Ligand (R)-2-hydroxyglutarate

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Basic Ligand Information

Molecular Structure
Picture of (R)-2-hydroxyglutarate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H8O5
(R)-2-hydroxyglutarate
HWXBTNAVRSUOJR-GSVOUGTGSA-N
Synonyms:
D-2-hydroxyglutarate, D-2-hydroxyglutaric acid

Show all pahtways known for Show all pathways known for (R)-2-hydroxyglutarate

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
(R)-2-hydroxyglutarate + NAD+ = 2-oxoglutarate + NADH + H+
show the reaction diagram
-
(R)-2-hydroxyglutarate + acceptor = 2-oxoglutarate + reduced acceptor
show the reaction diagram
-
acetyl-CoA + (R)-2-hydroxyglutarate = acetate + (R)-2-hydroxyglutaryl-CoA
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoglutarate + NAD+ = D-2-hydroxyglutaric acid + NADH + H+
show the reaction diagram
-
-
2-oxoglutarate + NADH + H+ = (R)-2-hydroxyglutarate + NAD+
show the reaction diagram
-
-
2-oxoglutarate + NADH + H+ = D-2-hydroxyglutarate + NAD+
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(R)-2-hydroxyglutarate + NAD+ = 2-oxoglutarate + NADH + H+
show the reaction diagram
-
D-2-hydroxyglutarate + ferricytochrome c = ?
show the reaction diagram
-
D-2-hydroxyglutarate + succinic semialdehyde = 2-oxoglutarate + 4-hydroxybutyrate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-oxoglutarate + NAD+ = D-2-hydroxyglutaric acid + NADH + H+
show the reaction diagram
-
-
2-oxoglutarate + NADH + H+ = (R)-2-hydroxyglutarate + NAD+
show the reaction diagram
-
-
2-oxoglutarate + NADH + H+ = D-2-hydroxyglutarate + NAD+
show the reaction diagram
-
-
2-oxoglutarate + D-lactate = D-2-hydroxyglutarate + pyruvate
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.8
-
25°C, pH 8.75, cofactor oxidized 2,6-dichlorophenolindophenol
4
-
pH 9.5, 30°C

KM Value (8 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
10
-
at pH 8.5 and 25°C
15
-
-
0.584
-
25°C, pH 8.75, cofactor oxidized 2,6-dichlorophenolindophenol
0.111
-
pH 9.5, 30°C
1.5
-
cosubstrate glutaconyl-CoA

Ki Value (5 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.37
-
at pH 7.5 and 37°C
45
-
-
0.28
-
-

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.102
-
in 50 mM Tris-HCl (pH 8.0) with 50 mM NaCl, 1 mM dithiothreitol, at 22°C
0.5
-
isoform ALKBH2, pH and temperature not specified in the publication

References & Links

Links to other databases for (R)-2-hydroxyglutarate

ChEBI
PubChem
ChEBI
PubChem