Ligand acetaldehyde

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Basic Ligand Information

Molecular Structure
Picture of acetaldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C2H4O
acetaldehyde
IKHGUXGNUITLKF-UHFFFAOYSA-N
Synonyms:
acetylaldehyde, Ethanal, ethanaldehyde
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for acetaldehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetaldehyde + NADH + H+ = ethanol + NAD+
show the reaction diagram
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acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
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acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
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acetaldehyde + ubiquinol = ethanol + ubiquinone
show the reaction diagram
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acetaldehyde + NADP+ + H2O = succinate + NADPH + H+
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
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acetaldehyde + NAD(P)+ + H2O = acetate + NAD(P)H + H+
show the reaction diagram
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4-nitrocyclohexan-1-one + acetaldehyde = ?
show the reaction diagram
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pyruvate + acetaldehyde = acetoin + CO2
show the reaction diagram
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formate + acetaldehyde = lactate
show the reaction diagram
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D-Glyceraldehyde 3-phosphate + acetaldehyde = ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (46 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ethanol + NAD+ = acetaldehyde + NADH
show the reaction diagram
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ethanol + NADP+ = acetaldehyde + NADPH + H+
show the reaction diagram
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-
ethanol + NAD+ = ethanal + NADH
show the reaction diagram
-
-
ethanol + NAD(P)+ = acetaldehyde + NAD(P)H + H+
show the reaction diagram
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-
ethanol + ferricytochrome c550 = acetaldehyde + ferrocytochrome c550
show the reaction diagram
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-
ethanol + O2 = acetaldehyde + H2O2
show the reaction diagram
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-
ethanol + N,N-dimethyl-4-nitrosoaniline = acetaldehyde + 4-(hydroxylamino)-N,N-dimethylaniline
show the reaction diagram
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-
isoeugenol + O2 = vanillin + acetaldehyde
show the reaction diagram
-
-
17alpha-Hydroxypregnenolone = Dehydroepiandrosterone + acetaldehyde
show the reaction diagram
-
-
acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
-
-
acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
-
-
acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
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-
acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
-
-
acetate + H+ + reduced ferredoxin = acetaldehyde + H2O + oxidized ferredoxin
show the reaction diagram
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-
ethylamine + H2O + O2 = acetaldehyde + NH3 + H2O2
show the reaction diagram
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-
3-hydroxybutan-2-one + D-ribose 5-phosphate = acetaldehyde + 1-deoxy-D-altro-heptulose 7-phosphate
show the reaction diagram
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-
(RS)-1-phenylethanol + vinyl acetate = (R)-1-phenylethyl acetate + acetaldehyde + (S)-1-phenylethanol
show the reaction diagram
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-
(24R,241R)-fucosterol epoxide = desmosterol + acetaldehyde
show the reaction diagram
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-
2-deoxy-D-ribose 5-phosphate = D-glyceraldehyde 3-phosphate + acetaldehyde
show the reaction diagram
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D-threonine = glycine + acetaldehyde
show the reaction diagram
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L-Thr = glycine + acetaldehyde
show the reaction diagram
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-
L-allo-threonine = glycine + acetaldehyde
show the reaction diagram
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7,8-dihydroneopterin 3'-triphosphate + H2O = 6-carboxy-5,6,7,8-tetrahydropterin + acetaldehyde + triphosphate
show the reaction diagram
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-
acetylene + H2O = acetaldehyde
show the reaction diagram
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3-(methylthio)acryloyl-CoA + 2 H2O = acetaldehyde + methanethiol + CoA + CO2
show the reaction diagram
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ethanolamine phosphate + H2O = acetaldehyde + NH3 + phosphate
show the reaction diagram
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ethanolamine = acetaldehyde + NH3
show the reaction diagram
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choline = trimethylamine + acetaldehyde
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (297 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
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acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADH + H+ = ethanol + NAD+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADH + H+ = ethanol + NAD+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADH + H+ = ethanol + NAD+
show the reaction diagram
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acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADH + H+ = ethanol + NAD+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NADPH + H+ = ethanol + NADP+
show the reaction diagram
-
acetaldehyde + NAD+ = ethanol + NADH + H+
show the reaction diagram
-
acetaldehyde + ferricytochrome c = ?
show the reaction diagram
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acetaldehyde + acceptor + H2O = acetic acid + reduced acceptor
show the reaction diagram
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acetaldehyde + H2O + O2 = acetic acid + H2O2
show the reaction diagram
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acetaldehyde + phosphate + NAD+ = acetyl phosphate + NADH
show the reaction diagram
acetaldehyde + NADP+ + H2O = succinate + NADPH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD(P)+ + H2O = acetate + NAD(P)H + H+
show the reaction diagram
-
acetaldehyde + CoA + NAD+ = ?
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + CoA + NAD+ = acetyl-CoA + NADH
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + 2 H+
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
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acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + NAD+ + H2O = acetate + NADH + H+
show the reaction diagram
-
acetaldehyde + phosphate + O2 + H2O = ? + H2O2
show the reaction diagram
-
acetaldehyde + O2 + H2O = acetate + H2O2
show the reaction diagram
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acetaldehyde + benzaldehyde = (R)-phenylacetylcarbinol
show the reaction diagram
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acetaldehyde + 2,6-dichlorophenolindophenol + H2O = acetate + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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acetaldehyde + D-xylulose 5-phosphate = glyceraldehyde 3-phosphate + 1,3-dihydroxybutane-2-one
show the reaction diagram
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2-oxoglutarate + acetaldehyde = 5-hydroxy-4-oxohexanoate + CO2
show the reaction diagram
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acetaldehyde + 2-oxoglutarate = (5R)-5-hydroxy-4-oxohexanoic acid + CO2
show the reaction diagram
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taurine + ethanal = 2-sulfoacetaldehyde + ethylamine
show the reaction diagram
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pyruvate oxime + acetaldehyde = pyruvate + acetaldoxime
show the reaction diagram
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4-nitrocyclohexan-1-one + acetaldehyde = ?
show the reaction diagram
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2 acetaldehyde = 5-deoxy-D-threo-2-pentulose
show the reaction diagram
Glycerone phosphate + acetaldehyde = 5-Deoxy-L-xylulose 1-phosphate
show the reaction diagram
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formate + acetaldehyde = lactate
show the reaction diagram
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D-ribulose 5-phosphate + acetaldehyde = ?
show the reaction diagram
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glycine + acetaldehyde = L-threonine
show the reaction diagram
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glycine + acetaldehyde = L-allo-threonine
show the reaction diagram
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glycine + acetaldehyde = L-threonine
show the reaction diagram
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acetaldehyde + NH3 = ethanolamine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (201 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ethanol + NAD+ = acetaldehyde + NADH + H+
show the reaction diagram
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-
ethanol + NAD+ = acetaldehyde + NADH + H+
show the reaction diagram
-
-
ethanol + NAD+ = acetaldehyde + NADH
show the reaction diagram
-
-
ethanol + NAD+ = acetaldehyde + NADH
show the reaction diagram
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ethanol + NAD+ + H2O = ethanal + NADH
show the reaction diagram
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-
ethanol + NADP+ = acetaldehyde + NADPH + H+
show the reaction diagram
-
-
ethanol + NAD+ = acetaldehyde + NADH
show the reaction diagram
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-
ethanol + NADP+ = ethanal + NADPH + H+
show the reaction diagram
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-
ethanol + NAD+ = acetaldehyde + NADH
show the reaction diagram
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-
ethanol + NADP+ = acetaldehyde + NADPH + H+
show the reaction diagram
-
ethanol + NAD+ = ethanal + NADH
show the reaction diagram
-
-
ethanol + 2,6-dichlorophenolindophenol = acetaldehyde + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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-
ethanol + ferricytochrome c = acetaldehyde + ferrocytochrome c + H+
show the reaction diagram
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-
ethanol + N,N,N',N'-tetramethyl-4-phenylenediamine = acetaldehyde + reduced N,N,N',N'-tetramethyl-4-phenylenediamine
show the reaction diagram
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ethanol + O2 = ethanal + H2O2
show the reaction diagram
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ethanol + O2 = acetaldehyde + H2O2
show the reaction diagram
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ethanol + a quinone = acetaldehyde + a quinol
show the reaction diagram
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ethanol + phenazine methosulfate = acetaldehyde + reduced phenazine methosulfate
show the reaction diagram
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ethanol + acceptor = ethanal + reduced acceptor
show the reaction diagram
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ethanol + acceptor = acetaldehyde + reduced acceptor
show the reaction diagram
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ethanol + N,N-dimethyl-4-nitrosoaniline = acetaldehyde + 4-(hydroxylamino)-N,N-dimethylaniline
show the reaction diagram
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ethanol + N,N-dimethyl-4-nitrosoaniline = acetaldehyde + 4-(hydroxylamino)-N,N-dimethylaniline
show the reaction diagram
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ethanol + H2O2 = acetaldehyde + ?
show the reaction diagram
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isoeugenol + O2 = vanillin + acetaldehyde
show the reaction diagram
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diethyl sulfide + O2 + NADH = ethanethiol + acetaldehyde + NAD+ + H2O
show the reaction diagram
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diethyl ether + NAD(P)H + O2 = ethanol + ethanal + NAD(P)+ + H2O
show the reaction diagram
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17alpha-Hydroxypregnenolone = Dehydroepiandrosterone + acetaldehyde
show the reaction diagram
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ethanesulfonate + FMNH2 + O2 = acetaldehyde + FMN + sulfite + H2O
show the reaction diagram
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ethyl tert-butyl ether + NAD(P)H + H+ + O2 = tert-butyl-alcohol + NAD(P)+ + H2O + acetaldehyde
show the reaction diagram
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ethane + duroquinol + O2 = ethanal + duroquinone + H2O
show the reaction diagram
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4-ethoxybenzoate + NADH + O2 = 4-hydroxybenzoate + acetaldehyde + NAD+ + H2O
show the reaction diagram
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(1E)-2-methyl-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-1-en-1-yl acetate + O2 = 4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-2-one + CO2 + acetaldehyde
show the reaction diagram
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acetate + NADH + H+ = acetaldehyde + NAD+ + H2O
show the reaction diagram
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acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
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acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
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acetyl-CoA + NADH + H+ = acetaldehyde + CoA + NAD+
show the reaction diagram
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pyruvate + oxidized 2,6-dichlorophenolindophenol = acetaldehyde + CO2 + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
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ethanol + p-nitroso-N,N-dimethylaniline = ethanal + reduced p-nitroso-N,N-dimethylaniline
show the reaction diagram
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ethylamine + H2O + O2 = ethanal + NH3 + H2O2
show the reaction diagram
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ethylamine + acceptor + H2O = acetaldehyde + NH3 + reduced acceptor
show the reaction diagram
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N-ethylglycine + O2 + H2O = acetaldehyde + glycine + H2O2
show the reaction diagram
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N6-ethyl-L-lysine + H2O + O2 = L-lysine + acetaldehyde + H2O2
show the reaction diagram
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diethylamine + H2O + acceptor = ethylamine + acetaldehyde + reduced acceptor
show the reaction diagram
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ethyl mercaptan + O2 + H2O = acetaldehyde + H2S + H2O2
show the reaction diagram
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3-hydroxybutan-2-one + D-ribose 5-phosphate = acetaldehyde + 1-deoxy-D-altro-heptulose 7-phosphate
show the reaction diagram
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acetoin + 2,6-dichlorophenolindophenol = acetaldehyde + ?
show the reaction diagram
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4-aminobutyrate + 2-oxoglutarate = L-glutamate + acetaldehyde + sulfite
show the reaction diagram
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pyruvate = acetaldehyde + CO2
show the reaction diagram
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pyruvate = acetaldehyde + CO2
show the reaction diagram
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(24R,241R)-fucosterol epoxide = desmosterol + acetaldehyde
show the reaction diagram
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2-oxo-3-methyl-4-hydroxypentanoate = 2-oxobutyrate + acetaldehyde
show the reaction diagram
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DL-Allothreonine = Acetaldehyde + Gly
show the reaction diagram
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acetylene + H2O = acetaldehyde
show the reaction diagram
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3-(methylthio)acryloyl-CoA + 2 H2O = acetaldehyde + methanethiol + CoA + CO2
show the reaction diagram
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ethanolamine phosphate + H2O = acetaldehyde + NH3 + phosphate
show the reaction diagram
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ethanolamine = acetaldehyde + NH3
show the reaction diagram
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choline = trimethylamine + acetaldehyde
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate activation at elevated aldehyde concentrations
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activates
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the enzyme shows the highest activity at up to 100 mM acetaldehyde, and also shows some activity at 300 mM acetaldehyde
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Inhibitor in Enzyme-catalyzed Reactions (56 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, 40% inhibition; 40% inhibition at 1 mM, 60% at 2 mM, and 95% at 10 mM
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inactivation
-
competitive inhibition
-
strongly inhibits 4-aminobutyraldehyde oxidation
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substrate n-butanol
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1 mM causes 18% inhibition at 30°C
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strong substrate inhibition
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0.2 mM, 34.6% inhibition
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77% inhibition at 5 mM, partially reversed by retinal
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weak
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2-oxoglutarate dehydrogenase complex
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50% inhibition at 5 mM
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5 mM, 50% inhibition
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noncompetitive inhibition with respect to diethylamine, uncompetitive inhibition with respect to phenazine methosulfate
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noncompetitive inhibitor versus nitroethane due to formation of a dead-end complex between the oxidized enzyme and the product, competitive inhibitor versus oxygen
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above 0.01 M, microsomal enzyme, above 0.2 M, solubilized peroxisomal enzyme
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weak
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the enzymic cleavage of L-threonine stops when about 30% of the amino acid is converted to glycine and acetaldehyde. By dialysis of the incubation medium against buffer the full activity of the enzyme is restored, product inhibition
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Ki: 11 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (674 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (98 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
16.7
-
pH 7.5, 37°C, recombinant enzyme
5.2
-
pH 7.0, 37°C
27.6
-
in 50 mM MOPS buffer, pH 7.0, at 37°C
5.6
-
in the presence of NADPH
93
-
pH 7.5, 25°C
19.9
-
pH 7.5, presence of CaCl2
4.03
-
recombinant enzyme, in 50 mM Tricine buffer (pH 8.5), at 25°C
0.6
-
100 mM H2NaPO4 pH 7.5, 100 mM NaCl, 20 mM 2-mercaptoethanol, 2 mM NAD+
0.41
-
with NADP+ as cofactor
2.08
-
-
14.5
-
pH 7.5
0.75
-
pH 8.4, 28°C, cosubstrate NADP+
11.03
-
pH 8.0, 37°C, cofactor: NAD+
343
-
pH 8.4, 85°C, benzyl viologen as electron acceptor
44000
-
80°C, pH 8.4

KM Value (320 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.715
-
-
0.04
-
pH 7.5, 37°C, recombinant enzyme
4.25
-
pH 7.0, 37°C
1.1
-
in 50 mM MOPS buffer, pH 7.0, at 37°C
158
-
presence of NADPH
5.5
-
pH 7.5, 25°C
0.065
-
-
0.00028
-
37°C, pH 7.0
1.7
-
-
130
-
-
0.31
-
recombinant enzyme, in 50 mM Tricine buffer (pH 8.5), at 25°C
0.038
-
-
15.2
-
100 mM H2NaPO4 pH 7.5, 100 mM NaCl, 20 mM 2-mercaptoethanol, 2 mM NAD+
3.9
-
with NADP+ as cofactor
0.00201
-
-
2.15
-
pH 7.5
5.9
-
-
0.102
-
-