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Information on EC 1.5.1.7 - saccharopine dehydrogenase (NAD+, L-lysine-forming)
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EC Tree
1.5.1.7 saccharopine dehydrogenase (NAD+, L-lysine-forming)Specify your search results
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
fvsdh, saccharopine dehydrogenase (l-lysine-forming), 
more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
dehydrogenase, saccharopine (nicotinamide adenine dinucleotide, lysine forming)
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epsilon-N-(L-glutaryl-2)-L-lysine:NAD oxidoreductase (L-lysine forming)
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Fvsdh
LYS1
Lys1p
Lysine--2-oxoglutarate reductase
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lysine-2-oxoglutarate reductase
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N6-(glutar-2-yl)-L-lysine:NAD oxidoreductase (L-lysine-forming)
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N6-(glutaryl-2)-L-lysine:NAD oxidoreductase (L-lysine forming)
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N6-(glutaryl-2)-L-lysine:nicotinamide adenine dinucleotide (NAD+) oxidoreductase (L-lysine-forming)
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NAD+-linked saccharopine dehydrogenase
saccharopine dehydrogenase
SDH
saccharopine dehydrogenase
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catalyzes the final step in the alpha-aminoadipate pathway for lysine biosynthesis
SDH
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-lysine + 2-oxoglutarate + NADH + H+
mechanism
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-lysine + 2-oxoglutarate + NADH + H+
model of proton shuttle mechanism. Concerted proton and hydride transfer, proton transfer exists in at least two sequential transition states
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-lysine + 2-oxoglutarate + NADH + H+
ordered addition of NAD followed by saccharopine in the physiologic reaction direction. In the opposite direction, NADH adds to the enzyme first, while there is no preference for the order of binding of alpha-ketoglutarate and lysine
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N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O = L-lysine + 2-oxoglutarate + NADH + H+
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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reductive condensation
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
N6-(L-1,3-dicarboxypropyl)-L-lysine:NAD+ oxidoreductase (L-lysine-forming)
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CAS REGISTRY NUMBER
COMMENTARY
9073-96-5
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
additional information
?
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3-acetylpyridine adenine dinucleotide, 3-pyridinealdehyde adenine dinucleotide, and thionicotinamide adenine dinucleotide can serve as a substrate in the oxidative deamination reaction, as can glyoxylate, pyruvate, alpha-ketobutyrate, alpha-ketovalerate, alpha-ketomalonate, and alpha-ketoadipate in the reverse reaction
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L-lysine + 2-oxoglutarate + NADH
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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?
L-lysine + 2-oxoglutarate + NADH
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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r
L-lysine + 2-oxoglutarate + NADH + H+
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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?
L-lysine + 2-oxoglutarate + NADH + H+
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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i.e. saccharopine
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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i.e. saccharopine
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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high specificity with respect to coenzyme and substrate
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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high specificity with respect to coenzyme and substrate
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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A-stereospecific in hydrogen transfer in the synthesis of saccharopine from alpha-ketoglutarate and L-lysine
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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i.e. saccharopine
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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i.e. saccharopine
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
Flammulina velutipes Dan3
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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the enzyme is specific for L-lysine
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
L-lysine + 2-oxoglutarate + NADH
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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r
L-lysine + 2-oxoglutarate + NADH + H+
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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involved in lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH
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last step of alpha-aminoadipate pathway for lysine biosynthesis
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?
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
Flammulina velutipes Dan3
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
N6-(L-1,3-dicarboxypropyl)-L-lysine + NAD+ + H2O
L-lysine + 2-oxoglutarate + NADH + H+
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r
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NADP+
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NADP+ is competitive versus NADPH when NADPH serves as the coenzyme
alpha-ketoglutarate
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substrate inhibition, uncompetitive versus NADH
amino acids
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hydrophobic amino acids with 5 or 6 carbon atoms; hydroxylic amino acids
amino acids
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hydrophobic amino acids with 5 or 6 carbon atoms; not: dicarboxylic amino acids, aspartate, glutamate, 2-aminoadipate
L-leucine
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L-leucine is a competitive inhibitor against L-lysine at pH 6.5-12.5
L-leucine
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dead-end inhibition by L-leucine is uncompetitive versus NADPH
oxalylglycine
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at pH 5.45 and 9.58, oxalylglycine is competitive versus 2-oxoglutarate
oxalylglycine
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competitive against lysine with mutant E78A, noncompetitive with mutants E78Q, E122Q, E78Q/E122Q, E122A, E78A/E122A
p-hydroxymercuribenzoate
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inhibition counteracted by 2-mercaptoethanol or glutathione
additional information
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no substrate inhibition by NADH, NAD+ and saccharopine
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additional information
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detailed analysis of inhibition patterns for product and dead end inhibitors
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
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detailed kinetic analysis including pH-dependance and deuterium kinetic effects
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0.11
2-oxoglutarate
wild type enzyme, in 100 mM HEPES, pH 7.0, at 25°C
9
2-oxoglutarate
mutant enzyme H96Q, in 100 mM HEPES, pH 7.0, at 25°C
10
2-oxoglutarate
mutant enzyme K77M, in 100 mM HEPES, pH 7.0, at 25°C
267
2-oxoglutarate
mutant enzyme K77M/H96Q, in 100 mM HEPES, pH 7.0, at 25°C
0.89
L-lysine
wild type enzyme, in 100 mM HEPES, pH 7.0, at 25°C
25
L-lysine
mutant enzyme K77M, in 100 mM HEPES, pH 7.0, at 25°C
96
L-lysine
mutant enzyme K77M/H96Q, in 100 mM HEPES, pH 7.0, at 25°C
267
L-lysine
mutant enzyme H96Q, in 100 mM HEPES, pH 7.0, at 25°C
0.2
N6-(L-1,3-dicarboxypropyl)-L-lysine
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mutant enzyme C205S, at pH 7.0 and 25°C
1.4
N6-(L-1,3-dicarboxypropyl)-L-lysine
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mutant enzyme C205V, at pH 7.0 and 25°C
6.7
N6-(L-1,3-dicarboxypropyl)-L-lysine
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wild type enzyme, at pH 7.0 and 25°C
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE