Ligand glyceraldehyde 3-phosphate

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Basic Ligand Information

Molecular Structure
Picture of glyceraldehyde 3-phosphate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H7O6P
glyceraldehyde 3-phosphate
LXJXRIRHZLFYRP-UHFFFAOYSA-N
Synonyms:
3-phosphoglyceraldehyde, D,L-glyceraldehyde 3-phosphate, DL-glyceraldehyde-3-phosphate, DL-glyceraldehyde-phosphate, DL-glyceraldehyde 3-phosphate, glyceralaldehyde-3-phosphate, glyceraldehyde-3-phosphate, glyceraldehyde phosphate, glyceraldhyde-3-phosphate
Pathway Source
Pathways
MetaCyc
1,3-propanediol biosynthesis (engineered), 2-deoxy-alpha-D-ribose 1-phosphate degradation, 2-deoxy-D-ribose degradation I, 3,6-anhydro-alpha-L-galactopyranose degradation, 3-dehydroquinate biosynthesis II (archaea) more

Roles as Enzyme Ligand

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

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
DL-glyceraldehyde 3-phosphate + NADP+ + H2O = 3-phospho-DL-glycerate + NADPH + H+
-
show the reaction diagram
glyceraldehyde 3-phosphate + D-glyceraldehyde 3-phosphate = D-xylulose 5-phosphate + D-xylulose 5-phosphate
-

In Vivo Product in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
PROVEN IN VIVO REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
3-phospho-D-glyceroyl phosphate + NADPH + H+ = DL-glyceraldehyde 3-phosphate + phosphate + NADP+
-
show the reaction diagram
D-xylulose 5-phosphate + formaldehyde = glyceraldehyde 3-phosphate + dihydroxyacetone
-
-
show the reaction diagram
indole-3-glycerol phosphate = indole + glyceraldehyde 3-phosphate
-
-
show the reaction diagram
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + glyceraldehyde 3-phosphate + H2O

Substrate in Enzyme-catalyzed Reactions (40 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
DL-glyceraldehyde 3-phosphate + NADPH + H+ = glycerol 3-phosphate + NADP+
-
show the reaction diagram
DL-glyceraldehyde 3-phosphate + NAD+ = ?
-
show the reaction diagram
glyceraldehyde-3-phosphate + NAD(P)+ = ?
-
show the reaction diagram
glyceraldehyde-3-phosphate + H2O + O2 = ?
-
show the reaction diagram
DL-glyceraldehyde 3-phosphate + arsenate + NAD+ = 1-arsono-3-phospho-D-glycerate + NADH + H+
-
show the reaction diagram
glyceralaldehyde-3-phosphate + NAD+ + H2O = glycerate-3-phosphate + NADH
-
show the reaction diagram
glyceraldehyde-3-phosphate + 2,6-dichlorophenolindophenol + H2O = 3-phospho-D-glycerate + reduced 2,6-dichlorophenolindophenol
-
show the reaction diagram
arsenate + reduced glutathione + NAD+ + glyceraldehyde-3-phosphate = arsenite + glutathione + ?
-
show the reaction diagram
DL-glyceraldehyde-3-phosphate + NADPH = ?
-
show the reaction diagram
dihydroxypropanone + glyceraldehyde 3-phosphate = D-fructose 6-phosphate
-
show the reaction diagram
phosphoenolpyruvate + DL-glyceraldehyde 3-phosphate = pyruvate + phosphate
-
show the reaction diagram
glyceraldehyde-3-phosphate + H2O = glyceraldehyde + phosphate
-
show the reaction diagram
glyceraldehyde 3-phosphate + H2O = glyceraldehyde + phosphate
-
show the reaction diagram
pyruvate + DL-glyceraldehyde 3-phosphate = 2-dehydro-3-deoxy-D-gluconate
-
show the reaction diagram
Glyceraldehyde phosphate + acetaldehyde = Hydroxyacetaldehyde + glyceraldehyde 3-phosphate
-

Product in Enzyme-catalyzed Reactions (54 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
3-phospho-D-glyceroyl phosphate + NADPH + H+ = DL-glyceraldehyde 3-phosphate + phosphate + NADP+
-
-
show the reaction diagram
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + glyceraldehyde-3-phosphate
-
-
show the reaction diagram
Glyceraldehyde phosphate + acetaldehyde = Hydroxyacetaldehyde + glyceraldehyde 3-phosphate
-
show the reaction diagram
indole-3-glycerol phosphate = indole + glyceraldehyde 3-phosphate
-
-
show the reaction diagram
L-serine + 1-C-(indol-3-yl)glycerol 3-phosphate = L-tryptophan + glyceraldehyde 3-phosphate + H2O

Activator in Enzyme-catalyzed Reactions (10 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (39 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
about 80% inhibition at 2.5 mM, glyceraldehyde 3-phosphate is not a specific inhibitor of mGPDH but also alters succinate oxidation
-
D-3-glyceraldehyde phosphate; L-3-glyceraldehyde phosphate
-
competitive inhibitor
-
strong inhibitor
-
substrate inhibition above 0.5 mM
-
50% inhibition at 0.2 mM
-
inhibits the activities of isozyme AckA1, but very poorly of isozyme AckA2; inhibits the activities of isozyme AckA1, but very poorly of isozyme AckA2
-
no inhibition
-
14% inhibition at 1 mM
-
weak
-
competitive
-
non-competitive inhibitor
competitive
-
weak
-
reacts with L-cysteinee
-
at 1 mM 27% inhibition of activity (concentrations of substrates 1 mM)
-

3D Structure of Enzyme-Ligand-Complex (PDB) (45 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
-
0.28
-
in 50 mM Tris/HCl, at pH 8.0 and 80°C
0.83
-
wild type enzyme, at pH 7.5 and 30°C
0.098
-
mutant F178, pH 8.5, 30°C
12
-
wild-type, pH 8.5, 30°C
13
-

KM Value (31 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
wild type enzyme, with NADP+ as cosubstrate, in 50 mM EPPS/NaOH (pH 8.0), 20 mM potassium phosphate, at 60°C
0.21
-
wild type enzyme, with NAD+ as cosubstrate, in 50 mM EPPS/NaOH (pH 8.0), 20 mM potassium phosphate, at 60°C
0.77
-
-
0.372
-
wild type enzyme, at pH 7.5 and 30°C
0.097
-
in 50 mM Tris/HCl, at pH 8.0 and 80°C
6.12
-
in the absence of D-glucose 1-phosphate
0.51
-
in the presence of D-glucose 1-phosphate
0.501
-
70°C, pH 7
0.51
-
wild-type, pH 8.5, 30°C
1.9
-
mutant F178, pH 8.5, 30°C
2.4
-
-
0.42
-
cytosolic isozyme DS-Co, pH 8.6, 37°C
3
-
-
0.21
-
pyridoxal 5'-phosphate formation, His-tagged H115A/R138A mutant Pdx1 protein, pH 7.5, 37°C
0.307
-
pyridoxal 5'-phosphate formation, His-tagged K187A mutant Pdx1 protein, pH 7.5, 37°C
0.267
-
pyridoxal 5'-phosphate formation, His-tagged R138A mutant Pdx1 protein, pH 7.5, 37°C
0.262
-
pyridoxal 5'-phosphate formation, His-tagged wild-type protein, pH 7.5, 37°C
0.155
-
pyridoxal 5'-phosphate formation, R288A mutant Pdx1 protein, pH 7.5, 37°C
0.22
-
pyridoxal 5'-phosphate formation, R288K mutant Pdx1 protein, pH 7.5, 37°C
0.195
-
pyridoxal 5'-phosphate formation, wild-type protein, pH 7.5, 37°C
0.186
-
pyridoxal 5'-phosphate formation, His-tagged H115A mutant Pdx1 protein, pH 7.5, 37°C
0.229
-
pyridoxal 5'-phosphate formation, His-tagged E105D mutant Pdx1 protein, pH 7.5, 37°C
0.249
-

Ki Value (4 results)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
wild type enzyme, with NAD+ as cosubstrate, in 50 mM EPPS/NaOH (pH 8.0), 20 mM potassium phosphate, at 60°C
2.8
-
wild type enzyme, with NADP+ as cosubstrate, in 50 mM EPPS/NaOH (pH 8.0), 20 mM potassium phosphate, at 60°C
13.1
-
-
12
-
pH 7.5, 30°C, recombinant His-tagged isozyme AckA1
4
-

References & Links

Links to other databases for glyceraldehyde 3-phosphate

ChEBI
PubChem
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PubChem