Ligand L-norvaline

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Basic Ligand Information

Molecular Structure
Picture of L-norvaline (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H11NO2
L-norvaline
SNDPXSYFESPGGJ-BYPYZUCNSA-N
Synonyms:
(2S)-2-aminopentanoate, (S)-norvaline, L-2-aminopentanoate, L-2-aminopentanoic acid, L-norvaline carboxylic acid, L-Nva, norvaline

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + L-norvaline + tRNALeu = AMP + diphosphate + L-norvalyl-tRNALeu
show the reaction diagram

Substrate in Enzyme-catalyzed Reactions (38 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-norvaline + 2-oxoglutarate + O2 = (S)-4-hydroxy-L-norvaline + succinate + CO2
show the reaction diagram
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L-norvaline + H2O + NAD+ = 2-oxopentanoate + NH3 + NADH
show the reaction diagram
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L-norvaline + H2O + NAD+ = 2-oxopentanoate + NH3 + NADH
show the reaction diagram
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L-norvaline + H2O + NADP+ = 2-oxopentanoate + NH3 + NADPH + H+
show the reaction diagram
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L-norvaline + H2O + NAD+ = 2-oxovalerate + NH3 + NADH
show the reaction diagram
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L-norvaline + H2O + O2 = 2-oxo-valeric acid + NH3 + NADH + NH3 + H2O2
show the reaction diagram
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norvaline + pyruvate + NADH = ? + NAD+ + H2O
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(S)-Norvaline + pyruvate + NADH = N-[1-(R)-(Carboxy)ethyl]-(S)-norvaline + NAD+
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L-norvaline + glycine = ?
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pyruvate + L-norvaline = L-alanine + 2-oxopentanoate
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2-oxosuccinamic acid + L-norvaline = L-asparagine + 2-oxopentanoate
show the reaction diagram
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phenylpyruvate + norvaline = phenylalanine + 2-oxopentanoate
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L-norvaline + 2-oxoglutarate = 2-oxopentanoate + L-glutamate
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norvaline + 2-oxoglutarate = 2-oxovalerate + L-glutamate
show the reaction diagram
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L-Norvaline = n-Butylamine + CO2
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L-Norvaline = Butylamine + CO2
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2-Oxobutanoate + L-norvaline = ?
show the reaction diagram
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L-norvaline = ?
show the reaction diagram
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L-Norvaline = D-Norvaline
show the reaction diagram
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L-Norvaline = D-Norvaline
show the reaction diagram
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ATP + L-norvaline + tRNALeu = AMP + diphosphate + L-norvalyl-tRNALeu
show the reaction diagram
ATP + L-Glu + L-norvaline = ADP + phosphate + gamma-L-Glu-L-norvaline
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Product in Enzyme-catalyzed Reactions (30 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxopentanoate + NH3 + NADH = L-norvaline + NAD+ + H2O
show the reaction diagram
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2-oxovalerate + H2O + NAD+ = L-norvaline + NH3 + NADH + H+
show the reaction diagram
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L-alanine + 2-oxopentanoate = pyruvate + L-norvaline
show the reaction diagram
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beta-alanine + 2-oxopentanoate = malonic semialdehyde + L-norvaline
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L-tryptophan + 2-oxopentanoate = 3-indole-2-oxopropanoate + norvaline
show the reaction diagram
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histidine + 2-oxovalerate = imidazol-5-yl-pyruvate + L-norvaline
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(R)-3-amino-2-methylpropanoate + 2-oxo-n-pentanoate = 2-methyl-3-oxopropanoate + norvaline
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L-tyrosine + 2-oxopentanoate = 3-(4-hydroxyphenyl)-2-oxopropanoate + (2S)-2-aminopentanoate
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L-glutamine + 2-oxovalerate = 2-oxoglutaramate + L-norvaline
show the reaction diagram
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L-kynurenine + 2-oxopentanoate = kynurenic acid + L-norvaline + H2O
show the reaction diagram
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(R)-alpha-methylbenzylamine + 2-oxovalerate = acetophenone + L-norvaline
show the reaction diagram
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norvalinamide + H2O = norvaline + NH3
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L-Nva-7-amido-4-carbamoylmethylcoumarin + H2O = L-Nva + 7-amino-4-carbamoylmethylcoumarin
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norvalinyl-7-amido-4-methylcoumarin + H2O = norvaline + 7-amino-4-methylcoumarin
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N-acetyl-L-2-aminopentanoate + H2O = acetate + L-2-aminopentanoate
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DL-alpha-amino-n-valeronitrile + H2O = L-norvaline + NH3
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D-norvaline = L-norvaline
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D-norvaline = L-norvaline
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, 1.71fold activation
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Inhibitor in Enzyme-catalyzed Reactions (51 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
D-alanine oxidation
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good competitive inhibitor
asparagine/pyruvate reaction
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non-competitive inhibitor
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inhibits PSA
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non-electrophilic and acidic compound
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blocks arginase activity in Actinobacillus actinomycetemcomitans-lipopolysaccharide-stimulated cells
noncompetitive
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L-methionine analogue, competitive
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3D Structure of Enzyme-Ligand-Complex (PDB) (59 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (14 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
18
-
pH 10.0, 21°C
18
-
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KM Value (33 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
49
-
-
0.91
-
-
2.17
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pyruvate and NADH as cosubstrates
6.5
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cosubstrate 2-oxosuccinamate
4.5
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with phenylpyruvate, pH 8.0, 30°C
147
-
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Ki Value (14 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
78
-
-
1.13
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at pH 7.0
7
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pH 8.0, 37°C
0.2
0.5
wild-type enzyme
32
-
pH 8.0, 25°C, aspartokinase III
4.7
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pH 8.0, 30°C

References & Links

Links to other databases for L-norvaline

ChEBI
PubChem
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PubChem