Ligand (S)-malate

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Basic Ligand Information

Molecular Structure
Picture of (S)-malate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H6O5
(S)-malate
BJEPYKJPYRNKOW-REOHCLBHSA-N
Synonyms:
(2S)-2-hydroxybutanedioic acid, (2S)-malate, (S)-(-)-malate, (S)-malic acid, L-malate, L-Malic acid, S-malate
Pathway Source
Pathways


Show all pahtways known for Show all BRENDA pathways known for (S)-malate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (49 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-malate + NAD+ = oxaloacetate + NADH + H+
show the reaction diagram
-
(S)-malate + NADP+ = oxaloacetate + NADPH + H+
show the reaction diagram
-
succinyl-CoA + (S)-malate = succinate + (S)-malyl-CoA
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxaloacetate + NADH = L-malate + NAD+
show the reaction diagram
(S)-malyl-CoA + H2O = (S)-malate + CoA
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (165 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-malate + NAD+ = pyruvate + NADH + CO2
show the reaction diagram
-
L-malic acid + 2,6-dichlorophenolindophenol = ?
show the reaction diagram
-
pyruvate + L-malate = (S)-lactate + oxaloacetate
show the reaction diagram
-
(S)-malate + O2 = oxaloacetate + H2O2
show the reaction diagram
-
L-malic acid + NADPH + ATP = ? + NADP+ + AMP + phosphate
show the reaction diagram
-
ubiquinone-1 + L-malate = ?
show the reaction diagram
-
succinyl-CoA + L-malate = L-malyl-CoA + succinate
show the reaction diagram
-
succinyl-CoA + (S)-malate = succinate + (S)-malyl-CoA
show the reaction diagram
-
(S)-malate = glyoxylate + acetate
show the reaction diagram
-
(S)-malate = ?
show the reaction diagram
-
(S)-malate = fumarate + H2O
show the reaction diagram
-
(S)-malate = ?
show the reaction diagram
-
(S)-malate = ?
show the reaction diagram
-
GTP + L-malate + CoA = GDP + phosphate + L-malyl-CoA
show the reaction diagram
-
ATP + L-malate + CoA = ADP + phosphate + L-malyl-CoA
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (89 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
oxaloacetate + NADH + H+ = (S)-malate + NAD+
show the reaction diagram
-
(S)-malyl-CoA + H2O = (S)-malate + CoA
show the reaction diagram
-
L-2-hydroxysuccinamate + H2O = L-malate + NH3
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (18 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
non-competitive activation
-
in whole mitochondria, L-malate stimulates respiration via alternative oxidase in a pH- (and NAD+)-dependent manner
-
activation in presence of excess carbamoyl phosphate and limiting L-aspartate
-
0.025 - 0.050 mM
-

Inhibitor in Enzyme-catalyzed Reactions (88 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibition only in absence of AMP, competitive inhibition
-
in the presence of polymyxin B, enzyme kinetics changes from the Michaelis-Menten type to substrate inhibition kinetics with the substrate inhibition constant Ksi of 57.4 microg/ml
-
50% inhibition at 6 mM
-
competitive
-
at 6.67 mM 79% inhibition
-
no inhibition
-
weak
-
competitive, 1 mM
-
weak inhibition
-
allosteric mechanism
competitive for oxaloacetate, Ki: 4.5 mM
-
26% hdc gene expression at 4 g/l
-
10 mM, 29% inhibition
-
K-salt of
-
competitive
-
weak
-

3D Structure of Enzyme-Ligand-Complex (PDB) (245 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (163 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.142
-
-
11.4
-
55°C, pH not specified in the publication, recombinant enzyme

KM Value (450 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
12
-
pH 9.0
1.4
-
-
2.2
-
-
1.3
-
55°C, pH not specified in the publication, recombinant enzyme

Ki Value (14 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.02
-
+/- 0.48
53
-
pH 8.0, 25°C, aspartokinase III

IC50 Value (30 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
4.1
-
in 40 mM Tris, pH 8.0
6
-
pH 8, 30°C

References & Links