Ligand lauroyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of lauroyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C33H58N7O17P3S
lauroyl-CoA
YMCXGHLSVALICC-GMHMEAMDSA-N
Synonyms:
dodecanoyl-CoA, lauryl-CoA, n-dodecanoyl-CoA, n-lauroyl-CoA

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dodecanoyl-CoA + NADPH + H+ = dodecanal + CoA + NADP+
show the reaction diagram
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lauroyl-CoA + acceptor = 2-dodecenoyl-CoA + reduced acceptor
show the reaction diagram
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lauroyl-CoA + 1-lauroyl-sn-glycerol 3-phosphate = CoA + 1,2-dilauroyl-sn-glycerol 3-phosphate
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lauroyl-CoA + H2O + oxaloacetate = (2S,3S)-2-hydroxytridecane-1,2,3-tricarboxylate + CoA
show the reaction diagram
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dodecanoyl-CoA + H2O + 2-oxoglutarate = (3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylate + CoA
show the reaction diagram
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dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (72 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dodecanoyl-CoA + 2-oxoglutarate + O2 = 2-hydroxydodecanoyl-CoA + succinate + CO2
show the reaction diagram
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lauroyl-CoA + 2 NADPH + 2 H+ = dodecanol + 2 NADP+ + coenzyme A
show the reaction diagram
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dodecanoyl-CoA + NADPH = dodecanal + CoA + NADP+
show the reaction diagram
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dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
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lauroyl-CoA + malonyl-[acyl-carrier protein] = 3-oxo-myristoyl-[acyl-carrier protein] + CoA + CO2
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lauroyl-CoA + malonyl-CoA = ?
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lauroyl-CoA + 1,2-diacylglycerol = CoA + 1,2-diacyl-3-lauroylglycerol
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lauroyl-CoA + sn-2-monooleoylglycerol = CoA + 1-lauroyl-2-oleoylglycerol
show the reaction diagram
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1-palmitoyl-lysophosphatidylcholine + lauroyl-CoA = CoA + 1-palmitoyl-2-lauroylphosphatidylcholine
show the reaction diagram
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lauroyl-CoA = 1-(2,4,6-trihydroxyphenyl)-dodecan-1-one + 4-hydroxy-6-(2-oxotridecyl)-2H-pyran-2-one + CoA + CO2 + H2O
show the reaction diagram
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lauroyl-CoA + sphingosine = CoA + lauroylsphingosine
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lauroyl-CoA = 6-decyl-4-hydroxy-2H-pyran-2-one + 4-hydroxy-6-(2-oxotridecyl)-2H-pyran-2-one + CO2 + CoA
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lauroyl-CoA + cholesterol = CoA + cholesteryl laurate
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octan-1-ol + lauroyl-CoA = 1-octyl laurate + CoA
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lauroyl-CoA + L-serine = CoA + 2-amino-1-hydroxytetradecan-3-one + CO2
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lauroyl-CoA + 2-acyl-sn-glycerol 3-phosphate = CoA + 1-lauroyl-2-acyl-sn-glycerol 3-phosphate
show the reaction diagram
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lauroyl-CoA + retinol = CoA + retinyllaurate
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dodecanoyl-CoA + H2O + 2-oxoglutarate = (3S,4S)-3-hydroxytetradecane-1,3,4-tricarboxylate + CoA
show the reaction diagram
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lauroyl-CoA = lauroate + CoA
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lauroyl-CoA + H2O = lauric acid + CoA
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dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lauric acid + ATP + CoA = lauroyl-CoA + AMP + diphosphate
show the reaction diagram
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dodecenoyl-CoA + NADPH + H+ = dodecanoyl-CoA + NADP+
show the reaction diagram
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trans-2-dodecenoyl-CoA + NADH + H+ = dodecanoyl-CoA + NAD+
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cis-2-dodecenoyl-CoA + NADPH + H+ = dodecanoyl-CoA + NADP+
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2-trans-dodecenoyl-CoA + NAD(P)H = dodecanoyl-CoA + NAD(P)+
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dodecanoyl-L-carnitine + CoA = dodecanoyl-CoA + L-carnitine
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ATP + n-laurate + CoA = AMP + diphosphate + n-lauroyl-CoA
show the reaction diagram
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dodecanoic acid + CoA + ATP = dodecanoyl-CoA + AMP + diphosphate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
about 50% inhibition at 0.2 mM
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substrate inhibition
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strong substrate inhibition, does not follow Michaelis-Menten kinetics
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substrate inhibition
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substrate inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (26 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.047
-
wild type protein, acceptor malonyl-CoA, 0.5 mM malonyl-CoA, pH 6.5, 25°C
0.073
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wild type protein, acceptor malonyl-ACP, 0.01 mM malonyl-ACP, pH 6.5, 25°C

KM Value (71 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0537
-
wild type protein, acceptor malonyl-CoA, 0.5 mM malonyl-CoA, pH 6.5, 25°C
0.05
-
in 10 mM Tris/maleic acid pH 6.7, 0.65 M mannitol and 0.36 mM EGTA, at 30°C
0.358
-
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0.0586
-
wild type protein, acceptor malonyl-ACP, 0.01 mM malonyl-ACP, pH 6.5, 25°C
0.05
-
-
0.0001
-
-
0.001
-
-

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.045
-
-

References & Links

Links to other databases for lauroyl-CoA

ChEBI
PubChem
ChEBI
PubChem