Ligand D-glyceraldehyde

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Basic Ligand Information

Molecular Structure
Picture of D-glyceraldehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6O3
D-glyceraldehyde
MNQZXJOMYWMBOU-VKHMYHEASA-N
Synonyms:
(+)-glyceraldehyde, (2R)-2,3-dihydroxypropanal, (R)-glyceraldehyde, D-glycerose

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + NADP+ + H2O = D-glycerate + NADPH + H+
show the reaction diagram
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D-glyceraldehyde + H2O + acceptor = D-glycerate + reduced acceptor
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pyruvate + D-glyceraldehyde = 1-deoxy-D-xylulose + CO2
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In Vivo Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glycerol + NAD+ = D-glyceraldehyde + NADH
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glycerol + NADP+ = D-glyceraldehyde + NADPH + H+
show the reaction diagram
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methylglyoxal + D-fructose 1-phosphate = D-glyceraldehyde + 1-deoxy-D-threo-hexo-2,5-diulose 6-phosphate
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2-dehydro-3-deoxy-D-gluconate = pyruvate + D-glyceraldehyde
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Substrate in Enzyme-catalyzed Reactions (58 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-glyceraldehyde + NAD+ = ?
show the reaction diagram
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D-glyceraldehyde + NADPH = ?
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
-
D-glyceraldehyde + NADH = ?
show the reaction diagram
-
D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
-
D-glyceraldehyde + NADH + H+ = glycerol + NAD+
show the reaction diagram
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D-glyceraldehyde + NADPH + H+ = glycerol + NADP+
show the reaction diagram
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D-glyceraldehyde + phosphate + NADP+ = D-glyceroylphosphate + NADPH
show the reaction diagram
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D-glyceraldehyde + NAD+ + H2O = D-glycerate + NADH + H+
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D-glyceraldehyde + NADPH = ?
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D-xylulose 5-phosphate + D-glyceraldehyde = glyceraldehyde 3-phosphate + D-xylulose
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pyruvate + D-glyceraldehyde = 1-deoxy-D-xylulose + CO2
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phosphoenolpyruvate + D-glyceraldehyde = 2-dehydro-3-deoxy-D-threo-hexonate + phosphate
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ATP + D-glyceraldehyde = ADP + D-glyceraldehyde 3-phosphate
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Glycerone phosphate + D-glyceraldehyde = Fructose 1-phosphate
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pyruvate + D-glyceraldehyde = 2-dehydo-3-deoxy-D-galactonate
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D-glyceraldehyde = dihydroxyacetone
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Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
glycerol + NADP+ = D-glyceraldehyde + NADPH + H+
show the reaction diagram
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D-glycerate + 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide = D-glyceraldehyde + reduced 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide
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methylglyoxal + D-fructose 1-phosphate = D-glyceraldehyde + 1-deoxy-D-threo-hexo-2,5-diulose 6-phosphate
show the reaction diagram
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D-glyceraldehyde 3-phosphate + H2O = D-glyceraldehyde + phosphate
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D-Fructose 1-phosphate = Glycerone phosphate + D-glyceraldehyde
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L-Sorbose 1-phosphate = Glycerone phosphate + D-glyceraldehyde
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pyruvate + D-altrose = D-erythrose + D-glyceraldehyde
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2-deoxy-D-ribose = D-glyceraldehyde + acetaldehyde
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Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition
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slight substrate inhibition, 25% inhibition at 2 mM
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competitive inhibition with respect to pyruvate
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the activity of wild-type enzyme sharply dropps by 43 % under 200 mM D-glyceraldehyde and acetaldehyde, which limits its large-scale synthetic applications
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inhibits reverse reaction with pyruvate and L-glyceraldehyde
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competitive inhibition of the isomerization of D-xylose
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3D Structure of Enzyme-Ligand-Complex (PDB) (13 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (29 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
14.4
-
-
0.55
-
-
0.92
-
pH 8, 80°C
31.4
-
-
0.53
-
mutant F178, pH 8.5, 30°C
1.7
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pH 7.4, 37°C
0.0001
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in D2O, 24 mM imidazole buffer, 10 mM MgCl2, at pH 7.5 and 25°C

KM Value (61 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.07
-
-
4.8
-
-
0.035
-
-
0.9
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at pH 7.0 and 30°C
0.07
-
pH and temperature not specified in the publication
1.136
-
-
8.51
-
pH 8, 80°C
45
-
-
6
-
at pH 7.2 and 50°C
59
-
mutant F178, pH 8.5, 30°C
3.5
-
cytosolic isozyme DS-Co, pH 8.6, 37°C
0.743
-
assay with DL-glyceraldehyde, pH and temperature not specified in the publication
4.6
-
pH 6.2, 60°C
3
-
in D2O, 24 mM imidazole buffer, 10 mM MgCl2, at pH 7.5 and 25°C

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
14.32
-
-
3.2
-
pH 8.0, 37°C

References & Links

Links to other databases for D-glyceraldehyde

ChEBI
PubChem
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PubChem