Ligand hexanoyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of hexanoyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H46N7O17P3S
hexanoyl-CoA
OEXFMSFODMQEPE-HDRQGHTBSA-N
Synonyms:
a medium-chain acyl-CoA, n-hexanoyl-CoA


Show all pahtways known for Show all BRENDA pathways known for hexanoyl-CoA

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hexanoyl-CoA + acceptor = hex-2-enoyl-CoA + reduced acceptor
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3 malonyl-CoA + hexanoyl-CoA = 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2
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a medium-chain acyl-CoA + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = a mycoketide-CoA + 10 CO2 + 10 CoA + 22 NADP+ + 11 H2O
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
trans-2-hexenoyl-CoA + NADPH + H+ = hexanoyl-CoA + NADP+
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2-hexenoyl-CoA + reduced electron transfer flavoprotein = hexanoyl-CoA + electron transfer protein
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Substrate in Enzyme-catalyzed Reactions (81 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hexanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxyhexanoyl-CoA + succinate + CO2
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n-hexanoyl-CoA + NADPH + H+ = caproaldehyde + coenzyme A + NADP+
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hexanoyl-CoA + NADH + H+ = ?
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hexanoyl-CoA + NADPH + H+ = ?
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hexanoyl-CoA + O2 = (2E)-hex-2-enoyl-CoA + H2O2
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hexanoyl-CoA + electron-transfer flavoprotein = hex-2-enoyl-CoA + reduced electron-transfer flavoprotein
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hexanoyl-CoA + acceptor = ? + reduced acceptor
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hexanoyl-CoA + methylmalonyl-CoA + NADPH = ?
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hexanoyl-CoA + 2-hydroxy-amino-6-methyldipyrido[1,2-a: 3',2'-d]imidazole = CoA + N-hexanoyloxyamino-6-methyldipyrido[1,2-a: 3',2'-d]imidazole
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hexanoyl-CoA + glycine = CoA + N-hexanoylglycine
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hexanoyl-CoA + L-carnitine = CoA + L-hexanoylcarnitine
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n-Hexanoyl-CoA + salutaridinol = ?
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3 malonyl-CoA + hexanoyl-CoA = 4 CoA + 4-hydroxy-6-pentyl-2H-pyran-2-one + 5-hexanoyl-4-hydroxy-6-methyl-2H-pyran-2-one + 3 CO2
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hexanoyl-CoA + H2O = hexanoate + CoA
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hexanoyl-CoA + malonyl-CoA = 6-pentyl triacetic acid lactone + CoA
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hexanoyl-CoA + malonyl-[acyl-carrier protein] = 3-oxo-octanoyl-[acyl-carrier protein] + CoA + CO2
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hexanoyl-CoA + 1,2-dipalmitoyl glycerol = coenzyme A + 1,2-dipalmitoyl-3-hexanoyl glycerol
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hexanoyl-CoA + L-carnitine = CoA + L-hexanoylcarnitine
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3 malonyl-CoA + hexanoyl-CoA = 4 CoA + 4-hydroxy-6-pentyl-2H-pyran-2-one + 4-hydroxy-6-(2-oxoheptyl)-2H-pyran-2-one + 3 CO2
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hexanoyl-CoA + [Wnt]-L-serine = CoA + [Wnt]-O-hexanoyl-L-serine
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hexanoyl-CoA = 4-hydroxy-6-pentyl-2H-pyran-2-one + 4-hydroxy-6-(2-oxoheptyl)-2H-pyran-2-one + CO2 + CoA
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hexanoyl-CoA + 2-O-[alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate = 2-O-[6-O-hexanoyl-alpha-D-glucopyranosyl-(1->6)-alpha-D-glucopyranosyl]-D-glycerate + CoA
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a medium-chain acyl-CoA + 5 malonyl-CoA + 5 (S)-methylmalonyl-CoA + 22 NADPH + 22 H+ = a mycoketide-CoA + 10 CO2 + 10 CoA + 22 NADP+ + 11 H2O
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hexanoyl-CoA + [acyl-carrier protein] = CoA + hexanoyl-[acyl-carrier protein]
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hexanoyl-CoA + L-arginine = N-[(4S)-4-amino-5-oxodecyl]guanidine + CO2 + CoA
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hexanoyl-CoA + 1-alkyl-2-lyso-sn-glycero-3-phosphocholine = 2-hexanoyl-1-alkyl-sn-glycero-3-phosphocholine
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hexanoyl-CoA + histamine = CoA + N-hexanoylhistamine
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n-hexanoyl-CoA + malonyl-CoA = bisnoryangonin-type and p-coumaroyltriacetic acid lactone-type pyrones + CoA + CO2
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hexanoyl-CoA + H2O = hexanoate + CoA
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Product in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hexylaldehyde + CoA + NAD+ = hexanoyl-CoA + NADH
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hexanal + CoA + NAD+ = hexanoyl-CoA + NADH
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caproaldehyde + coenzyme A + NADP+ = n-hexanoyl-CoA + NADPH + H+
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trans-2-hexenoyl-CoA + NADPH = hexanoyl-CoA + NADP+
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2-trans-hexenoyl-CoA + NAD(P)H = hexanoyl-CoA + NADP+
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2-hexenoyl-CoA + reduced electron transfer flavoprotein = hexanoyl-CoA + electron transfer protein
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L-hexanoylcarnitine + CoA = hexanoyl-CoA + L-carnitine
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3-oxooctanoyl-CoA + CoA = acetyl-CoA + hexanoyl-CoA
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CoA + 3-oxooctanoyl-CoA = acetyl-CoA + hexanoyl-CoA
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hexanoylcarnitine + CoASH = hexanoyl-CoA + carnitine
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acetyl-CoA + hexanoate = acetate + hexanoyl-CoA
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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ATP + hexanoate + CoA = ADP + phosphate + hexanoyl-CoA
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
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Inhibitor in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.12 mM, about 50% inhibition
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0.1 mM, 24% inhibtion
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competitive inhibition
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0.1 mM, 43% inhibition
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weak
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3D Structure of Enzyme-Ligand-Complex (PDB) (9 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (54 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.533
-
using recombinant enzyme, electron acceptor: electron-transferring flavoprotein
0.018
0.058
pH 5.5, 30°C, dependent on product formed
0.147
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pH 8.0, 30°C
0.093
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wild-type, pH 8.0, 22°C
0.012
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pH 7.5

KM Value (88 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.085
-
-
0.093
-
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0.013
0.021
pH 7.0, 30°C, recombinant enzyme
0.0057
0.0068
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0.0569
0.0631
pH 5.5, 30°C, dependent on product formed
0.0086
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0.02
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0.04
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wild-type, pH 8.0, 22°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.022
-
pH 8.0
1.7
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pH 6.0, 30°C

References & Links

Links to other databases for hexanoyl-CoA

ChEBI
PubChem
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PubChem