Ligand crotonyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of crotonyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C25H40N7O17P3S
crotonyl-CoA
KFWWCMJSYSSPSK-PAXLJYGASA-N
Synonyms:
(2E)-but-2-enoyl-CoA, (2E)-butenoyl-CoA, (E)-2-butenoyl-CoA, (E)-but-2-enoyl-CoA, (E)-crotonoyl-CoA, (E)-crotonyl-CoA, 2-butenoyl-CoA, 2-trans-butenoyl-CoA, a short-chain trans-2,3-dehydroacyl-CoA, a short-chain trans-2-enoyl-CoA, but-2-enoyl-CoA, crotonoyl-CoA, crotonyl CoA, trans-2,3-dehydrobutanoyl-CoA, trans-2-butenoyl-CoA, trans-2-crotonyl-CoA, trans-but-2-enoyl-CoA, trans-crotonyl-CoA


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
crotonyl-CoA + NADPH = butanoyl-CoA + NADP+
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crotonyl-CoA + NADH = butanoyl-CoA + NAD+
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crotonyl-CoA + reduced acceptor = butyryl-CoA + oxidized acceptor
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crotonyl-CoA + H2O = ?
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In Vivo Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-3-hydroxybutyryl-CoA = trans-2-butenoyl-CoA + H2O
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3-hydroxybutyryl-CoA = crotonyl-CoA + H2O
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(S)-3-hydroxybutyryl-CoA = crotonoyl-CoA + H2O
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(3R)-3-hydroxybutanoyl-CoA = crotonoyl-CoA + H2O
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Substrate in Enzyme-catalyzed Reactions (92 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
crotonyl-CoA + NADPH + H+ = ?
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crotonyl-CoA + NADPH + H+ = butanoyl-CoA + NADP+
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crotonyl-CoA + NADPH = butanoyl-CoA + NADP+
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crotonyl-CoA + NADPH + H+ = butyryl-CoA + NADP+
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(E)-2-butenoyl-CoA + methyl viologen = ?
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crotonyl-CoA + NADPH + H+ = butanoyl-CoA + NADP+
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crotonyl-CoA + H2O = L-3-hydroxy-butyryl-CoA
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crotonyl-CoA + malonyl-CoA = 6-(2-propene) triacetic acid lactone + CoA
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crotonyl-CoA + L-homoserine = CoA + O-crotonyl-L-homoserine
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2-butenoyl-CoA + an [acyl-carrier protein] = CoA + 2-butenoyl-[acyl carrier protein]
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crotonyl-CoA + an [acyl-carrier protein] = CoA + crotonyl-[acyl-carrier protein]
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crotonyl-CoA + H2O = crotonate + CoA
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crotonyl-CoA + propanoate = ?
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crotonyl-CoA + acetate = crotonate + acetyl-CoA
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crotonyl-CoA = trans-2-butenoate + CoA
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crotonyl-CoA + H2O = CoA + crotonate
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crotonyl-CoA + H2O = (R)-3-hydroxybutyryl-CoA
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crotonyl-CoA + H2O = ?
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crotonyl-CoA = ?
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crotonoyl-CoA + H2O = 2-hydroxybutyryl-CoA
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ATP + crotonyl-CoA + HCO3- = ADP + phosphate + ?
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Product in Enzyme-catalyzed Reactions (69 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-3-hydroxybutyryl-CoA = trans-2-butenoyl-CoA + H2O
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butanoyl-CoA + 2 NAD+ + 2 reduced ferredoxin iron-sulfur cluster = (E)-but-2-enoyl-CoA + 2 NADH + 2 oxidized ferredoxin iron-sulfur cluster
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butyryl-CoA + O2 = trans-2-butenoyl-CoA + H2O2
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acetyl-CoA + crotonate = crotonyl-CoA + acetate
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crotonate + acetoacetyl-CoA = crotonyl-CoA + acetoacetate
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(S)-3-hydroxybutyryl-CoA = crotonyl-CoA + H2O
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3-hydroxybutyryl-CoA = crotonyl-CoA + H2O
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(S)-3-hydroxybutyryl-CoA = crotonoyl-CoA + H2O
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(2R)-2-hydroxybutyryl-CoA = crotonyl-CoA + H2O
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vinylacetyl-CoA = (E)-but-2-enoyl-CoA
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ATP + crotonate + CoA = AMP + diphosphate + crotonyl-CoA
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ATP + crotonate + CoA = AMP + diphosphate + crotonyl-CoA
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ATP + crotonate + CoA = AMP + diphosphate + crotonyl-CoA
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ATP + crotonate + CoA = AMP + diphosphate + crotonyl-CoA
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glutaconyl-CoA + H+ = crotonyl-CoA + CO2
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Inhibitor in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
the addition of short-chain crotonoyl-CoA actually inhibits the oxidation of NADH by recombinant ENR in a dose-dependent manner
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competitive product inhibition
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dehydrase activity
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (63 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
19
-
pH 7.5, temperature not specified in the publication
0.00233
0.00783
hydratase activity, value depending on pH
15
-
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6
-
didomain construct, pH not specified in the publication, 25°C
0.0078
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pH 7.5
6.8
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KM Value (107 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.072
-
-
0.0478
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pH 7.5, 25°C
0.008
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in 0.1 M phosphate buffer pH 6.4, at 22°C
0.004
-
-
0.016
0.038
hydratase reaction, value depending on pH
0.13
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0.00136
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didomain construct, pH not specified in the publication, 25°C
0.167
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pH 7.0, 25°C, cosubstrate acetoacetate
0.08735
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pH 7.5
12.1
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-
0.00926
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Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.4
-
inhbition of CO/acetyl-CoA exchange reaction
0.000198
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in potassium phosphate buffer pH 6.2, at 30°C
0.0949
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pH 7.9, 25°C, wild-type enzyme

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1
-
pH 7.5, 30°C

References & Links

Links to other databases for crotonyl-CoA

ChEBI
PubChem
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PubChem