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BRENDA support

Ligand dodecanoic acid

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Basic Ligand Information

Molecular Structure
Picture of dodecanoic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H24O2
dodecanoic acid
POULHZVOKOAJMA-UHFFFAOYSA-N
Synonyms:
dodecanoate, laurate, laureate, lauric acid, lauroate, n-dodecanoate, n-laurate


Show all pahtways known for Show all BRENDA pathways known for dodecanoic acid

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
dodecanoate + [reduced NADPH-hemoprotein reductase] + O2 = 7-hydroxydodecanoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-lauroyl-rac-glycerol + H2O = glycerol + lauric acid
show the reaction diagram
-
lauroyl-[acyl-carrier protein] + H2O = [acyl-carrier protein] + laurate
show the reaction diagram
-
dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (46 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lauric acid + H2O2 = undecanal + CO2 + H2O
show the reaction diagram
-
lauric acid + NADPH + H+ = ?
show the reaction diagram
-
lauric acid + H2O2 = ?
show the reaction diagram
-
lauric acid + ATP + CoA = lauroyl-CoA + AMP + diphosphate
show the reaction diagram
-
lauric acid + O2 + reduced adrenodoxin [iron-sulfur] cluster + H+ = ? + H2O + oxidized adrenodoxin [iron-sulfur] cluster
show the reaction diagram
-
dodecanoic acid + S-adenosyl-L-methionine = methyl dodecanoate + S-adenosyl-L-homocysteine
show the reaction diagram
-
D-erythro-sphingosine + lauric acid = N-lauroyl-D-erythro-sphingosine + H2O
show the reaction diagram
-
lauric acid + lyso-GM1a = ? + H2O
show the reaction diagram
-
ATP + n-laurate + CoA = AMP + diphosphate + n-lauroyl-CoA
show the reaction diagram
-
ATP + laurate = diphosphate + lauroyl adenylate
show the reaction diagram
-
dodecanoic acid + CoA + ATP = dodecanoyl-CoA + AMP + diphosphate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (221 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dodecanal + NADP+ + H2O = dodecanoate + NADPH + H+
show the reaction diagram
-
dodecyl aldehyde + H2O + O2 = dodecanoic acid + H2O2
show the reaction diagram
-
dodecanal + a quinone + H2O = dodecanoate + a quinol
show the reaction diagram
-
dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
-
4-nitrophenyl laurate + H2O = 4-nitrophenol + laurate
show the reaction diagram
-
dodecanoic-gamma-lactone + H2O = dodecanoate
show the reaction diagram
-
lauroyl-L-carnitine + H2O = lauric acid + L-carnitine
show the reaction diagram
-
p-nitrophenyl laurate + H2O = p-nitrophenol + laurate
show the reaction diagram
-
p-nitrophenyl laurate + H2O = p-nitrophenol + lauric acid
show the reaction diagram
-
p-nitrophenyl laurate + H2O = p-nitrophenol + laurate
show the reaction diagram
-
4-nitrophenyl dodecanoate + H2O = 4-nitrophenol + dodecanoate
show the reaction diagram
-
lauroyl-CoA = lauroate + CoA
show the reaction diagram
-
dodecanoyl-CoA + H2O = dodecanoate + CoA
show the reaction diagram
-
Nalpha-lauroyl-L-glutamine + H2O = L-glutamine + lauric acid
show the reaction diagram
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N-lauroylethanolamine + H2O = lauric acid + ethanolamine
show the reaction diagram
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N-dodecanoylethanolamine + H2O = dodecanoic acid + ethanolamine
show the reaction diagram
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dodecanenitrile + H2O = dodecanoic acid + NH3
show the reaction diagram
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dodecanenitrile + H2O = dodecanoic acid + NH3
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
enhancement factor: 0.1 in absence of Triton X-100, 2.3 in presence of 0.1% Triton X-100
-
presence of 5 mM ATP, inhibitory above 0.25 mM. Presence of 0.05 mM ATP, stimulating up to 0.3 mM, inhibitory above
-

Inhibitor in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits ADH3 irrespective of substrate
0.05 mM, less than 10% inhibition
-
competitive inhibition
-
isoform 1, 50% inhibition at 0.0167 mM, isoform 2, 50% inhibition at 0.0186 mM
-
IC50 below 1 mM
-
IC50: 0.0758 mM, TbHK1
-
40 microM, about 60% inhibition
-
at pH 5
-
weak inhibition
-
weak inhibition
-
presence of 5 mM ATP, inhibitory above 0.25 mM. Presence of 0.05 mM ATP, stimulating up to 0.3 mM, inhibitory above
-

3D Structure of Enzyme-Ligand-Complex (PDB) (175 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (34 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
27.7
-
CYP102A7, at pH 7.5
1165
-
pH 7.8, 37°C
0.0017
-
at pH 7.5 and 25°C

KM Value (38 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.055
-
-
0.07
-
pH 7.5, 30°C
0.102
-
CYP102A7, at pH 7.5
0.103
-
pH 7.8, 37°C
0.02
-
-
0.025
-
-

Ki Value (12 results)

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

IC50 Value (7 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0012
-
IC50: 0.0012 mM
0.419
-
pH 6.9, 37°C
1
-
IC50 below 1 mM
0.0758
-
IC50: 0.0758 mM, TbHK1

References & Links

Links to other databases for dodecanoic acid

ChEBI
PubChem
ChEBI
PubChem