Ligand hexanoate

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Basic Ligand Information

Molecular Structure
Picture of hexanoate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H12O2
hexanoate
FUZZWVXGSFPDMH-UHFFFAOYSA-N
Synonyms:
a medium-chain fatty acid, caproate, caproic acid, capronate, decaproate, hexanoic acid, n-Hexanoate, n-hexanoic acid
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for hexanoate

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
C6:0-ceramide + H2O = hexanoate + sphingosine
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N-hexanoyl-L-homoserine lactone + H2O = L-homoserine lactone + hexanoate
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Substrate in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hexanoate + NADPH + H+ + O2 = ?
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caproic acid + ATP + NADPH + H+ = caproaldehyde + AMP + diphosphate + NADP+
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diphosphate + hexanoate = ?
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acetyl-CoA + hexanoate = acetate + hexanoyl-CoA
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ethanol + caproate = ethyl caproate + H2O
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caproic acid + lyso-GM1a = ? + H2O
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caproate + H2O = caproamide + NH3
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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 + hexanoic acid + [acyl-carrier protein] = AMP + diphosphate + hexanoyl-[acyl-carrier protein]
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ATP + hexanoate + CoA = AMP + diphosphate + hexanoyl-CoA
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Product in Enzyme-catalyzed Reactions (152 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-hexanol + 2 NAD+ + H2O = hexanoic acid + 2 NADH + 2 H+
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hexanal + acceptor + H2O = hexanoic acid + reduced acceptor
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capronaldehyde + NAD+ + H2O = capronate + NADH + H+
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hexylaldehyde + NAD(P)+ + H2O = n-hexanoate + NAD(P)H + H+
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hexaldehyde + NAD+ + H2O = n-hexanoic acid + NADH
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hexanal + NAD+ + H2O = hexanoate + NADH + H+
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hexanal + NAD+ + H2O = hexanoate + NADH + H+
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n-hexanal + NADP+ + H2O = hexanoate + NADPH + H+
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hexanal + a quinone + H2O = hexanoate + a quinol
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hexanal + H2O + oxidized methyl viologen = hexanoate + H+ + reduced methyl viologen
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hexanal + H2O + oxidized methyl viologen = hexanoate + reduced methyl viologen + H+
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Hexanal + benzyl viologen = Hexanoate + reduced benzyl viologen
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hexanal + H2O + benzylviologen = hexanoate + reduced benzylviologen
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hexanoyl-CoA + H2O = hexanoate + CoA
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4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate
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alpha-naphthyl caproate + H2O = alpha-naphthol + caproate
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4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate
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4-nitrophenyl-caproate + H2O = 4-nitrophenol + caproic acid
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1,2-dihexanoyl-sn-glycero-3-phosphocholine + H2O = 1-hexanoyl-sn-glycero-3-phosphocholine + hexanoate
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methyl caproate = caproate + methanol
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n-hexanoyl salicylate + H2O = 2-hydroxybenzoate + n-hexanoate
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alpha-naphthyl hexanoate + H2O = alpha-naphthol + hexanoate
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hexanoylthiocholine + H2O = thiocholine + hexanoate
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4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate
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4-nitrophenyl hexanoate + H2O = 4-nitrophenol + hexanoate
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4-nitrophenyl caproate + H2O = 4-nitrophenol + caproate
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hexanoyl-CoA + H2O = hexanoate + CoA
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p-nitrophenyl hexanoate + H2O = p-nitrophenol + hexanoate
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penicillin dihydroF + H2O = 6-aminopenicillanic acid + hexanoic acid
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N6-caproyl-L-lysine + H2O = L-lysine + n-hexanoate
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caproamide + H2O = caproic acid + NH3
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penicillin dihydroF + H2O = 6-aminopenicillanic acid + hexanoic acid
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6-(N-hexanoyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol + H2O = 6-(alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol + hexanoate
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hexanenitrile + H2O = hexanoic acid + NH3
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2,4-diketononanoate + H2O = pyruvate + hexanoate
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6,8-tridecanedione + H2O = caproic acid + 2-heptanone
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Inhibitor in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive
IC50: 3.4 mM
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mixed-type inhibition
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about 5% inhibition at 0.1 mM
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0.5 mM
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IC50 of 2 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (41 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
5.9
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65°C, mutant enzyme W416G
0.076
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recombinant enzyme, pH 7.5, 30°C

KM Value (7 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
22
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6.1
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65°C, mutant enzyme W416G
0.026
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recombinant enzyme, pH 7.5, 30°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.37
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pH 7.5, 25°C
2.51
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in 50 mM Na2HPO4-NaH2PO4 buffer (pH 6.8), at 30°C
0.21
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IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
3.4
-
IC50: 3.4 mM
2
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IC50 of 2 mM

References & Links

Links to other databases for hexanoate

ChEBI
PubChem
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PubChem