Ligand Octanoate

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Basic Ligand Information

Molecular Structure
Picture of Octanoate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H16O2
Octanoate
WWZKQHOCKIZLMA-UHFFFAOYSA-N
Synonyms:
1-octanoic acid, caprylate, caprylic acid, capryloate, n-caprylate, n-Octanoate, n-octanoic acid, octanoic acid


Show all pahtways known for Show all BRENDA pathways known for Octanoate

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 + octanoic acid + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
octanal + NAD+ + H2O = octanoate + NADH + H+
show the reaction diagram
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tricaprylin + H2O = dicaprylin + caprylate
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octanoyl-[acyl-carrier protein] + H2O = [acyl-carrier protein] + octanoate
show the reaction diagram
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octanoyl-CoA + H2O = octanoate + CoA
show the reaction diagram
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penicillin K + H2O = octanoic acid + 6-aminopenicillanate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (28 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
octanoic acid + 2 NADH + 2 H+ = 1-octanol + 2 NAD+ + H2o
show the reaction diagram
caprylic acid + [reduced NADPH-hemoprotein reductase] + O2 = ? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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caprylic acid + ATP + NADPH + H+ = caprylaldehyde + AMP + diphosphate + NADP+
show the reaction diagram
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octanoic acid + S-adenosyl-L-methionine = methyl octanoate + S-adenosyl-L-homocysteine
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acetyl-CoA + octanoate = acetate + octanoyl-CoA
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octanoate + acetoacetyl-CoA = octanoyl-CoA + acetoacetate
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glycerol + caprylate = ?
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caprylic acid + lyso-GM1a = ? + H2O
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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GTP + octanoate + CoA = GDP + phosphate + octanoyl-CoA
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ATP + n-caprylate + CoA = AMP + diphosphate + n-capryloyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = ADP + phosphate + octanoyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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ATP + octanoate + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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ATP + caprylate + CoA = AMP + diphosphate + caprylyl-CoA
show the reaction diagram
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ATP + octanoic acid + CoA = AMP + diphosphate + octanoyl-CoA
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (183 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2 1-octyne + 2 NADH + 2 H+ + 2 O2 = 1-octanoic acid + 7-octynoic acid + 2 NAD+ + 2 H2O
show the reaction diagram
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octanal + NAD+ + H2O = octanoate + NADH + H+
show the reaction diagram
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octylaldehyde + NAD(P)+ + H2O = n-octanoate + NAD(P)H + H+
show the reaction diagram
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octan-1-al + NAD+ + H2O = octanoate + NADH
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octanal + NAD+ + H2O = octanoate + NADH + H+
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octanal + NADP+ + H2O = octanoate + NADPH + H+
show the reaction diagram
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octanal + NAD+ + H2O = octanoate + NADH + H+
show the reaction diagram
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caprylic aldehyde + NAD+ + H2O = caprylic acid + NADH + H+
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octanal + 2,6-dichlorophenol indophenol = octanoate + reduced 2,6-dichlorophenol indophenol
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octanal + H2O + benzylviologen = octanoate + reduced benzylviologen
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4-nitrophenyl caprylate + H2O = 4-nitrophenol + caprylate
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octanoyl-L-carnitine + H2O = octanoate + L-carnitine
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trioctanoin + H2O = octanoate + 1,3-dioctanoylglycerol
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4-nitrophenyl caprylate + H2O = 4-nitrophenol + caprylate
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methyl caprylate = caprylate + methanol
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hexadecanyl caprylate + H2O = hexadecanol + caprylate
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n-octanoyl salicylate + H2O = 2-hydroxybenzoate + n-octanoate
show the reaction diagram
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alpha-naphthyl octanoate + H2O = alpha-naphthol + octanoate
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4-nitrophenyl octanoate + H2O = 4-nitrophenol + octanoate
show the reaction diagram
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4-nitrophenyl octanoate + H2O = 4-nitrophenol + octanoate
show the reaction diagram
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N-octanoyl-L-homoserine lactone + H2O = L-homoserine lactone + octanoate
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octanoyl-CoA = octanoate + CoA
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octanoyl-CoA + H2O = CoA + octanoate
show the reaction diagram
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octanoyl-CoA + H2O = CoA + octanoate
show the reaction diagram
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octanoyl-CoA + H2O = octanoate + CoA
show the reaction diagram
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N6-caprylyl-L-lysine + H2O = L-lysine + caprylic acid
show the reaction diagram
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N-methylcaprylamide + H2O = methylamine + octanoate
show the reaction diagram
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N-octanoyl-L-glutamate + H2O = octanoate + L-glutamate
show the reaction diagram
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penicillin K + H2O = 6-aminopenicillanic acid + octanoic acid
show the reaction diagram
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octanoyl p-nitroanilide + H2O = octanoate + p-nitroaniline
show the reaction diagram
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2,4-diketoundecanoate + H2O = pyruvate + octanoate
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, modest activation
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in muscle, reversed by insulin
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increase in phaZ transcription can be detected when the cells are cultured under polyhydroxyalkanoate production conditions in the presence of octanoate and a limited content of nitrogen
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% inhibition at 2.5 mM
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IC50: 2.9 mM
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mixed-type inhibition
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competitive
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valproyl-AMP synthesis
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3D Structure of Enzyme-Ligand-Complex (PDB) (109 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
3.3
-
65°C, mutant enzyme W416G
0.008
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mutant Y211F, pH and temperature not specified in the publication
0.073
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recombinant enzyme, pH 7.5, 30°C

KM Value (17 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
18.1
-
65°C, mutant enzyme W416G
0.2
-
-
0.4794
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mutant Y211F, pH and temperature not specified in the publication
0.166
-
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0.046
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recombinant enzyme, pH 7.5, 30°C

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.909
-
inhibition of S-nitrosoglutathione reduction
1.54
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in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C

IC50 Value (7 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
2.9
-
IC50: 2.9 mM
0.5
-
pH 6.9, 37°C

References & Links

Links to other databases for Octanoate

ChEBI
PubChem
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PubChem