Ligand propionaldehyde

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Basic Ligand Information

Molecular Structure
Picture of propionaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6O
propionaldehyde
AGXIGKVFHLQKIK-RIKCFSDVSA-N
Synonyms:
1-propanal, iso-propionaldehyde, n-propanal, propanal, propanaldehyde, propion aldehyde, propylaldehyde


Show all pahtways known for Show all BRENDA pathways known for propionaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
propionaldehyde + NAD+ + H2O = propanoate + NADH + H+
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH + H+
show the reaction diagram
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propanal + CoA + NAD+ = propanoyl-CoA + NADH + H+
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propionaldehyde + propionaldehyde = propioin
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1-propanol + NAD+ = propanal + NADH + H+
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1-propanol + NAD(P)+ = propionaldehyde + NAD(P)H + H+
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n-propanol + O2 = n-propanal + H2O2
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n-propanol + O2 = propionaldehyde + H2O2
show the reaction diagram
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propanoyl-CoA + NADH + H+ = propanal + CoA + NAD+
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propanoyl-CoA + NADH + H+ = propanal + CoA + NAD+
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NADPH + H+ + acrolein = NADP+ + propionaldehyde
show the reaction diagram
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(S)-4-hydroxy-2-oxohexanoate = propanal + pyruvate
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(S)-4-hydroxy-2-oxohexanoate = propanal + pyruvate
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Substrate in Enzyme-catalyzed Reactions (195 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
propionaldehyde + NADPH = propanol + NADP+
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propionaldehyde + NADH + H+ = propan-1-ol + NAD+
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propanal + NAD(P)H + H+ = propanol + NAD(P)+
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propionaldehyde + NADPH = propanol + NADP+
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propionaldehyde + NADH = 1-propanol + NAD+
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propionaldehyde + reduced phenazine methosulfate = 1-propanol + phenazine methosulfate
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propionaldehyde + ferricytochrome c = ?
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propionaldehyde + a quinol = ?
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propanal + ferrocyanide = 1-propanol + ferricyanide
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propionaldehyde + acceptor = propanoate + reduced acceptor
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propanal + acceptor + H2O = propionic acid + reduced acceptor
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propylaldehyde + NADH + H+ + O2 = ? + H2O + NAD+
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propionaldehyde + NAD+ + H2O = propionic acid + NADH
show the reaction diagram
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propanal + H2O + O2 = propanoate + H2O2
show the reaction diagram
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propionaldehyde + phosphate + NAD+ = propionyl phosphate + NADH
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propionaldehyde + NAD+ + H2O = propionate + NADH + H+
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH
show the reaction diagram
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propionaldehyde + NAD+ = propionate + NADH
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionic acid + NADH
show the reaction diagram
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propionaldehyde + NAD+ = propanoyl-CoA + NADH
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH + 2 H+
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propionaldehyde + NAD+ + H2O = propionate + NADH + H+
show the reaction diagram
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propionaldehyde + NADP+ + H2O = propionate + NADPH + H+
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propanoate + NADH + H+
show the reaction diagram
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propionaldehyde + NAD+ + H2O = propionate + NADH + 2 H+
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propionaldehyde + 2,6-dichlorophenolindophenol + H2O = propionate + reduced 2,6-dichlorophenolindophenol
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D-xylulose 5-phosphate + propionaldehyde = glyceraldehyde 3-phosphate + 1,3-dihydroxypentane-2-one
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L-threonine + propanal = acetaldehyde + 4-methyl-L-threonine
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propanaldehyde + (S)-(-)-1-phenylethylamine = ?
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taurine + propanal = 2-sulfoacetaldehyde + propyl-1-amine
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propanal + (S)-1-phenylethylamine = propylamine + acetophenone
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phenylpyruvate + propionaldehyde = 3-hydroxy-1-phenyl-2-pentanone
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D-ribulose 5-phosphate + propionaldehyde = ?
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cyanide + propionaldehyde = (2R)-2-hydroxybutyronitrile
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pyruvate + propionaldehyde = ?
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propanal + [(Z)-2-nitroethenyl]benzene = (2R,3S)-2-methyl-4-nitro-3-phenylbutanal
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Product in Enzyme-catalyzed Reactions (145 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
n-propanol + NAD+ = n-propanal + NADH
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n-propanol + NAD+ + H2O = n-propanal + NADH
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propanol + NADP+ = propionaldehyde + NADPH
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1-propanol + NAD+ = propionaldehyde + NADH
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1-propanol + NAD+ = propanal + NADH + H+
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1-propanol + NAD+ = n-propanal + NADH
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1-propanol + NAD+ = propanal + NADH + H+
show the reaction diagram
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n-propanol + NAD+ = n-propanal + NADH
show the reaction diagram
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propanol + NAD+ = propionaldehyde + NADH
show the reaction diagram
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propan-1-ol + NADP+ = propanal + NADPH + H+
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1-propanol + NAD+ = propanal + NADH
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propanol + 2 cytochrome c = propanal + 2 reduced cytochrome c
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1-propanol + ferricytochrome c = propanal + ferrocytochrome c + H+
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propanol + N,N,N',N'-tetramethyl-4-phenylenediamine = propionaldehyde + reduced N,N,N',N'-tetramethyl-4-phenylenediamine
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1-propanol + acceptor = propanal + reduced acceptor
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1-propanol + O2 = n-propanal + H2O2
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1-propanol + O2 = propanal + H2O2
show the reaction diagram
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n-propanol + O2 = propionaldehyde + H2O2
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1-propanol + a quinone = propanal + a quinol
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1-propanol + acceptor = n-propanal + reduced acceptor
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1-propanol + 2,6-dichloro-phenolindophenol = propanal + reduced 2,6-dichloro-phenolindophenol
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1-propanol + N,N-dimethyl-4-nitrosoaniline = propanaldehyde + 4-(hydroxylamino)-N,N-dimethylaniline
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2 propyl-1-nitronate + O2 = 2 propanal + 2 nitrite
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propane + duroquinol + O2 = 2-propanol + propanal + duroquinone + H2O
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propanoyl-CoA + NADH + H+ = propanal + CoA + NAD+
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propanoyl-CoA + NADH + H+ = propanal + CoA + NAD+
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2-oxobutanoate + oxidized 2,6-dichlorophenolindophenol = propanal + CO2 + reduced 2,6-dichlorophenolindophenol
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1-propanol + p-nitroso-N,N-dimethylaniline = n-propanal + reduced p-nitroso-N,N-dimethylaniline
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1,2-propenal + NAD(P)H = propanal + NAD(P)+
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acrolein + NADPH = propanal + NADP+
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n-propylamine + H2O + O2 = propionaldehyde + NH3 + H2O2
show the reaction diagram
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propylamine + acceptor + H2O = propionaldehyde + NH3 + reduced acceptor
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propenal + NADPH = propanal + NADP+
show the reaction diagram
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NADPH + H+ + acrolein = NADP+ + propionaldehyde
show the reaction diagram
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pyruvate + propylamine = L-alanine + propanal
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D-beta-hydroxy-alpha-aminovaleric acid = glycine + propionaldehyde
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propionaldehyde cyanohydrin = propionaldehyde + cyanide
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DL-beta-hydroxynorvaline + H2O = glycine + propionaldehyde
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate activation at elevated aldehyde concentrations
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Inhibitor in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
presence of NADPH, Ki: 46.6 mM
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competitive inhibitor with respect to ethylnitronate as substrate
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substrate formaldehyde
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0.2 mM, 31.7% inhibition
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substrate inhibition
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50% inhibition at 0.6 mM
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FDH activity decreases with increasing concentrations, competes with 10-formyltetrahydrofolate for NADP+-dependent oxidation
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93% remaining activity at 0.5 mM
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (81 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
45.1
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pH 7.0, 37°C
1.1
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pH 7.0, 37°C
22
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at pH 9.0 and 25°C
20.8
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pH 7.5
24.35
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pH 8.0, 37°C, cofactor: NAD+
1100
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pH 8.4, 85°C, benzyl viologen as electron acceptor
11000
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80°C, pH 8.4
1100
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with benzyl viologen as cosubstrate, at 85°C
0.02
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at pH 7.5 and 28°C
223
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pH 5.5
358.4
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Kcat(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

KM Value (202 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.4
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at pH 9.0 and 25°C
430
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0.013
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constant substrate 1 mM NAD+
0.023
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0.0066
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0.07
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pH 7.5
47
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0.016
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1.3
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6.7
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1.21
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in 50 mM Tris-HCl (pH 7.5), at 25°C
1.21
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pH 8.0, 37°C, cofactor: NAD+
0.057
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pH 8.2
62
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80°C, pH 8.4
0.03
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80°C, pH 6.7
1.453
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at pH 7.5 and 28°C
99.9
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pH 5.5
415
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in aqueous solution
32.9
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Km(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
58
-
pH 7.4, 30°C
35
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substrate formaldehyde
8.2
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pH 8.2

References & Links

Links to other databases for propionaldehyde

ChEBI
PubChem
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PubChem