Ligand phenylacetyl-CoA

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Basic Ligand Information

Molecular Structure
Picture of phenylacetyl-CoA (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C29H42N7O17P3S
phenylacetyl-CoA
ZIGIFDRJFZYEEQ-CECATXLMSA-N


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

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylacetyl-CoA + H2O + ubiquinone = phenylglyoxylyl-CoA + ubiquinol
show the reaction diagram
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phenylacetyl-CoA + L-glutamine = CoA + alpha-N-phenylacetyl-L-glutamine
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + phenylacetate + CoA = AMP + diphosphate + phenylacetyl-CoA
show the reaction diagram
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ATP + phenylacetate + CoA = AMP + diphosphate + phenylacetyl-CoA
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (34 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylacetyl-CoA + O2 = phenylglyoxylate + CoA
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phenylacetyl-CoA + O2 + NADPH + H+ = 2-(1,2-epoxy-1,2-dihydrophenyl)acetyl-CoA + H2O + NADP+
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3 malonyl-CoA + phenylacetyl-CoA = 4 CoA + 4-hydroxy-6-(2-oxo-3-phenylpropyl)-2H-pyran-2-one + 6-benzyl-4-hydroxy-2H-pyran-2-one + 2-phenyl-1-(2,4,6-trihydroxyphenyl)ethanone + 3 CO2
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phenylacetyl-CoA + malonyl-CoA = 2,4,6-trihydroxyphenylbenzylketone + CoA + CO2
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phenylacetyl-CoA + pseudotropine = CoA + O-phenylacetylpseudotropine
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3 malonyl-CoA + phenylacetyl-CoA = 4 CoA + 2,4,6-trihydroxyphenylbenzylketone + 3 CO2
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phenylacetyl-CoA = 6-benzyl-4-hydroxy-2-pyrone + 4-hydroxy-6-(2'-oxo-3'-phenylpropyl)-2-pyrone + CoA + CO2 + H2O
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phenylacetyl-CoA = 6-(cyclohepta-1,3,6-trien-1-yl)-4-hydroxy-2H-pyran-2-one + 6-[2-(cyclohepta-1,3,6-trien-1-yl)-2-oxoethyl]-4-hydroxy-2H-pyran-2-one + CO2 + CoA
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phenylacetyl-CoA + L-glutamine = CoA + phenylacetyl-L-glutamine
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malonyl-CoA + phenylacetyl-CoA = phlorobenzylketone + CoA + Co2
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phenylacetyl-CoA + H2O + oxaloacetate = phenylcitrate + CoA
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phenylacetyl-CoA + apo-[acyl-carrier protein] = ? + holo-[acyl-carrier protein]
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phenylacetyl-CoA + H2O = CoA + phenylacetate
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phenylacetyl-CoA + H2O = phenylacetate + CoA
show the reaction diagram
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phenylacetyl-CoA + H2O = phenylacetate + CoA
show the reaction diagram
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ADP + phosphate + phenylacetyl-CoA = ATP + phenylacetate + CoA
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ADP + phosphate + phenylacetyl-CoA = ATP + phenylacetate + CoA
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Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylpyruvate + CoA + 2 methyl viologen = phenylacetyl-CoA + CO2 + 2 reduced methyl viologen + 2 H+
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phenylpyruvate + CoA + oxidized ferredoxin = phenylacetyl-CoA + CO2 + reduced ferredoxin
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ATP + phenylacetate + CoA = ADP + phosphate + phenylacetyl-CoA
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ATP + phenylacetate + CoA = AMP + diphosphate + phenylacetyl-CoA
show the reaction diagram
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ATP + phenylacetate + CoA = AMP + diphosphate + phenylacetyl-CoA
show the reaction diagram
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ATP + phenylacetate + CoA = AMP + phenylacetyl-CoA + diphosphate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits the hydrolysis of benzoyl-CoA
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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) (13 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
12
-
pH 7.5, 30C, duroquinone as electron acceptor
6.5
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wild type enzyme, at pH 7.6 and 21C
138
-
isoenzyme ACS II
2.3
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pH 8.0, 55C

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.02
-
pH 7.5, 30C, 2,6-dichlorophenolindophenol as electron acceptor
0.15
-
cosubstrate glycine
0.035
-
-
3.95
-
-
0.017
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pH 8.0, 55C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.00031
-
-

References & Links

Links to other databases for phenylacetyl-CoA

ChEBI
PubChem
ChEBI
PubChem