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Ligand (R)-malic acid

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Basic Ligand Information

Molecular Structure
Picture of (R)-malic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H6O5
(R)-malic acid
BJEPYKJPYRNKOW-UWTATZPHSA-N
Synonyms:
(2R)-2-hydroxybutanedioic acid, (R)-malate, D-(+)-malate, D-(+)-malic acid, D-malate, D-malic acid
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-malate + NAD+ = oxaloacetate + NADH + H+
show the reaction diagram
-
D-malate + NAD+ = pyruvate + CO2 + NADH
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
maleate + H2O = (R)-malate
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (28 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-malate + NAD+ = oxaloacetate + NADH + H+
show the reaction diagram
-
D-malate + NAD+ = pyruvate + CO2 + NADH
show the reaction diagram
-
D-malate + NAD+ = pyruvate + NADH + CO2
show the reaction diagram
-
D-malate + NAD+ = ?
show the reaction diagram
-
D-malate + phenazine methosulfate = ? + reduced phenazine methosulfate
show the reaction diagram
-
D-malate + acceptor = oxaloacetate + reduced acceptor
show the reaction diagram
-
D-malic acid + NADPH + ATP = ? + NADP+ + AMP + phosphate
show the reaction diagram
-
D-malate + N,N,N',N'-tetramethyl 4-phenylenediamine = oxaloacetate + reduced N,N,N',N'-tetramethyl 4-phenylenediamine
show the reaction diagram
-
succinyl-CoA + (R)-malate = succinate + (R)-malyl-CoA
show the reaction diagram
-
D-malate = D-lactate + CO2
show the reaction diagram
-
D-malate + NAD+ = pyruvate + CO2 + NADH
show the reaction diagram
-
(R)-malate = glyoxylate + acetate
show the reaction diagram
-
(R)-malate = ?
show the reaction diagram
-
D-malate = ?
show the reaction diagram
-
ATP + D-malate + CoA = ADP + phosphate + D-malyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxaloacetate + NADH + H+ = D-malate + NAD+
show the reaction diagram
-
-
(R)-malyl-CoA + H2O = (R)-malate + CoA
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
107% activity at 10 mM
-
0.025 - 0.050 mM
-

Inhibitor in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
-
inhibition only in absence of AMP
-
competitive versus L-tartrate and meso-tartate
-
10 mM, 13.5% inhibition
-
competitive inhibitor
-
10 mM, 83% inhibition
-
K-salt of
-

3D Structure of Enzyme-Ligand-Complex (PDB) (289 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (10 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.41
-
pH 7.5, 37°C
0.099
-
wild type enzyme, with NAD+ as cosubstrate, at pH 8.0 and 60°C
13.3
-
-
0.283
-
-
0.00001
-
smaller than 0.00001 s-1

KM Value (26 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
8.9
11
-
4.5
-
wild type enzyme, with NAD+ as cosubstrate, at pH 8.0 and 60°C
1.5
-
-
8.3
-
pH 4.5, 25°C, activity of cell extract

Ki Value (10 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
215
-
-
2.5
-
-

References & Links

Links to other databases for (R)-malic acid

ChEBI
PubChem
ChEBI
PubChem