Ligand (S)-2-amino-6-oxohexanoate

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Basic Ligand Information

Molecular Structure
Picture of (S)-2-amino-6-oxohexanoate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C6H11NO3
(S)-2-amino-6-oxohexanoate
GFXYTQPNNXGICT-YFKPBYRVSA-N
Synonyms:
(S)-2-aminoadipate 6-semialdehyde, allysine, alpha-AASA, L-2-aminoadipate-semialdehyde, L-2-aminoadipate 6-semialdehyde, L-2-aminoadipate semialdehyde, L-alpha-aminoadipate-delta-semialdehyde, L-alpha-aminoadipate-semialdehyde

Show all pahtways known for Show all BRENDA pathways known for (S)-2-amino-6-oxohexanoate

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
(S)-2-aminoadipate 6-semialdehyde = (S)-2,3,4,5-tetrahydropiperidine-2-carboxylate + H2O
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-2-aminoadipate + NADPH + H+ + ATP = (S)-2-amino-6-oxohexanoate + NADP+ + AMP + diphosphate
show the reaction diagram
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L-lysine + O2 + H2O = (S)-2-amino-6-oxohexanoate + H2O2 + NH3
show the reaction diagram
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NADP+ + H2O = L-glutamate + (S)-2-amino-6-oxohexanoate + NADPH + H+
show the reaction diagram
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-glutamate + (S)-2-amino-6-oxohexanoate + NADH + H+
show the reaction diagram
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L-saccharopine + H2O + O2 = L-2-aminoadipate 6-semialdehyde + L-glutamate + H2O2
show the reaction diagram
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L-lysine + 8-amino-7-oxononanoate = (S)-2-amino-6-oxohexanoate + 7,8-diaminononanoate
show the reaction diagram
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L-lysine + 2-oxoglutarate = (S)-2-amino-6-oxohexanoate + L-glutamate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-2-amino-6-oxohexanoate + NADP+ + AMP + diphosphate = L-2-aminoadipate + NADPH + H+ + ATP
show the reaction diagram
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(S)-2-aminoadipate 6-semialdehyde = (S)-2,3,4,5-tetrahydropiperidine-2-carboxylate + H2O
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-2-aminoadipate + NADPH + H+ + ATP = (S)-2-amino-6-oxohexanoate + NADP+ + AMP + diphosphate
show the reaction diagram
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polylysine + O2 + H2O = allysine + H2O2 + NH3
show the reaction diagram
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L-lysine + O2 + H2O = (S)-2-amino-6-oxohexanoate + H2O2 + NH3
show the reaction diagram
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-glutamate + (S)-2-amino-6-oxohexanoate + NADH + H+
show the reaction diagram
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L-saccharopine + H2O + O2 = L-2-aminoadipate 6-semialdehyde + L-glutamate + H2O2
show the reaction diagram
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L-lysine + 8-amino-7-oxononanoate = (S)-2-amino-6-oxohexanoate + 7,8-diaminononanoate
show the reaction diagram
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L-lysine + 2-oxoglutarate = L-glutamate + (S)-2-amino-6-oxohexanoate
show the reaction diagram
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L-lysine + 2-oxoglutarate = (S)-2-amino-6-oxohexanoate + L-glutamate
show the reaction diagram
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(5R)-5-phosphohydroxy-L-lysine + H2O = (S)-2-amino-6-oxohexanoate + NH3 + phosphate
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
shows noncompetitive inhibition versus saccharopine and uncompetitive inhibition versus NADP+
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Enzyme Kinetic Parameters

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.181
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References & Links

Links to other databases for (S)-2-amino-6-oxohexanoate

ChEBI
PubChem
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PubChem