.
Adaptive and behavioral changes in kynurenine 3-monooxygenase knockout mice relevance to psychotic disorders
Biol. Psychiatry
82
756-765
2017
Mus musculus (Q91WN4), Mus musculus
Manually annotated by BRENDA team
Phillips, R.S.; Anderson, A.D.; Gentry, H.G.; Guener, O.F.; Bowen, J.P.
Substrate and inhibitor specificity of kynurenine monooxygenase from Cytophaga hutchinsonii
Bioorg. Med. Chem. Lett.
27
1705-1708
2017
Cytophaga hutchinsonii (Q11PP7), Cytophaga hutchinsonii
Manually annotated by BRENDA team
Liddle, J.; Beaufils, B.; Binnie, M.; Bouillot, A.; Denis, A.A.; Hann, M.M.; Haslam, C.P.; Holmes, D.S.; Hutchinson, J.P.; Kranz, M.; McBride, A.; Mirguet, O.; Mole, D.J.; Mowat, C.G.; Pal, S.; Rowland, P.; Trottet, L.; Uings, I.J.; Walker, A.L.; Webster, S.P.
The discovery of potent and selective kynurenine 3-monooxygenase inhibitors for the treatment of acute pancreatitis
Bioorg. Med. Chem. Lett.
27
2023-2028
2017
Homo sapiens (O15229)
Manually annotated by BRENDA team
Smith, J.R.; Jamie, J.F.; Guillemin, G.J.
Kynurenine-3-monooxygenase a review of structure, mechanism, and inhibitors
Drug Discov. Today
21
315-324
2016
Homo sapiens (O15229), Rattus norvegicus (O88867), Pseudomonas fluorescens (Q84HF5), Sus scrofa (Q9MZS9)
Manually annotated by BRENDA team
Gao, J.; Yao, L.; Xia, T.; Liao, X.; Zhu, D.; Xiang, Y.
Biochemistry and structural studies of kynurenine 3-monooxygenase reveal allosteric inhibition by Ro 61-8048
FASEB J.
32
2036-2045
2017
Homo sapiens (O15229), Homo sapiens, Pseudomonas fluorescens (Q84HF5), Pseudomonas fluorescens
Manually annotated by BRENDA team
Quan, G.; Kobayashi, I.; Kojima, K.; Uchino, K.; Kanda, T.; Sezutsu, H.; Shimada, T.; Tamura, T.
Rescue of white egg 1 mutant by introduction of the wild-type Bombyx kynurenine 3-monooxygenase gene
Insect Sci.
14
85-92
2007
Bombyx mori (Q95NK3)
-
Manually annotated by BRENDA team
Walker, A.L.; Ancellin, N.; Beaufils, B.; Bergeal, M.; Binnie, M.; Bouillot, A.; Clapham, D.; Denis, A.; Haslam, C.P.; Holmes, D.S.; Hutchinson, J.P.; Liddle, J.; McBride, A.; Mirguet, O.; Mowat, C.G.; Rowland, P.; Tiberghien, N.; Trottet, L.; Uings, I.; Webster, S.P.; Zheng, X.; Mole, D.J.
Development of a series of kynurenine 3-monooxygenase inhibitors leading to a clinical candidate for the treatment of acute pancreatitis
J. Med. Chem.
60
3383-3404
2017
Pseudomonas fluorescens (Q84HF5)
Manually annotated by BRENDA team
Hutchinson, J.P.; Rowland, P.; Taylor, M.R.D.; Christodoulou, E.M.; Haslam, C.; Hobbs, C.I.; Holmes, D.S.; Homes, P.; Liddle, J.; Mole, D.J.; Uings, I.; Walker, A.L.; Webster, S.P.; Mowat, C.G.; Chung, C.W.
Structural and mechanistic basis of differentiated inhibitors of the acute pancreatitis target kynurenine-3-monooxygenase
Nat. Commun.
8
15827
2017
Homo sapiens (O15229), Pseudomonas fluorescens (Q84HF5)
Manually annotated by BRENDA team
Gonzalez Esquivel, D.; Ramirez-Ortega, D.; Pineda, B.; Castro, N.; Rios, C.; Perez de la Cruz, V.
Kynurenine pathway metabolites and enzymes involved in redox reactions
Neuropharmacology
112
331-345
2017
Homo sapiens (O15229), Rattus norvegicus (O88867)
Manually annotated by BRENDA team
Wilson, K.; Mole, D.; Binnie, M.; Homer, N.; Zheng, X.; Yard, B.; Iredale, J.; Auer, M.; Webster, S.
Bacterial expression of human kynurenine 3-monooxygenase Solubility, activity, purification
Protein Expr. Purif.
95
96-103
2014
Homo sapiens (O15229), Homo sapiens
Manually annotated by BRENDA team