Ligand acetophenone

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Basic Ligand Information

Molecular Structure
Picture of acetophenone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C8H8O
acetophenone
KWOLFJPFCHCOCG-UHFFFAOYSA-N
Synonyms:
(R)-1-phenylethanol, 1-acetophenone, 1-phenylacetaldehyde, 1-phenylethan-1-one, 1-phenylethanone, alpha-methylbenzaldehyde, phenylethanone

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
acetophenone + NADPH = 1-phenylethanol + NADP+
show the reaction diagram
-
(R)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
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2 ATP + acetophenone + HCO3- + H2O + H+ = 2 ADP + 2 phosphate + 3-oxo-3-phenylpropanoate
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
(S)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
(S)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
(R)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (55 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetophenone + NADPH = ? + NADP+
show the reaction diagram
-
acetophenone + NADPH = ?
show the reaction diagram
-
acetophenone + NADH + H+ = (S)-1-phenylethanol + NAD+
show the reaction diagram
-
1-acetophenone + NADPH = 1-phenylethanol + NADP+
show the reaction diagram
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acetophenone + NADH + H+ = 1-phenylethan-1-ol + NAD+
show the reaction diagram
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1-phenylethanone + NADPH + H+ = 1-phenylethanol + NADP+
show the reaction diagram
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1-phenylethan-1-one + NADH + H+ = 1-phenylethan-1-ol + NAD+
show the reaction diagram
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(R)-1-phenylethanol + O2 = acetophenone + H2O2
show the reaction diagram
-
acetophenone + NADPH + H+ + O2 = ?
show the reaction diagram
-
acetophenone + FMNH2 + O2 = ?
show the reaction diagram
-
1-phenylethanone + D-alanine = (1R)-1-phenylethanamine + pyruvate
show the reaction diagram
-
2 ATP + acetophenone + HCO3- + H2O + H+ = 2 ADP + 2 phosphate + 3-oxo-3-phenylpropanoate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (65 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
phenylethylalcohol + NADP+ = 1-phenylethan-1-one + NADPH + H+
show the reaction diagram
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-
(S)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
sec-phenethyl alcohol + NADP+ = 1-phenylethanone + NADPH + H+
show the reaction diagram
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-
1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
(S)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
(R)-1-phenylethanol + NAD+ = acetophenone + NADH + H+
show the reaction diagram
-
-
sec-phenethyl alcohol + O2 = 1-phenylethanone + H2O2
show the reaction diagram
-
-
ethylbenzene + H2O2 = (R)-1-phenylethanol
show the reaction diagram
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ethylbenzene + NADH + H+ + O2 = (S)-1-phenylethanol + (R)-1-phenylethanol + NAD+
show the reaction diagram
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-
acetophenone oxime + H2O + 2-hydroxypyrimidine = acetophenone + NH3
show the reaction diagram
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(R)-alpha-methylbenzylamine + pyruvate = alpha-methylbenzaldehyde + L-alanine
show the reaction diagram
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(S)-1-methylbenzylamine + pyruvate = acetophenone + L-alanine
show the reaction diagram
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1-phenyl-1,3-butanedione + H2O = acetic acid + acetophenone
show the reaction diagram
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2-Oxo-3-phenylpropionic acid = Acetophenone + CO2
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 2.3 mM
-

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (14 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1.6
-
pH 8, 30C
0.0047
-
wild-type, pH 8.3, 30C

KM Value (19 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
46.92
-
with 4 mM NADPH, in 0.1 M sodium phosphate buffer, pH 7.0
1.1
-
-
0.001
-
pH 8, 30C
5.5
-
wild-type, pH 8.3, 30C
0.033
-
pH 6.5, 30C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.21
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.85
-
-
2.3
-
IC50: 2.3 mM

References & Links

Links to other databases for acetophenone

ChEBI
PubChem
ChEBI
PubChem