Ligand 2-Oxohexanoate

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Basic Ligand Information

Molecular Structure
Picture of 2-Oxohexanoate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H10O3
2-Oxohexanoate
XNIHZNNZJHYHLC-UHFFFAOYSA-N
Synonyms:
2-ketocaproate, 2-ketohexanoate, 2-ketohexanoic acid, 2-oxo-hexanoate, 2-Oxo-n-hexanoate, 2-oxocaproate, 2-oxocaproic acid, 2-oxohexanoic acid, alpha-keto-caproate, alpha-keto-n-caproate, alpha-Ketocaproate, alpha-Ketocaproic acid, alpha-ketohexanoate

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-norleucine + H2O + O2 = 2-oxohexanoate + NH3 + H2O2
show the reaction diagram
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L-norleucine + 2-oxoglutarate = 2-oxohexanoate + L-glutamate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (68 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxocaproate + NADH + H+ = 2-hydroxycaproate + NAD+
show the reaction diagram
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2-ketocaproate + CoA + oxidized ferredoxin = pentanoyl-CoA + CO2 + reduced ferredoxin
show the reaction diagram
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2-ketocaproate + NH3 + NADH = 2-aminocaproate + H2O + NAD+
show the reaction diagram
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2-oxocaproate + NH3 + NADH + H+ = L-2-aminohexanoate + H2O + NAD+
show the reaction diagram
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2-oxohexanoate + NH3 + NADH + H+ = L-norleucine + H2O + NAD+
show the reaction diagram
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alpha-ketohexanoate + methylamine + NADPH = N-methyl-2-aminohexanoate + NADP+ + H2O
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Taurine + 2-oxohexanoate + NADH = ?
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L-Met + 2-oxohexanoate + NADH = ?
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pentanal + 2-oxohexanoic acid = 6-hydroxydecan-5-one + CO2
show the reaction diagram
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2-oxohexanoate + acetyl-CoA + H2O = 2-butylmalate + CoA
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L-alanine + 2-oxohexanoate = pyruvate + 2-aminohexanoate
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L-lysine + 2-oxohexanoate = 2-aminoadipate 6-semialdehyde + 2-aminohexanoate
show the reaction diagram
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histidine + 2-oxocaproate = imidazol-5-yl-pyruvate + L-norleucine
show the reaction diagram
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L-tyrosine + 2-oxohexanoate = 3-(4-hydroxyphenyl)-2-oxopropanoate + (2S)-2-aminohexanoate
show the reaction diagram
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L-glutamine + 2-oxocaproate = 2-oxoglutaramate + L-norleucine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (42 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-hydroxycaproate + NAD+ = 2-oxocaproate + NADH + H+
show the reaction diagram
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(S)-2-hydroxyhexanoate + ferricytochrome c = 2-oxohexanoate + ferrocytochrome c
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2-hydroxy-n-hexanoate + NADH = 2-oxo-n-hexanoate + NADH
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2(R)-hydroxyhexanoate + acceptor = 2-oxohexanoate + reduced acceptor
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L-norleucine + H2O + NADH + H+ = 2-oxohexanoate + NH3 + NAD+
show the reaction diagram
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L-norleucine + H2O + NAD+ = 2-oxocaproate + NADH + NH3
show the reaction diagram
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L-norleucine + H2O + NAD+ = 2-oxohexanoate + NH3 + NADH
show the reaction diagram
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D-norleucine + H2O + O2 = 2-oxohexanoate + NH3 + H2O2
show the reaction diagram
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L-norleucine + H2O + 2 cytochrome b = 2-oxohexanoate + NH3 + 2 reduced cytochrome b
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pyruvate + L-norleucine = L-alanine + 2-oxohexanoate
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2-oxosuccinamic acid + L-norleucine = L-asparagine + 2-oxohexanoate
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phenylpyruvate + L-norleucine = phenylalanine + 2-oxohexanoate
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L-norleucine + 2-oxoglutarate = 2-oxohexanoate + L-glutamate
show the reaction diagram
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L-norleucine + 2-oxoglutarate = 2-oxohexanoate + L-glutamate
show the reaction diagram
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L-norleucine + phenylpyruvate = 2-oxohexanoate + L-phenylalanine
show the reaction diagram
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L-norleucine + 2-oxoglutarate = 2-oxohexanoate + L-glutamate
show the reaction diagram
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L-norleucine + 2-oxoglutarate = 2-oxohexanoate + L-glutamate
show the reaction diagram
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L-leucine + 2-oxoglutarate = 2-oxohexanoate + D-glutamate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition
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10 mM, 44.1% inhibition
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inhibition of transamination by the oxo substrate at below 10 mM
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substrate inhibition
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (63 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
139
-
pH 7.0, temperature not specified in the publication
107
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pH 9.5, 21°C
107
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1.83
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pH 7.0, 38°C
7.06
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KM Value (74 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
7
-
-
28
-
L-Met and NADH as cosubstrate
0.08
-
with tryptophan, pH 8.0, 30°C
7.3
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pH 7.0, 38°C
8.7
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pH 8.5, 37°C, L-phenylalanine as amino group donor

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

References & Links

Links to other databases for 2-Oxohexanoate

ChEBI
PubChem
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PubChem