Ligand 2-Aminoadipate

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Basic Ligand Information

Molecular Structure
Picture of 2-Aminoadipate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H11NO4
2-Aminoadipate
OYIFNHCXNCRBQI-UHFFFAOYSA-N
Synonyms:
2-aminoadipic acid, 2-aminohexanedioate, 2-Aminohexanedioic acid, alpha-aminoadipate, alpha-aminoadipic acid, aminoadipate, DL-2-aminoadipate, DL-2-aminohexanedioic acid, DL-alpha-aminoadipate, DL-alpha-Aminoadipic acid, DL-Aminoadipate

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
alpha-aminoadipate + 2-oxoglutarate = 2-oxoadipate + L-glutamate
show the reaction diagram
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alpha-aminoadipic acid + L-valine + L-lysine + ? = L-delta-alpha-aminoadipyl-L-cysteinyl-D-valine + ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-aminoadipate semialdehyde + NAD+ + H2O = alpha-aminoadipate + NADH + H+
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-aminohexanedioic acid + 2-oxoglutarate = 2-oxohexanedioic acid + L-glutamate
show the reaction diagram
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DL-2-aminoadipate + 2-oxoglutarate = 3-oxohexanedioic acid + L-glutamate
show the reaction diagram
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ATP + DL-alpha-aminoadipate + L-cysteine = ADP + phosphate + DL-aminoadipyl-L-cysteine
show the reaction diagram
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alpha-aminoadipic acid + L-valine + L-lysine + ? = L-delta-alpha-aminoadipyl-L-cysteinyl-D-valine + ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (20 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-aminoadipic semialdehyde + NAD+ + H2O = alpha-aminoadipic acid + NADH + H+
show the reaction diagram
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N2-acetyl-L-ornithine + 2-oxohexanedioic acid = N-acetyl-L-glutamate 5-semialdehyde + 2-aminohexanedioic acid
show the reaction diagram
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2-oxoadipate + L-glutamate = alpha-aminoadipate + 2-oxoglutarate
show the reaction diagram
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L-histidinol phosphate + 2-oxoadipate = 3-(imidazol-4-yl)-2-oxopropyl phosphate + 2-aminoadipate
show the reaction diagram
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cephalosporin C + H2O = (7R)-7-aminocephalosporanate + 2-aminoadipate
show the reaction diagram
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2-piperidone-6-carboxylate + ATP + H2O = 2-aminoadipate + phosphate + ADP
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibitory effect can be reversed by adding methionine
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strong inhibition at 5 mM
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IC50: 1.5 mM
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competitive inhibition against kynurenine or 3-hydroxykynurenine
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weak
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3D Structure of Enzyme-Ligand-Complex (PDB) (16 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (7 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
5.1
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IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1.5
-
IC50: 1.5 mM

References & Links

Links to other databases for 2-Aminoadipate

ChEBI
PubChem
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PubChem