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, 1-hydroxypropan-2-one, acetol, hydroxy-2-propanone, propane-1-ol-2-one

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
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
(2S)-2,3-dihydroxypropane-1-sulfonate = hydroxyacetone + sulfite
-

Substrate in Enzyme-catalyzed Reactions (40 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
hydroxyacetone + NADH + H+ = propane-1,2-diol + 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
-

Product in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
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
(2S)-2,3-dihydroxypropane-1-sulfonate = hydroxyacetone + sulfite
-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

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

KM Value (3 results)

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

Ki Value (1 result)

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

IC50 Value (1 result)

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

References & Links

Links to other databases for Hydroxyacetone

ChEBI
PubChem
-
PubChem