3.7.1.3: kynureninase
This is an abbreviated version!
For detailed information about kynureninase, go to the full flat file.
Word Map on EC 3.7.1.3
-
3.7.1.3
-
3-hydroxyanthranilic
-
medicine
-
quinolinic
-
3-hydroxykynurenine
-
kynurenic
-
anthranilic
-
indoleamine
-
3-monooxygenase
-
l-tryptophan
-
ido
-
3,4-dioxygenase
-
xanthurenic
-
aminocarboxymuconate-semialdehyde
-
3-hydroxylase
-
quin
-
excitotoxins
-
quinonoid
-
pyrrolase
-
marginalis
-
indoleamine-2,3-dioxygenase
-
synthesis
-
b6-deficient
-
drug development
- 3.7.1.3
-
3-hydroxyanthranilic
- medicine
-
quinolinic
- 3-hydroxykynurenine
-
kynurenic
-
anthranilic
- indoleamine
-
3-monooxygenase
- l-tryptophan
-
ido
-
3,4-dioxygenase
-
xanthurenic
- aminocarboxymuconate-semialdehyde
-
3-hydroxylase
-
quin
-
excitotoxins
-
quinonoid
-
pyrrolase
- marginalis
- indoleamine-2,3-dioxygenase
- synthesis
-
b6-deficient
- drug development
Reaction
Synonyms
HsKynase, Kynase, KYNU, kynureninase, L-kynurenine hydrolase, PfKynase
ECTree
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Substrates Products
Substrates Products on EC 3.7.1.3 - kynureninase
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REACTION DIAGRAM
(2S)-2-amino-4-oxo-4-phenylbutanoic acid + H2O
benzoate + L-alanine
-
the rate-determining step is Cbeta-Cgamma bond cleavage
-
-
?
(4R)-5-bromodihydro-L-kynurenine + H2O
? + L-alanine
-
slow substrate, no activity with (4S)-5-bromodihydro-L-kynurenine
-
-
?
(alphaS,4R)-dihydrokynurenine + H2O
?
the (alphaS,4R) diastereomer is a slow substrate for a retro-aldol reaction, and the (alphaS,4S) isomer is a potent competitive inhibitor, proposed mechanism for reaction of dihydrokynurenine
-
-
?
2-fluorobenzoyl-DL-alanine + H2O
2-fluorobenzoate + beta-alanine
-
-
-
-
?
4-fluoro-L-kynurenine + H2O
4-fluoroanthranilate + L-alanine
-
-
-
?
5-fluoro-L-kynurenine + H2O
5-fluoroanthranilate + L-alanine
-
-
-
?
5-hydroxy-L-kynurenine + H2O
5-hydroxyanthranilate + L-alanine
-
-
-
?
5-methyl-L-kynurenine + H2O
5-methylanthranilate + L-alanine
-
-
-
?
beta-(4-chlorobenzoyl)-DL-alanine + H2O
4-chlorobenzoate + beta-alanine
-
-
-
-
?
beta-(4-methylbenzoyl)-DL-alanine + H2O
4-methylbenzoate + beta-alanine
-
-
-
-
?
beta-(4-trifluoromethylbenzoyl)-DL-alanine + H2O
4-trifluoromethylbenzoate + beta-alanine
-
-
-
-
?
gamma-(o-aminophenyl)-L-homoserine + H2O
L-alanine + o-aminobenzaldehyde
-
-
-
?
L-kynurenine + benzaldehyde
(2S,4R)-2-amino-4-hydroxy-4-phenylbutanoic acid + ?
-
-
-
?
2-aminobenzaldehyde + L-alanine
-
-
-
?
(4R)-dihydro-L-kynurenine + H2O
2-aminobenzaldehyde + L-alanine
-
-
-
-
?
3,5-dibromoanthranilate + DL-kynurenine
-
-
-
?
3,5-dibromo-L-kynurenine + H2O
3,5-dibromoanthranilate + DL-kynurenine
-
-
-
?
3-bromo-L-kynurenine + H2O
3-bromoanthranilate + L-alanine
-
-
-
?
3-chloro-DL-kynurenine + H2O
3-chloroanthranilate + DL-alanine
-
-
-
?
3-fluoro-DL-kynurenine + H2O
3-fluoroanthranilate + DL-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-Ala
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
preferred substrate
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
biosynthesis of NAD+
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
L-tryptophan metabolism, biosynthesis of nicotinamide nucleotides
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
the hydroxyl group at the 3-position thus appears to be an important recognition element
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
biosynthesis of NAD+
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-hydroxy-L-kynurenine + H2O
3-hydroxyanthranilate + L-alanine
-
-
-
?
3-methyl-DL-kynurenine + H2O
3-methylanthranilate + DL-alanine
-
-
-
?
5-bromo-3-chloroanthranilate + DL-alanine
-
-
-
?
5-bromo-3-chloro-DL-kynurenine + H2O
5-bromo-3-chloroanthranilate + DL-alanine
-
-
-
?
5-bromo-L-kynurenine + H2O
5-bromoanthranilate + L-alanine
-
-
-
?
5-chloro-L-kynurenine + H2O
5-chloroanthranilate + L-alanine
-
-
-
?
beta-benzoyl-L-alanine + H2O
benzoate + L-alanine
-
good substrate
-
-
?
pyruvate + pyridoxamine 5'-phosphate
-
-
-
?
L-alanine + pyridoxal 5'-phosphate
pyruvate + pyridoxamine 5'-phosphate
-
-
-
?
L-alanine + pyridoxal 5'-phosphate
pyruvate + pyridoxamine 5'-phosphate
-
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
L-tryptophan metabolism
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
the enzyme is involved in the catabolic pathway of L-tryptophan degradation, overview
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
-
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
L-tryptophan metabolism
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
L-tryptophan metabolism
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
the rate-determining step is to be deprotonation of the pyruvate-ketimine intermediate
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
the enzyme catalyzes the hydrolytic Cbeta-Cgamma cleavage of L-kynurenine to alanine and anthranilic acid catalyzing a retro-Claisen reaction
-
-
?
L-kynurenine + H2O
anthranilate + L-alanine
-
L-tryptophan metabolism
-
-
?
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
N-formyl-L-kynurenine + H2O
N-formylanthranilate + L-alanine
-
-
-
?
benzoate + pyruvate + ammonium
-
-
-
?
O-benzoyl-L-serine + H2O
benzoate + pyruvate + ammonium
O-benzoyl-L-serine is an alternate substrate for kynureninase, which undergoes a normal beta-elimination reaction, proposed mechanism for reaction of O-benzoyl-L-serine, overview
-
-
?
?
-
for the human enzyme, 3- and 5-substituted kynurenines have kcat and kcat/Km values higher than L-kynurenine, but less than that of the physiological substrate, 3-hydroxykynurenine. 3,5-Dibromo- and 5-bromo-3-chlorokynurenine have kcat and kcat/Km values close to that of 3-hydroxykynurenine with human kynureninase. The effects of the 3-halo substituents on the reactivity with human kynureninase may be due to electronic effects and/or halogen bonding. 5-Bromo and 5-chloro-L-kynurenine are good substrates the human enzyme, indicating that the enzyme has space for substituents in the active site near C-5. The increased activity of the 5-halokynurenines may be due to van der Waals contacts or hydrophobic effects. The mammalian kynureninase cleaves 3-hydroxy-L-kynurenine more rapidly than L-kynurenine, substrate synthesis and specificity, overview
-
-
?
additional information
?
-
-
for the human enzyme, 3- and 5-substituted kynurenines have kcat and kcat/Km values higher than L-kynurenine, but less than that of the physiological substrate, 3-hydroxykynurenine. 3,5-Dibromo- and 5-bromo-3-chlorokynurenine have kcat and kcat/Km values close to that of 3-hydroxykynurenine with human kynureninase. The effects of the 3-halo substituents on the reactivity with human kynureninase may be due to electronic effects and/or halogen bonding. 5-Bromo and 5-chloro-L-kynurenine are good substrates the human enzyme, indicating that the enzyme has space for substituents in the active site near C-5. The increased activity of the 5-halokynurenines may be due to van der Waals contacts or hydrophobic effects. The mammalian kynureninase cleaves 3-hydroxy-L-kynurenine more rapidly than L-kynurenine, substrate synthesis and specificity, overview
-
-
?
additional information
?
-
for the bacterial enzyme, 3-methyl-, 3-halo- and 3,5-dihalokynurenines are much poorer substrates, while 3-fluoro, 5-bromo, and 5-chlorokynurenine have kcat and kcat/Km values comparable to that of its physiological substrate, L-kynurenine. 5-Bromo and 5-chloro-L-kynurenine are good substrates for the bacterial enzyme, indicating that the enzyme has space for substituents in the active site near C-5. The increased activity of the 5-halokynurenines may be due to van der Waals contacts or hydrophobic effects. The bacterial kynureninase cleaves L-kynurenine more rapidly than 3-hydroxy-L-kynurenine, substrate synthesis and specificity, overview
-
-
?
additional information
?
-
-
for the bacterial enzyme, 3-methyl-, 3-halo- and 3,5-dihalokynurenines are much poorer substrates, while 3-fluoro, 5-bromo, and 5-chlorokynurenine have kcat and kcat/Km values comparable to that of its physiological substrate, L-kynurenine. 5-Bromo and 5-chloro-L-kynurenine are good substrates for the bacterial enzyme, indicating that the enzyme has space for substituents in the active site near C-5. The increased activity of the 5-halokynurenines may be due to van der Waals contacts or hydrophobic effects. The bacterial kynureninase cleaves L-kynurenine more rapidly than 3-hydroxy-L-kynurenine, substrate synthesis and specificity, overview
-
-
?