Ligand D-lactate

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Basic Ligand Information

Molecular Structure
Picture of D-lactate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6O3
D-lactate
JVTAAEKCZFNVCJ-UWTATZPHSA-N
Synonyms:
(2R)-2-hydroxypropanoic acid, (R)-2-hydroxypropionic acid, (R)-lactate, D(-)-lactate, D-2-hydroxypropanoic acid, D-2-hydroxypropionate, D-2-Hydroxypropionic acid, D-lactic acid


Show all pahtways known for Show all BRENDA pathways known for D-lactate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-lactate + ferricytochrome c-553 = pyruvate + ferrocytochrome c-553
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D-lactate + O2 = pyruvate + H2O2
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(R)-lactate + acceptor = pyruvate + reduced acceptor
show the reaction diagram
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(R)-lactate + N-acetyl-D-glucosamine 6-phosphate = N-acetylmuramate 6-phosphate + H2O
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(R)-lactate = 2-oxopropanal + H2O
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D-alanine + (R)-lactate + ATP = D-alanyl-(R)-lactate + ADP + phosphate
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In Vivo Product in Enzyme-catalyzed Reactions (19 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
N-acetylmuramate 6-phosphate + H2O = (R)-lactate + N-acetyl-D-glucosamine 6-phosphate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (57 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
D-lactate + NAD+ = pyruvate + NADH + H+
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D-lactate + O2 = pyruvate + H2O2
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(R)-lactate + 2,6-dichlorophenolindophenol = ?
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2-oxoglutarate + D-lactate = D-2-hydroxyglutarate + pyruvate
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GDP-mannose + D-lactate = ?
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(R)-lactate + propionyl-CoA = propionate + (R)-lactoyl-CoA
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(R)-lactate + N-acetyl-D-glucosamine 6-phosphate = N-acetylmuramate 6-phosphate + H2O
show the reaction diagram
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(R)-lactate = 2-oxopropanal + H2O
show the reaction diagram
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D-Lactate = L-Lactate
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(R)-lactate = (S)-lactate
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ATP + D-Ala + D-lactate = ADP + phosphate + D-Ala-D-lactate
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Product in Enzyme-catalyzed Reactions (61 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyruvate + NADPH + H+ = D-lactate + NADP+
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pyruvate + NADH + H+ = D-lactate + NAD+
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-
D-2-hydroxyglutarate + pyruvate = 2-oxoglutarate + D-lactate
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D-lactate 2-sulfate + H2O = D-lactate + SO42-
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Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala-D-lactate + H2O = Nalpha,Nepsilon-diacetyl-L-Lys-D-Ala + D-lactate
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D-lactamide + H2O = D-lactate + NH3
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(R)-lactamide + H2O = (R)-lactate + NH3
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D-malate = D-lactate + CO2
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(S)-lactate = (R)-lactate
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Activator in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulation with D-lactate as substrate, is insensitive to malate or pyruvate addition
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Inhibitor in Enzyme-catalyzed Reactions (33 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
5 mM, pH 8.5, 25°, 85% inhibition, uncompetitive vs. coenzyme, competitive vs. substrate
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10 mM, 17.4% inhibition
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at pH 7.0
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slight, D-alanine oxidation
33% inhibition at 11 mM
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product inhibition, kinetics
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3D Structure of Enzyme-Ligand-Complex (PDB) (23 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (19 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
5.42
-
with 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 30°C

KM Value (65 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.14
-
in 0.1 M acetate buffer, pH 5.0, 4 M NaCl, at 52°C
0.8
-
-
0.14
-
-
0.68
-
pH 8.5, 38°C
11.4
-
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Ki Value (13 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
9.04
-
at pH 7.0
2.1
-
-
0.000031
-
inhibitor binding to the free enzyme, at 25°C, pH 6.8
32
-
pH 7.5, 25°C, recombinant wild-type enzyme

References & Links

Links to other databases for D-lactate

ChEBI
PubChem
ChEBI
PubChem