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BRENDA support

Ligand succinic semialdehyde

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Basic Ligand Information

Molecular Structure
Picture of succinic semialdehyde (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H6O3
succinic semialdehyde
UIUJIQZEACWQSV-UHFFFAOYSA-N
Synonyms:
4-ketobutyrate, 4-Oxobutanoate, 4-oxobutyrate, hemisuccinic aldehyde, Oxobutanoate, Succinate-semialdehyde, succinate semialdehyde
Pathway Source
Pathways
BRENDA
4-hydroxyphenylacetate degradation, CO2 fixation in Crenarchaeota, glutamate and glutamine metabolism
KEGG
Alanine, aspartate and glutamate metabolism, Butanoate metabolism, Carbon fixation pathways in prokaryotes, Carbon metabolism, Microbial metabolism in diverse environments more
MetaCyc
3-hydroxypropanoate/4-hydroxybutanate cycle, 4-aminobutanoate degradation I, 4-aminobutanoate degradation II, 4-aminobutanoate degradation III, 4-aminobutanoate degradation IV more


Show all pahtways known for Show all BRENDA pathways known for succinic semialdehyde

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (28 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
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succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
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succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
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succinate semialdehyde + NAD+ + H2O = succinate + NADH + H+
show the reaction diagram
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pyruvate + succinic semialdehyde = 4-hydroxy-2-oxo-1,7-heptanedioate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (24 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
gamma-hydroxybutyrate + NADP+ = succinic semialdehyde + NADPH
show the reaction diagram
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4-(6-hydroxypyridin-3-yl)-4-oxobutanoate + 2 NADH + 2 H+ + O2 = 2,5-dihydroxypyridine + succinate semialdehyde + 2 NAD+ + H2O
show the reaction diagram
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4-aminobutyrate + 2-oxoglutarate = succinic semialdehyde + L-glutamate
show the reaction diagram
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2-aminobutanoate + 2-oxoglutarate = succinate semialdehyde + L-glutamate
show the reaction diagram
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2-oxoglutarate = succinate semialdehyde + CO2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (61 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
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succinic semialdehyde + NADH + H+ = 4-hydroxybutyrate + NAD+
show the reaction diagram
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succinic semialdehyde + NADPH + H+ = 4-hydroxybutyrate + NADP+
show the reaction diagram
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succinic semialdehyde + NADPH = ? + NADP+
show the reaction diagram
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4-oxobutyrate + NADPH + H+ = ?
show the reaction diagram
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succinate semialdehyde + H2O + O2 = succinate + H2O2
show the reaction diagram
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succinate semialdehyde + NAD+ = succinate + NADH + H+
show the reaction diagram
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succinate semialdehyde + CoA + NAD+ = ?
show the reaction diagram
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succinic semialdehyde + NAD+ + H2O = succinate + NADH
show the reaction diagram
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succinic semialdehyde + NADP+ + H2O = ?
show the reaction diagram
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succinic semialdehyde + NAD+ = ? + NADH
show the reaction diagram
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succinate semialdehyde + coenzyme A + NADP+ = succinyl-CoA + NADPH + H+
show the reaction diagram
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succinate-semialdehyde + coenzyme A + NADP+ = succinyl-CoA + NADPH + H+
show the reaction diagram
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succinic semialdehyde + H2O + oxidized benzyl viologen = succinic acid + H+ + reduced benzyl viologen
show the reaction diagram
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succinic semialdehyde + NADPH = ?
show the reaction diagram
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pyruvate + succinic semialdehyde = 4-hydroxy-2-oxo-1,7-heptanedioate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (60 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
4-hydroxybutyrate + NADP+ = 4-ketobutyrate + NADPH
show the reaction diagram
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hydroxybutyrate + NADP+ = oxobutanoate + NADPH
show the reaction diagram
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succinate + NADH = succinic semialdehyde + NAD+ + H2O
show the reaction diagram
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succinate + NADPH + H+ + ATP = 4-oxobutanoate + 1,4-butanedial + NADP+ + AMP + diphosphate
show the reaction diagram
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succinyl-CoA + NADPH + H+ = succinate-semialdehyde + coenzyme A + NADP+
show the reaction diagram
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4-aminobutyric acid + H2O + O2 = 4-oxobutanoate + NH3 + H2O2
show the reaction diagram
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N-carboxymethyl-4-aminobutanoate + H2O + O2 = glycine + 4-oxobutanoate + H2O2
show the reaction diagram
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4-aminobutyrate + 2-oxoglutarate = succinic semialdehyde + L-glutamate
show the reaction diagram
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4-aminobutanoate + pyruvate = 4-oxobutanoate + L-alanine
show the reaction diagram
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4-aminobutyrate + vanillin = vanillylamine + 4-oxobutyrate
show the reaction diagram
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4-aminobutanoate + 2-oxoglutarate = 4-oxobutanoate + L-glutamate
show the reaction diagram
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D-aminobutanoate + 2-oxoglutarate = oxobutanoate + D-glutamate
show the reaction diagram
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4-aminobutanoate + 2-oxoglutarate = succinic semialdehyde + L-glutamate
show the reaction diagram
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4-aminobutanoate + 2-oxoglutarate = 4-oxobutanoate + L-glutamate
show the reaction diagram
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4-aminobutanoate + pyruvate = succinic semialdehyde + L-alanine
show the reaction diagram
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gamma-amino-n-butyrate + 4,5-dioxopentanoate = 5-aminolevulinate + succinic semialdehyde
show the reaction diagram
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4-aminobutyrate + 2-oxoglutarate = succinic semialdehyde + L-glutamate
show the reaction diagram
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4-aminobutanoate + 2-oxoglutarate = 4-oxobutanoate + D-glutamate
show the reaction diagram
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3-(acetamidomethylene)succinate + H2O = acetate + 4-oxobutanoate + NH3 + CO2
show the reaction diagram
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2-oxoglutarate = succinate semialdehyde + CO2
show the reaction diagram
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2-oxoglutarate = CO2 + succinate semialdehyde
show the reaction diagram
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4-hydroxy-2-ketoheptane-1,7-dioate = pyruvate + succinic semialdehyde
show the reaction diagram

Inhibitor in Enzyme-catalyzed Reactions (43 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
90% substrate inhibition at 20 mM
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slight inhibition
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product inhibition, mixed type inhibition with respect to NAD+, competititve with respect to 4-hydroxybutanoate
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5 mM 65% inhibition
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non-competitive inhibitor
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67% inhibition at 2 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (18 results)

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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (73 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
1329
-
with NADH as cosubstrate, at pH 8.0 and 37°C
440
-
65°C, pH 7.9
0.76
-
-
5700
-
80°C, pH 8.4
10.8
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with L-alanine as cosubstrate, in 50 mM TABS (pH 9), 1.5 mM dithiothreitol, 0.625 mM EDTA, 0.1 mM pyridoxal 5'-phosphate, 10% (v/v) glycerol, at 30°C
10.8
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reverse reaction with L-alanine, pH 9.0, 30°C
203.8
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Kcat(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C
64.9
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pH 8.0, 25°C

KM Value (143 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.285
-
-
2.7
-
pH 8.5, 30°C
8
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pH 8.4, 80°C, formaldehyde ferredoxin oxidoreductase, benzyl viologen as electron acceptor
8
-
80°C, pH 8.4
0.014
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with L-alanine as cosubstrate, in 50 mM TABS (pH 9), 1.5 mM dithiothreitol, 0.625 mM EDTA, 0.1 mM pyridoxal 5'-phosphate, 10% (v/v) glycerol, at 30°C
0.014
-
reverse reaction with L-alanine, pH 9.0, 30°C
9.1
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Km(app) with pyruvate as carbonyl donor, pH 8.0 and 25°C
73.8
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pH 8.0, 25°C

Ki Value (17 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.56
-
-
0.0066
-
38°C, pH 8.5
0.3
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in 50 mM Tris-HCl (pH 8.2), at 22°C

References & Links

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Links to other databases for succinic semialdehyde

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ChEBI
PubChem
ChEBI
PubChem