Ligand malonic acid

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Basic Ligand Information

Molecular Structure
Picture of malonic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H4O4
malonic acid
OFOBLEOULBTSOW-UHFFFAOYSA-N
Synonyms:
an alpha,omega-dicarboxylate, an alpha,omega-dicarboxylic acid, an alphaomega-dicarboxylic acid, Dicarboxylate, malonate, propanedioic acid


Show all pahtways known for Show all BRENDA pathways known for malonic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonate + acetyl-[acyl-carrier protein] = acetate + malonyl-[acyl-carrier protein]
show the reaction diagram
-
acetyl-CoA + malonate = acetate + malonyl-CoA
show the reaction diagram
-
malonate + H+ = acetate + CO2
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-oxopropanoate + NAD+ + H2O = malonate + NADH
show the reaction diagram
-
-
monoamidated dicarboxylate + H2O = dicarboxylate + ammonia
show the reaction diagram
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ureidomalonic acid + H2O = malonate + urea
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonate + NADH = malonic semialdehyde + NAD+ + H2O
show the reaction diagram
-
malonate + acetyl-[acyl-carrier protein] = acetate + malonyl-[acyl-carrier protein]
show the reaction diagram
-
malonate + H+ = acetate + CO2
show the reaction diagram
-
ATP + malonate + CoA = ADP + phosphate + malonyl-CoA
show the reaction diagram
-
malonate + H+ = acetate + CO2
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (29 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
malonic semialdehyde + NADP+ + H2O = malonate + NADPH + H+
show the reaction diagram
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malonate semialdehyde + NAD+ + H2O = malonate + NADH + 2 H+
show the reaction diagram
-
-
malonate semialdehyde + NADP+ + H2O = malonate + NADPH + 2 H+
show the reaction diagram
-
-
O-malonyl-L-homoserine + L-cysteine = L-cystathionine + malonate
show the reaction diagram
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malonyl-CoA + malonate = malonyl-CoA + malonate
show the reaction diagram
-
-
malonyl-CoA = malonate + CoA
show the reaction diagram
-
-
malonyl-CoA + H2O = malonate + CoA
show the reaction diagram
-
malonyl-CoA + H2O = malonate + CoA
show the reaction diagram
-
-
malonyl-CoA + H2O = malonate + CoA
show the reaction diagram
-
-
ureidomalonic acid + H2O = malonate + urea
show the reaction diagram
-
-
barbiturate + H2O = malonate + urea
show the reaction diagram
-
malononitrile + H2O = malonic acid + NH3
show the reaction diagram
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-

Activator in Enzyme-catalyzed Reactions (33 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibits at pH 7.8, increases activity at pH 5.8
activates
-
0.030 mM
-

Inhibitor in Enzyme-catalyzed Reactions (175 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at pH 9.9
-
competitive against L-serine, noncompetitive against NADP+
-
competitive inhibition
-
inhibition only in absence of AMP
-
reversible inhibition, IC50: 0.34 mM
-
50 mM, complete loss of activity
-
competitive inhibitor
-
the competitive inhibitor diminishes enzyme velocity at low concentrations of substrate but the velocity reaches uninhibited maximal levels at high concentrations of substrate
-
competitive inhibition
-
weak
-
above 20 mM
-
competitive inhibition
-
competitive, Ki: 20 mM
-
9 mM
-
about 68% residual activity at 25 mM
-
10 mM, 15% inhibition
-
-
-

3D Structure of Enzyme-Ligand-Complex (PDB) (360 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (9 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.5
-
pH 6.0

Ki Value (34 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
TABLE ID
3.8
-
-
246
5.9
-
-
7126
7.4
-
competitive inhibition with respect to 2-oxoglutarate and noncompetitive with respect to Fe2+ and the peptide substrate
7179
0.57
-
-
2170
3
-
in citrate buffer, at pH 4.0 and 22°C
2388
24
-
at pH 7.0
4957
0.4
-
pH 6.0
9614
108
-
pH 8.0, 25°C, aspartokinase III
15252
2.1
-
pH 8.5, 30°C
17167
21
-
pH 8.1, 25°C
17158
20
-
competitive
33254

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.34
-
reversible inhibition, IC50: 0.34 mM
5.3
-
pH 8.3, 37°C
3.2
-
versus MtFBPaseII, pH and temperature not specified in the publication
1.31
-
pH and temperature not specified in the publication

References & Links

Links to other databases for malonic acid

ChEBI
PubChem
ChEBI
PubChem