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BRENDA support

Ligand dihydroxyacetone phosphate

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Basic Ligand Information

Molecular Structure
Picture of dihydroxyacetone phosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H7O6P
dihydroxyacetone phosphate
GNGACRATGGDKBX-UHFFFAOYSA-N
Synonyms:
1,3-dihydroxyacetonephosphate, 1,3-dihydroxyacetone phosphate, 3-hydroxy-2-oxopropyl dihydrogen phosphate, DHAP, dihydroxyacetone 3-phosphate, dihydroxyacetonephosphate, glycerone-phosphate, glycerone phosphate, sn-dihydroxyacetone phosphate

Related pathways

Pathway Source
Pathways
BRENDA
CDP-diacylglycerol biosynthesis, chorismate metabolism, degradation of hexoses, degradation of pentoses, degradation of sugar alcohols more
KEGG
Biosynthesis of amino acids, Biosynthesis of secondary metabolites, Carbon fixation in photosynthetic organisms, Carbon metabolism, Fructose and mannose metabolism more
MetaCyc
1,3-propanediol biosynthesis (engineered), 5'-deoxyadenosine degradation I, 5'-deoxyadenosine degradation II, A-factor gamma-butyrolactone biosynthesis, autoinducer AI-2 degradation more


Show all pahtways known for Show all BRENDA pathways known for dihydroxyacetone phosphate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (81 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
a medium-chain 3-oxoacyl-[acyl-carrier protein] + glycerone phosphate = 2-oxo-3-(phosphooxy)propyl 3-oxoalkanoate + a holo-[acyl-carrier protein]
show the reaction diagram
-
Glycerone phosphate + (S)-lactaldehyde = L-Rhamnulose 1-phosphate
show the reaction diagram
glycerone phosphate + L-aspartate 4-semialdehyde = 2-amino-4,5-dihydroxy-6-oxo-7-(phosphooxy)heptanoate
show the reaction diagram
-
D-glyceraldehyde 3-phosphate + glycerone phosphate = (5-formylfuran-3-yl)methyl phosphate + phosphate + 2 H2O
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (190 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sn-glycerol-1-phosphate + NAD+ = dihydroxyacetone phosphate + NADH
show the reaction diagram
apulose 4-phosphate + D-glyceraldehyde 3-phosphate = D-xylulose 5-phosphate + glycerone phosphate
show the reaction diagram
-
3-hydroxy-5-phosphonooxypentane-2,4-dione + coenzyme A = glycerone phosphate + acetyl-CoA
show the reaction diagram
-
phosphoenolpyruvate + glycerone = pyruvate + glycerone phosphate
show the reaction diagram
-
ATP + dihydroxyacetone = ADP + dihydroxyacetone phosphate
show the reaction diagram
-
3-oxo-tetronate 4-phosphate = dihydroxyacetone phosphate + CO2
show the reaction diagram
-
6-deoxy-6-sulfo-D-fructose 1-phosphate = glycerone phosphate + 2-hydroxy-3-oxopropane-1-sulfonate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (400 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
dihydroxyacetone phosphate + NADH + H+ = glycerol phosphate + NAD+
show the reaction diagram
-
dihydroxyacetonephosphate + NADPH = glycerol 3-phosphate + NADP+
show the reaction diagram
-
dihydroxyacetonephosphate + NADPH = glycerol 1-phosphate + NADP+
show the reaction diagram
-
dihydroxyacetone phosphate + NADH = ?
show the reaction diagram
-
dihydroxyacetone phosphate + NADPH = ?
show the reaction diagram
-
a medium-chain 3-oxoacyl-[acyl-carrier protein] + glycerone phosphate = 2-oxo-3-(phosphooxy)propyl 3-oxoalkanoate + a holo-[acyl-carrier protein]
show the reaction diagram
-
1,3-dihydroxyacetone phosphate + H2O = 1,3-dihydroxyacetone + phosphate
show the reaction diagram
-
dihydroxyacetone phosphate + H2O = dihydroxyacetone + phosphate
show the reaction diagram
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dihydroxyacetone phosphate + H2O = dihydroxyacetone + phosphate
show the reaction diagram
-
dihydroxyacetone phosphate + H2O = dihydroxyacetone + phosphate
show the reaction diagram
-
dihydroxyacetone phosphate + H2O = dihydroxyacetone + phosphate
show the reaction diagram
-
Glycerone phosphate + formaldehyde = Erythrulose 1-phosphate
show the reaction diagram
-
glycerone phosphate + L-aspartate 4-semialdehyde = 2-amino-4,5-dihydroxy-6-oxo-7-(phosphooxy)heptanoate
show the reaction diagram
-
D-glyceraldehyde 3-phosphate + glycerone phosphate = (5-formylfuran-3-yl)methyl phosphate + phosphate + 2 H2O
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (429 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
sn-glycerol-1-phosphate + NAD+ = dihydroxyacetone phosphate + NADH
show the reaction diagram
apulose 4-phosphate + D-glyceraldehyde 3-phosphate = D-xylulose 5-phosphate + glycerone phosphate
show the reaction diagram
-
3-hydroxy-5-phosphonooxypentane-2,4-dione + coenzyme A = glycerone phosphate + acetyl-CoA
show the reaction diagram
-
ATP + dihydroxyacetone = ADP + dihydroxyacetone phosphate
show the reaction diagram
-
ATP + dihydroxyacetone = ADP + dihydroxyacetone phosphate
show the reaction diagram
-
3-oxo-tetronate 4-phosphate = dihydroxyacetone phosphate + CO2
show the reaction diagram
-
6-phospho-5-dehydro-2-deoxy-D-gluconate = glycerone phosphate + malonate semialdehyde
show the reaction diagram
-
6-deoxy-6-sulfo-D-fructose 1-phosphate = glycerone phosphate + 2-hydroxy-3-oxopropane-1-sulfonate
show the reaction diagram
-
D-Glyceraldehyde 3-phosphate = Glycerone phosphate
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (13 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulation
-
10 mM, activates
-
10 mM, activity is stimulated more than 10fold
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Inhibitor in Enzyme-catalyzed Reactions (148 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
non-competitive inhibition, Ki: 0.35 mM
-
noncompetitive versus NADP+
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10 mM, 70% inhibition
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10 mM, 70% inhibition
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weak
-
hexokinase III
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alpha-acetolactate synthetase and alpha-acetolactate decarboxylase are measured together
-

3D Structure of Enzyme-Ligand-Complex (PDB) (484 results)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (135 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
4.3
-
-
2
-
pH 7.5, 15°C
9.1
-
-
0.2
-
pH 7.2, 30°C

KM Value (208 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.645
-
-
0.2046
-
pH 7.5, 15°C
0.36
-
25°C
0.6
-
-
0.14
-
pH 7.2, 30°C

Ki Value (11 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
2.5
-
hexokinase III, at 30°C, pH 7.2
0.0123
-
direction of aldol condensation, pH not specified in the publication, temperature not specified in the publication

References & Links

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Links to other databases for dihydroxyacetone phosphate

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ChEBI
PubChem
ChEBI
PubChem