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Ligand butanal

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Basic Ligand Information

Molecular Structure
Picture of butanal (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H8O
butanal
ZTQSAGDEMFDKMZ-UHFFFAOYSA-N
Synonyms:
1-butanal, 1-butylaldehyde, 3-methylpropanal, butanaldehyde, butylaldehyde, Butyraldehyde, n-Butanal, n-butylaldehyde, n-Butyraldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
butyraldehyde + NAD+ + H2O = butyrate + NADH + H+
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
-
1-butyl alcohol + NAD+ = 1-butanal + NADH + H+
show the reaction diagram
-
1-butanol + NAD(P)+ = butanal + NAD(P)H + H+
show the reaction diagram
-
butanol + 2 cytochrome c = butyraldehyde + 2 reduced cytochrome c
show the reaction diagram
-
butan-1-ol + ferricytochrome c = butanal + ferrocytochrome c + H+
show the reaction diagram
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butan-1-ol + a quinone = butanal + a quinol
show the reaction diagram
-
butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
-
butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
-
butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
-
1-butanol + acceptor = butanal + reduced acceptor
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (147 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
n-butyraldehyde + NADPH = n-butanol + NADP+
show the reaction diagram
-
butyraldehyde + NADPH = butanol + NADP+
show the reaction diagram
-
butyraldehyde + NADH + H+ = butan-1-ol + NAD+
show the reaction diagram
-
butanal + NADPH + H+ = butan-1-ol + NADP+
show the reaction diagram
-
butanal + NAD(P)H + H+ = butanol + NAD(P)+
show the reaction diagram
-
n-butylaldehyde + NADH + H+ = ?
show the reaction diagram
-
butanal + NADH + H+ = ?
show the reaction diagram
-
butanal + NADPH + H+ = ?
show the reaction diagram
-
N-butyraldehyde + NADH = 1-butanol + NAD+
show the reaction diagram
-
n-butanal + NADH + H+ = ? + NAD+
show the reaction diagram
-
butyraldehyde + phenazine methosulfate = ? + reduced phenazine methosulfate
show the reaction diagram
-
butyraldehyde + ferricytochrome c = ?
show the reaction diagram
-
butyraldehyde + reduced 2,6-dichlorophenolindophenol = 1-butanol + 2,6-dichlorophenolindophenol
show the reaction diagram
-
butanal + acceptor + H2O = butanoic acid + reduced acceptor
show the reaction diagram
-
butanal + NADPH + O2 = ?
show the reaction diagram
-
butanal + H2O + O2 = butanoate + H2O2
show the reaction diagram
-
butyraldehyde + phosphate + NAD+ = butyryl phosphate + NADH
show the reaction diagram
-
butyraldehyde + NAD+ + H2O = butyrate + NADH + H+
show the reaction diagram
-
butyraldehyde + NAD+ + H2O = butanoate + NADH
show the reaction diagram
-
butyraldehyde + CoA + NAD+ = ?
show the reaction diagram
-
n-butyraldehyde + NAD+ + H2O = n-butyrate + NADH
show the reaction diagram
-
butyraldehyde + NAD+ + H2O = butyrate + NADH + 2 H+
show the reaction diagram
-
n-butyraldehyde + coenzyme A + NADP+ = n-butyryl-CoA + NADPH + H+
show the reaction diagram
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n-butanal + NADP+ + H2O = butanoate + NADPH + 2 H+
show the reaction diagram
-
butyraldehyde + NAD+ + H2O = butanoate + NADH + H+
show the reaction diagram
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butyraldehyde + CoA + NAD+ = butyryl-CoA + NADH + H+
show the reaction diagram
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butyraldehyde + NAD+ + H2O = butyrate + NADH + 2 H+
show the reaction diagram
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butyraldehyde + H2O + oxidized methyl viologen = butyrate + H+ + reduced methyl viologen
show the reaction diagram
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butyraldehyde + H2O + benzylviologen = butanoate + reduced benzylviologen
show the reaction diagram
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D-xylulose 5-phosphate + butyraldehyde = glyceraldehyde 3-phosphate + 1,3-dihydroxyhexane-2-one
show the reaction diagram
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taurine + butanal = 2-sulfoacetaldehyde + butyl-1-amine
show the reaction diagram
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phenylpyruvate + n-butyraldehyde = 3-hydroxy-1-phenyl-2-hexanone
show the reaction diagram
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2 butyraldehyde = 5,6,7-trideoxy-D-threo-2-heptulose
show the reaction diagram
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glycine + butyraldehyde = (2R,3S)-2-amino-3-hydroxyhexanoic acid + (2R,3R)-2-amino-3-hydroxyhexanoic acid
show the reaction diagram
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D-ribulose 5-phosphate + butyraldehyde = ?
show the reaction diagram
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cyanide + butyraldehyde = (2R)-2-hydroxypentanenitrile
show the reaction diagram
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pyruvate + butyraldehyde = ?
show the reaction diagram
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pyruvate + butyraldehyde = ?
show the reaction diagram
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1-butylaldehyde + dopamine = 6,7-dihydroxy-1-propyl-1,2,3,4-tetrahydroisoquinoline
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (143 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
n-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
-
butyl alcohol + NAD+ = butanal + NADH + H+
show the reaction diagram
-
n-butanol + NAD+ + H2O = n-butanal + NADH
show the reaction diagram
-
butanol + NADP+ = butyraldehyde + NADPH
show the reaction diagram
-
1-butanol + NAD+ = butanal + NADH
show the reaction diagram
-
1-butanol + NAD+ = n-butanal + NADH
show the reaction diagram
-
1-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
-
n-butanol + NAD+ = n-butanal + NADH
show the reaction diagram
-
1-butanol + NAD+ = butanal + NADH + H+
show the reaction diagram
-
1-butanol + NAD+ = butanal + NADH
show the reaction diagram
-
butan-1-ol + ferricytochrome c = butanal + ferrocytochrome c + H+
show the reaction diagram
-
butanol + N,N,N',N'-tetramethyl-4-phenylenediamine = butyraldehyde + reduced N,N,N',N'-tetramethyl-4-phenylenediamine
show the reaction diagram
-
1-butanol + acceptor = butanal + reduced acceptor
show the reaction diagram
-
1-butanol + O2 = n-butanal + H2O2
show the reaction diagram
-
butan-1-ol + a quinone = butanal + a quinol
show the reaction diagram
-
1-butanol + acceptor = n-butanal + reduced acceptor
show the reaction diagram
-
butanesulfonic acid + 2-oxoglutarate + O2 = sulfite + butanal + succinate + CO2
show the reaction diagram
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butanesulfonic acid + FMNH2 + O2 = butanal + FMN + sulfite + H2O
show the reaction diagram
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butane + duroquinol + O2 = 2-butanol + butanal + duroquinone + H2O
show the reaction diagram
-
butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
-
butanoyl-CoA + NADH + H+ = butanal + CoA + NAD+
show the reaction diagram
-
2-oxovalerate + oxidized 2,6-dichlorophenolindophenol = butanal + CO2 + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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1-butanol + acceptor = butanal + reduced acceptor
show the reaction diagram
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trans-2-butenal + NAD(P)H = butanal + NAD(P)+
show the reaction diagram
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trans-2-butenal + NAD(P)H = butanal + NAD(P)+
show the reaction diagram
-
n-butylamine + NAD+ + H2O = butanal + NH3 + NADH + H+
show the reaction diagram
-
n-butylamine + H2O + O2 = butyraldehyde + NH3 + H2O2
show the reaction diagram
-
butan-1-amine + 2-oxoglutarate = butanal + L-glutamate
show the reaction diagram
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4-hydroxy-2-oxoheptanoate = butyraldehyde + pyruvate
show the reaction diagram
-
4-hydroxy-2-oxoheptanoate = pyruvate + butanal
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
2 mM
-
substrate activation at elevated aldehyde concentrations
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Inhibitor in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
presence of NADPH, Ki: 16.6 mM
-
competitive inhibitor with respect to ethylnitronate as substrate
-
substrate inhibition
-
substrate formaldehyde or n-butanol
-
10 mM, 96% inhibition
-
substrate inhibition
-
noncompetitive inhibitor versus nitroethane due to formation of a dead-end complex between the oxidized enzyme and the product
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (54 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
8.7
-
pH 7.0, 37°C
5.4
-
pH 7.0, 25°C, dual specific xylose reductase, cofactor: NADH
21.2
-
pH 7.0, 25°C, NADPH-dependent monospecific xylose reductase, cofactor: NADPH
0.3
-
0.1 M Tris-HCl pH 7.5, 1 mM NAD+, 25°C
1.35
-
-
0.65
-
pH 8.4, 28°C, cosubstrate NADP+
9.5
-
pH 8.0 and 25°C, NAD+
132.5
-
Kcat(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

KM Value (114 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.2
-
pH 7.0, 37°C
33
-
pH 7.0, 25°C, dual specific xylose reductase, cofactor: NADH
2
3
pH 7.0, 25°C, NADPH-dependent monospecific xylose reductase, cofactor: NADPH
0.369
-
at pH 7.0 and 30°C
0.1
-
pH 7.0, 20°C
0.14
-
with 2,6-dichlorophenolindophenol
0.025
-
-
142
-
-
0.17
-
-
1.6
-
-
31.7
-
app. Km-value, pH 8.0 and 25°C, NAD+
13.4
-
Km(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.1
-
wild-type, pH 8.0, 60°C
60
-
pH 7.4, 30°C
7.5
-
-
0.95
-
pH 8.2

References & Links

Links to other databases for butanal

ChEBI
PubChem
ChEBI
PubChem