Ligand butan-2-one

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Basic Ligand Information

Molecular Structure
Picture of butan-2-one (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H8O
butan-2-one
ZWEHNKRNPOVVGH-UHFFFAOYSA-N
Synonyms:
2-butanone, 3-butanal, 3-butanone, Butane-2-one, Butanone, methyl ethyl ketone, n-butan-2-one

Show all pahtways known for Show all pathways known for butan-2-one

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cyanide + butan-2-one = (2R)-butan-2-one cyanohydrin
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butanone + CO2 + ATP + H2O = 3-oxopentanoate + AMP + phosphate
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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
2-butanol + NAD(P)+ = butan-2-one + NAD(P)H + H+
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butan-2-ol + NADP+ = butanone + NADPH + H+
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2-butanol + O2 = butan-2-one + H2O2
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secondary butylamine + O2 + H2O = butanone + NH3 + H2O2
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(2S)-2-hydroxy-2-methylbutanenitrile = cyanide + butan-2-one
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Substrate in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-butanone + NADPH = 2-butanol + NADP+
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2-butanone + NADH + H+ = (S)-2-butanol + (R)-2-butanol + NAD+
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2-butanone + NADH + H+ = (S)-2-butanol + (R)-2-butanol + NAD+
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butan-2-one + NADPH + H+ = butan-2-ol + NADP+
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butan-2-one + NADH + H+ = butan-2-ol + NAD+
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butanone + NADPH + H+ = butan-2-ol + NADP+
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2-butanone + reduced coenzyme F420 = 2-butanol + oxidized coenzyme F420
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butan-2-one + NADPH + O2 = ?
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butan-2-one + NADPH + H+ + O2 = methyl propanoate + NADP+ + H2O
show the reaction diagram
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2-butanone + L-alanine = 2-aminobutane + pyruvate
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HCN + 2-butanone = (R)-2-hydroxy-2-methylbutyronitrile
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cyanide + butan-2-one = (2S)-2-hydroxy-2-methylbutanenitrile
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (80 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-butanol + NAD+ = NADH + butanone
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2-butanol + NAD+ = 2-butanone + NADH
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2-butanol + NAD+ = 2-butanone + NADH + H+
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butan-2-ol + NADP+ = butanone + NADPH + H+
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2-butanol + ferricytochrome c = 2-butanone + ferrocytochrome c + H+
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2-butanol + ubiquinone = 2-butanone + ubiquinol
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2-butanol + pyrroloquinoline quinone = butane-2-one + reduced pyrroloquinoline quinone
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2-butanol + acceptor = 2-butanone + reduced acceptor
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2-butanol + N,N-dimethyl-4-nitrosoaniline = butanone + 4-(hydroxylamino)-N,N-dimethylaniline
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cis-2-butene + NAD(P)H + O2 = cis-2,3-epoxybutane + cis-2-buten-1-ol + 2-butanone + NAD(P)+ + H2O
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cis-2-butene + NAD(P)H + H+ + O2 = cis-2,3-epoxybutane + cis-2-buten-1-ol + 2-butanone + NAD(P)+ + H2O
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3-buten-2-one + NADPH + H+ = butan-2-one + NADP+
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but-3-en-2-one + NADPH = butan-2-one + NADP+
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trans-methylvinylketone + NAD(P)H = butane-2-one + NAD(P)+
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secondary butylamine + O2 + H2O = butanone + NH3 + H2O2
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sec-butylamine + H2O + O2 = butan-2-one + NH3 + H2O2
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3-buten-2-one + NADPH = 2-butanone + NADP+
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Isovaline + pyruvate = L-Ala + butanone + CO2
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2,3-butanediol = methyl ethyl ketone
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
maximum increase in enzyme activity (1.5fold compared to activity in buffer) is measured at 5% (v/v) solvent concentrations with 4-nitrophenyl beta-D-fucopyranoside as substrate
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Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10-20 (v/v)
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (32 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
86
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pH 7.5, 37C
190
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cosubstrate: NADPH, pH 7.5, 80C
2.1
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pH 5.8, 37C

KM Value (24 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
9.5
-
pH 7.5, 37C
0.000061
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37C, pH 7.0
0.04
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pH 6.0, 30C
0.5
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pH 7.0, 25C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.35
-
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References & Links

Links to other databases for butan-2-one

ChEBI
PubChem
ChEBI
PubChem