Ligand L-ornithine

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Basic Ligand Information

Molecular Structure
Picture of L-ornithine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H12N2O2
L-ornithine
AHLPHDHHMVZTML-BYPYZUCNSA-N
Synonyms:
5-amino-L-norvaline, alpha-ornithine, L-2,5-diaminopentanoate, L-alpha-Orn, L-Orn, Orn, ornithine
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for L-ornithine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (41 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-ornithine + O2 + H2O = 5-amino-2-oxopentanoate + NH3 + H2O2
show the reaction diagram
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L-ornithine + O2 + H2O = (2S)-2-hydroxy-5-oxopentanoate + NH3 + H2O2
show the reaction diagram
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L-ornithine + 2-oxoglutarate + NADPH = N2-(1,3-dicarboxypropyl)-L-ornithine + NADP+ + H2O
show the reaction diagram
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carbamoyl phosphate + L-ornithine = phosphate + N-carbamoyl-L-ornithine
show the reaction diagram
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L-ornithine + guanidinoacetate = L-arginine + glycine
show the reaction diagram
succinyl-CoA + L-ornithine = CoA + N2-succinyl-L-ornithine
show the reaction diagram
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benzoyl-CoA + L-ornithine = CoA + N2,N5-dibenzoyl-L-ornithine
show the reaction diagram
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acetyl phosphate + L-ornithine = phosphate + N5-acetyl-L-ornithine
show the reaction diagram
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L-ornithine + a (3R)-3-hydroxyacyl-[acyl-carrier protein] = a lyso-ornithine lipid + a holo-[acyl-carrier protein]
show the reaction diagram
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L-ornithine + 2-oxoglutarate = DELTA1-pyrroline-5-carboxylate + L-glutamate
show the reaction diagram
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L-2,5-diaminopentanoate + 2-oxoglutarate = 5-amino-2-oxopentanoate + L-glutamate
show the reaction diagram
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L-ornithine = putrescine + CO2
show the reaction diagram
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L-ornithine = putrescine + CO2
show the reaction diagram
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L-Ornithine = D-Ornithine
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N2-(D-1-carboxyethyl)-L-ornithine + NADP+ + H2O = L-ornithine + pyruvate + NADPH
show the reaction diagram
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L-arginine + glycine = L-ornithine + guanidinoacetate
show the reaction diagram
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L-arginine + 1-amino-1-deoxy-scyllo-inositol 4-phosphate = L-ornithine + 1-guanidino-1-deoxy-scyllo-inositol 4-phosphate
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-
N2-acetyl-L-ornithine + L-glutamate = L-ornithine + N-acetyl-L-glutamate
show the reaction diagram
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Nomega-hydroxy-L-arginine + H2O = L-ornithine + hydroxyurea
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (126 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoglutarate + L-ornithine + O2 = ?
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L-ornithine + H2O + NAD+ = ? + NH3 + NADH
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L-ornithine + O2 + H2O = ?
show the reaction diagram
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ornithine + H2O + O2 = ?
show the reaction diagram
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L-ornithine + H2O + O2 = 2-oxoornithine + NH3 + H2O2
show the reaction diagram
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L-ornithine + H2O + 2 cytochrome b = 2-oxo-5-aminopentanoate + NH3 + 2 reduced cytochrome b
show the reaction diagram
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L-ornithine + 2-oxoglutarate + NADPH = N2-(1,3-dicarboxypropyl)-L-ornithine + NADP+ + H2O
show the reaction diagram
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succinyl-CoA + L-ornithine = CoA + N2-succinyl-L-ornithine
show the reaction diagram
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benzoyl-CoA + L-ornithine = CoA + N2,N5-dibenzoyl-L-ornithine
show the reaction diagram
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acetyl phosphate + L-ornithine = phosphate + N5-acetyl-L-ornithine
show the reaction diagram
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L-ornithine + N-acetyl-L-glutamate = N2-acetyl-L-ornithine + L-glutamate
show the reaction diagram
ornithine + casein = ?
show the reaction diagram
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pyruvate + L-ornithine = L-alanine + ?
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L-ornithine + 2-oxoglutarate = L-glutamate + (S)-2-amino-5-oxopentanoate
show the reaction diagram
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L-ornithine + 4,5-dioxopentanoate = 5-aminolevulinate + 5-amino-2-oxopentanoate
show the reaction diagram
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L-2,5-diaminopentanoate + 2-oxoglutarate = 5-amino-2-oxopentanoate + L-glutamate
show the reaction diagram
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L-ornithine + 2-oxoglutarate = L-glutamate 5-semialdehyde + L-glutamate
show the reaction diagram
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L-ornithine + 2-oxoglutarate = ?
show the reaction diagram
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L-ornithine + H2O = ?
show the reaction diagram
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L-ornithine = 1,4-diaminobutane + CO2
show the reaction diagram
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L-ornithine = ?
show the reaction diagram
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L-ornithine = ?
show the reaction diagram
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L-ornithine = putrescine + CO2
show the reaction diagram
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L-ornithine = ?
show the reaction diagram
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L-Ornithine = D-Ornithine
show the reaction diagram
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L-Ornithine = D-Ornithine
show the reaction diagram
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ATP + UDP-N-acetylmuramoyl-L-alanyl-D-glutamate + L-ornithine = ADP + phosphate + UDP-N-acetylmuramoyl-L-alanyl-D-gamma-glutamyl-L-ornithine
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ATP + gamma-L-Glu-L-Cys + L-Orn = ADP + phosphate + gamma-Glu-L-Cys-L-Orn
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ATP + H2O + L-Orn/out = ADP + phosphate + L-Orn/in
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Product in Enzyme-catalyzed Reactions (76 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-N-(5'-phospho-4'-pyridoxyl)-ornithine + O2 + H2O = pyridoxal 5'-phosphate + alpha-ornithine + H2O2
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N2-(D-1-carboxyethyl)-L-ornithine + NADP+ + H2O = L-ornithine + pyruvate + NADPH
show the reaction diagram
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Orn-7-amido-4-methylcoumarin + H2O = Orn + 7-amino-4-methylcoumarin
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aminoacyl-L-ornithine + H2O = L-ornithine + acylamine
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hippuryl-L-Orn + H2O = hippuric acid + Orn
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L-Orn-L-Leu-D-Phe-L-Pro-L-Val-OH + H2O = L-Orn + L-Val + L-Leu-D-Phe-L-Pro-OH
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N-acetyl-L-ornithine + H2O = acetate + L-ornithine
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citrulline + H2O = ornithine + CO2 + NH3
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N-carbamoyl-L-ornithine + H2O = L-ornithine + CO2 + NH3
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N2-acetyl-L-ornithine + H2O = L-ornithine + acetate
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L-arginine + H2O = L-ornithine + urea
show the reaction diagram
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Nomega-hydroxy-L-arginine + H2O = L-ornithine + hydroxyurea
show the reaction diagram
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L-arginine + H2O = L-ornithine + urea
show the reaction diagram
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D-ornithine = L-ornithine
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D-ornithine = L-ornithine
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D-ornithine = L-ornithine
show the reaction diagram
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ATP + H2O + L-Orn/out = ADP + phosphate + L-Orn/in
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (117 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at low concentrations of L-lysine
-
activates 5fold
stimulates, but remains unchanged
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stimulation, 112% of non-stimulated activity
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but it inhibits at concentrations about 14 mM agmatine
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1 mM, relative activity 120%
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Inhibitor in Enzyme-catalyzed Reactions (100 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at low concentration of L-lysine reaction is stimulated by L-ornithine, at high concentrations of L-lysine it is inhibited
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inhibits only the short enzyme form
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inhibition 10% by 10 mM L-ornithine
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83% activity in the presence of 10 mM L-ornithine
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pH 7.6, 30°C
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competitive inhibition versus saccharopine and uncompetitive inhibition versus NADP+
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product inhibition, most potent competitive inhibitor
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weak, suicide substrate in the presence of casein
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10-25% inhibition with 5 mM; 10-25% inhibition with 5 mM; 10-25% inhibition with 5 mM
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20% inhibition
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mixed inhibition with respect to delta-aminovalerate, competitive inhibition to 2-oxoglutarate
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10 mM, 64% inhibition
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12 mM, 10% inhibition
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weak
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product inhibition
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noncompetitive inhibitor
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inhibition of Lys decarboxylation
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competitive
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inactivated by preliminary incubation at pH 10.0. The inactivation is prevented and the inactivated enzyme is reactivated by addition of pyruvate or oxaloacetate
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poor inhibitor
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competitive versus L-lysine
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3D Structure of Enzyme-Ligand-Complex (PDB) (30 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (98 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0198
-
wild type enzyme, in 50 mM Tris-HCl buffer, pH 8.0, at 25°C
0.1
-
at pH 8.5 and 30°C
0.82
-
25°C, pH 9.5
3.5
-
pH 8.0, temperature not specified in the publication
0.04
-
at pH 7.5, 70°C
0.54
-
DABA AT/DC fusion protein
1.83
-
pH 8.0, 30°C, recombinant wild-type enzyme

KM Value (255 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.33
-
wild type enzyme, in 50 mM Tris-HCl buffer, pH 8.0, at 25°C
3.7
-
-
13
-
-
0.011
-
-
0.04
-
-
1.32
-
-
1.5
-
-
1.35
-
-
2.9
-
-
4.391
-
pH 8.0, temperature not specified in the publication
40
-
-
11.1
-
DABA AT/DC fusion protein
27
-
pH 8.0, 30°C, recombinant wild-type enzyme
27
-
at 68°C

Ki Value (30 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
5.4
-
pH 7.4
5
-
at pH 7.0
0.46
-
-
0.46
-
forward reaction with 4-aminobutanoate and pyruvate, pH 9.0, 30°C
4.3
-
pH 8.5

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
5
-
pH 7.5, 30°C
0.7
-
pH 8.5, 21°C

References & Links