Ligand hydroxyacetone

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Basic Ligand Information

Molecular Structure
Picture of hydroxyacetone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6O2
hydroxyacetone
XLSMFKSTNGKWQX-UHFFFAOYSA-N
Synonyms:
1-hydroxy-2-propanal, 1-hydroxy-2-propanone, 1-hydroxy-propane-2-one, 1-hydroxyacetone, acetol, hydroxy-2-propanone, propane-1-ol-2-one

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
methylglyoxal + NADH + H+ = acetol + NAD+
show the reaction diagram
-
-
rac-1,2-propanediol + NAD+ = hydroxyacetone + NADH + H+
show the reaction diagram
-
-
L-tyrosine + D-ribulose 5-phosphate = (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
show the reaction diagram
-
-
L-tryptophan + D-ribulose 5-phosphate = (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (23 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hydroxyacetone + NADH + H+ = propane-1,2-diol + NAD+
show the reaction diagram
-
hydroxyacetone + NADH + H+ = ? + NAD+
show the reaction diagram
-
acetol + NADPH = propane-1,2 diol + NADP+
show the reaction diagram
-
hydroxyacetone + NADH = (S)-1,2-propanediol + NAD+
show the reaction diagram
-
hydroxy-2-propanone + NADH = propylene glycol + NAD+
show the reaction diagram
-
hydroxyacetone + NAD+ = 2-oxopropanal + NADH
show the reaction diagram
-
hydroxyacetone + NADH = ? + NAD+
show the reaction diagram
-
acetol + O2 = pyruvaldehyde + H2O2
show the reaction diagram
-
hydroxyacetone + NADPH + H+ + O2 = ?
show the reaction diagram
-
acetol + H2O + O2 = ?
show the reaction diagram
-
ATP + acetol = ADP + acetol phosphate
show the reaction diagram
-
cyanide + hydroxyacetone = (2R)-1,2-dihydroxy-2-methyl-propane-3-nitrile
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
1,2-propanediol + NADP+ = hydroxyacetone + NADPH
show the reaction diagram
-
1,2-propanediol + NAD+ = 1-hydroxy-2-propanal + NADH
show the reaction diagram
-
methylglyoxal + NADPH + H+ = acetol + NADP+
show the reaction diagram
-
-
(S)-1,2-propanediol + NAD+ = hydroxyacetone + NADH
show the reaction diagram
-
-
methylglyoxal + NADPH = 1-hydroxyacetone + NADP+
show the reaction diagram
-
-
2-nitro-1-propanol + O2 = 1-hydroxy-propane-2-one + HNO2
show the reaction diagram
-
-
L-phenylalaninol + H2O + NAD+ = 1-hydroxyacetone + NADH + NH3
show the reaction diagram
-
-
L-tyrosine + D-ribulose 5-phosphate = (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
show the reaction diagram
-
-
L-tryptophan + D-ribulose 5-phosphate = (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
IC50: 2.9 mM
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
4.1
-
pH 7.5, 30°C

KM Value (3 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
14.5
-
-
202
-
pH 6.5, 35°C
29
-
pH 7.5, 30°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
11.6
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
2.9
-
IC50: 2.9 mM

References & Links

Links to other databases for hydroxyacetone

ChEBI
PubChem
ChEBI
PubChem