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Information on EC 2.2.1.9 - 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic-acid synthase
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2.2.1.9 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic-acid synthaseIUBMB Comments
Requires Mg2+ for maximal activity. This enzyme is involved in the biosynthesis of vitamin K2 (menaquinone). In most anaerobes and all Gram-positive aerobes, menaquinone is the sole electron transporter in the respiratory chain and is essential for their survival. It had previously been thought that the products of the reaction were (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate (SHCHC), pyruvate and CO2 but it is now known that two separate enzymes are involved: this enzyme and EC 4.2.99.20, 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase. Under basic conditions, the product can spontaneously lose pyruvate to form SHCHC.
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Word Map
- 2.2.1.9
- menaquinone
- thiamin
-
thdp-dependent
-
diphosphate-dependent
- alpha-ketoglutarate
-
2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylic
- dioxide
- benzoylformate
- decarboxylases
-
stereoselective
- hydrolases
- alpha/beta
-
o-succinylbenzoic
-
metal-ion-dependent
-
three-domain
-
two-stage
-
medium-resolution
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
shchc synthase, 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase, ecmend, sephchc synthase, 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(1R,2S,5S,6S)-2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase
-
(1R,2S,5S,6S)-2-succinyl-5-enolpyruvyl-6-hydroxycyclohex-3-ene-1-carboxylate synthase
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic acid synthase
EC 2.5.1.64
-
-
formerly, part transferred
-
MenD
Rv0555
SEPHCHC synthase
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase
-
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexadiene-1-carboxylate synthase
-
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase
-
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic acid synthase
-
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic acid synthase
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
reaction follows a ping-pong bi-bi mechanism
-
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
two-stage mechanism that is primarily driven by the chemical properties of the cofactor thiamine diphosphate
isochorismate + 2-oxoglutarate = 5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
proposed mechanism for formation of the tetrahedral intermediate in MenD catalysis. The strong interaction at the terminal carboxylate is proposed to restrict the rotation around C2-C2alpha so that no hydrogen bond is formed between C2alpha-OH and N4' of the cofactor throughout the reaction process. This disables the formation of the enamine intermediate and enables the formation of the tetrahedral intermediate. Modeling, overview
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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PATHWAY SOURCE
PATHWAYS
BRENDA
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-
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SYSTEMATIC NAME
IUBMB Comments
isochorismate:2-oxoglutarate 4-oxopentanoatetransferase (decarboxylating)
Requires Mg2+ for maximal activity. This enzyme is involved in the biosynthesis of vitamin K2 (menaquinone). In most anaerobes and all Gram-positive aerobes, menaquinone is the sole electron transporter in the respiratory chain and is essential for their survival. It had previously been thought that the products of the reaction were (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate (SHCHC), pyruvate and CO2 but it is now known that two separate enzymes are involved: this enzyme and EC 4.2.99.20, 2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase. Under basic conditions, the product can spontaneously lose pyruvate to form SHCHC.
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CAS REGISTRY NUMBER
COMMENTARY
122007-88-9
-
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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
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid + 2-oxoglutarate
? + CO2
-
analogue of isochorismate, weaker binding to enzyme. Only the (+)-enantiomer is a substrate
-
-
?
(5S,6S)-5,6-dihydroxycyclohexa-1,3-diene-1-carboxylate + 2-oxoglutarate
(1R,2S,5S,6S)-2-succinyl-5,6-dihydroxycyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
(5S,6S)-6-amino-5-hydroxycyclohexa-1,3-diene-1-carboxylate + 2-oxoglutarate
2-succinyl-6-amino-5-hydroxycyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
2,3-dihydroxybenzaldehyde + 2-oxoglutarate
(5R)-5-(2,3-dihydroxyphenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
2-bromobenzaldehyde + 2-oxoglutarate
(5R)-5-(2-bromophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
2-chlorobenzaldehyde + 2-oxoglutarate
(5R)-5-(2-chlorophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
2-fluorobenzaldehyde + 2-oxoglutarate
(5R)-5-(2-fluorophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
2-fluorobenzaldehyde + oxaloacetate
(1R)-1-(2-fluorophenyl)-1-hydroxypropan-2-one + 2 CO2
-
assay at pH 8
-
-
?
2-fluorobenzaldehyde + pyruvate
(1R)-1-(2-fluorophenyl)-1-hydroxypropan-2-one + CO2
-
assay at pH 8
-
-
?
2-iodobenzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-5-(2-iodophenyl)-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
2-methylbenzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-5-(2-methylphenyl)-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
3,4-dihydroxybenzaldehyde + 2-oxoglutarate
(5R)-5-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
3-fluorobenzaldehyde + 2-oxoglutarate
(5R)-5-(3-fluorophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
3-iodobenzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-5-(3-iodophenyl)-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
3-methoxybenzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-5-(3-methoxyphenyl)-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
4-chlorbenzaldehyde + 2-oxoglutarate
(5R)-5-(4-chlorophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
4-fluorobenzaldehyde + 2-oxoglutarate
(5R)-5-(4-fluorophenyl)-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
4-hydroxybenzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-5-(4-hydroxyphenyl)-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
acetaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-4-oxohexanoic acid + CO2
-
assay at pH 8
-
-
?
benzaldehyde + 2-oxoglutarate
(5R)-5-hydroxy-4-oxo-5-phenylpentanoic acid + CO2
-
assay at pH 8
-
-
?
benzaldehyde + oxaloacetate
(1R)-1-hydroxy-1-phenylpropan-2-one + 2 CO2
-
assay at pH 8
-
-
?
benzaldehyde + pyruvate
(1R)-1-hydroxy-1-phenylpropan-2-one + 2 CO2
-
assay at pH 8
-
-
?
cyclohex-1-ene-1-carbaldehyde + 2-oxoglutarate
(5R)-5-cyclohex-1-en-1-yl-5-hydroxy-4-oxopentanoic acid + CO2
-
assay at pH 8
-
-
?
glyoxylate + 2-oxoglutarate
5-hydroxy-4-oxopentanoic acid + 2 CO2
-
assay at pH 8
-
-
?
hexanal + 2-oxoglutarate
(5R)-5-hydroxy-4-oxodecanoic acid + CO2
-
assay at pH 8
-
-
?
isochorismate + 2-oxoglutarate
(1R,2S,5S,6S)-5-[(1-carboxyethenyl)oxy]-2-(3-carboxypropanoyl)-6-hydroxycyclohex-3-ene-1-carboxylic acid + CO2
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate + CO2
pyruvate + 2-oxoglutarate
4-hydroxy-5-oxohexanoic acid + 2 CO2
-
assay at pH 8
-
-
?
undec-10-enal + 2-oxoglutarate
(5R)-5-hydroxy-4-oxopentadec-14-enoic acid + CO2
-
assay at pH 8
-
-
?
additional information
?
-
-
MenD participates in the menaquinone (vitamin K2) biosynthetic pathway
-
-
?
isochorismate + 2-oxoglutarate
(1R,2S,5S,6S)-5-[(1-carboxyethenyl)oxy]-2-(3-carboxypropanoyl)-6-hydroxycyclohex-3-ene-1-carboxylic acid + CO2
-
assay at pH 8
-
-
?
isochorismate + 2-oxoglutarate
(1R,2S,5S,6S)-5-[(1-carboxyethenyl)oxy]-2-(3-carboxypropanoyl)-6-hydroxycyclohex-3-ene-1-carboxylic acid + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
the enzyme is involved in biosynthesis of vitamin K2 (menoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate + CO2
via a tetrahedral enamine/acyl anion intermediate, overview
-
-
?
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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
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinylcyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
additional information
?
-
-
MenD participates in the menaquinone (vitamin K2) biosynthetic pathway
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
the enzyme is involved in biosynthesis of vitamin K2 (menoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
-
?
isochorismate + 2-oxoglutarate
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
thiamine diphosphate
in absence of any residue that can act as a general acid/base the cofactor N4' atom is a critical component of the mechanism
thiamine diphosphate
-
Km value of wild-type 0.008 mM, mutant S391A 0.017 mM, mutant R395K 0.0022 mM, respectively
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Mg2+
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
4-[ethoxy(hydroxy)phosphoryl]-4-oxobutanoic acid
-
inhibitor shows no significant inhibition of Mycobacterium tuberculosis growth in vitro under aerobic and hypoxic conditions
dihydroxy-2-naphthoic acid
-
the potent inhibitor binds to domain II of the enzyme and inhibits its activity
4-[hydroxy(methoxy)phosphoryl]-4-oxobutanoic acid
-
competitive with respect to 2-oxoglutarate, uncompetitive with respect to (+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid. Compound is proposed to bind to the active site and react with thiamine diphosphate but not proceed forward to products by cleavage of the C-P bond
4-[hydroxy(methoxy)phosphoryl]-4-oxobutanoic acid
-
inhibitor shows no significant inhibition of Mycobacterium tuberculosis growth in vitro under aerobic and hypoxic conditions
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0042
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R293K, pH 7.4, temperature not specified in the publication
0.01
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R413K, pH 7.4, temperature not specified in the publication
0.012
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
wild-type, pH 7.4, temperature not specified in the publication
0.027
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant I418L, pH 7.4, temperature not specified in the publication
0.036
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S391A, pH 7.4, temperature not specified in the publication
0.042
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S32A, pH 7.4, temperature not specified in the publication
0.05
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R292Q, pH 7.4, temperature not specified in the publication
0.091
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R107K, pH 7.4, temperature not specified in the publication
0.109
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R395K, pH 7.4, temperature not specified in the publication
0.0026
2-oxoglutarate
-
mutant K292Q, pH 7.4, temperature not specified in the publication
0.0053
2-oxoglutarate
-
mutant R107K, pH 7.4, temperature not specified in the publication
0.0091
2-oxoglutarate
-
mutant R293K, pH 7.4, temperature not specified in the publication
0.0099
2-oxoglutarate
-
wild-type, pH 7.4, temperature not specified in the publication
0.0099
2-oxoglutarate
-
mutant S32A, pH 7.4, temperature not specified in the publication
0.012
2-oxoglutarate
-
mutant E55D, pH 7.4, temperature not specified in the publication
0.013
2-oxoglutarate
-
mutant S391A, pH 7.4, temperature not specified in the publication
0.045
2-oxoglutarate
-
mutant R395K, pH 7.4, temperature not specified in the publication
0.2
2-oxoglutarate
-
mutant I418L, pH 7.4, temperature not specified in the publication
0.22
2-oxoglutarate
-
mutant R413K, pH 7.4, temperature not specified in the publication
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.12
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R107K, pH 7.4, temperature not specified in the publication
0.18
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R395K, pH 7.4, temperature not specified in the publication
0.22
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S391A, pH 7.4, temperature not specified in the publication
0.25
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S32A, pH 7.4, temperature not specified in the publication
0.28
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant K292Q, pH 7.4, temperature not specified in the publication
0.38
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant I418L, pH 7.4, temperature not specified in the publication
0.4
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
wild-type, pH 7.4, temperature not specified in the publication
0.4
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R293K, pH 7.4, temperature not specified in the publication
0.1
2-oxoglutarate
-
mutant R413K, pH 7.4, temperature not specified in the publication
0.13
2-oxoglutarate
-
mutant R395K, pH 7.4, temperature not specified in the publication
0.17
2-oxoglutarate
-
mutant R107K, pH 7.4, temperature not specified in the publication
0.2
2-oxoglutarate
-
mutant K292Q, pH 7.4, temperature not specified in the publication
0.22
2-oxoglutarate
-
mutant I418L, pH 7.4, temperature not specified in the publication
0.23
2-oxoglutarate
-
mutant S32A, pH 7.4, temperature not specified in the publication
0.28
2-oxoglutarate
-
wild-type, pH 7.4, temperature not specified in the publication
0.3
2-oxoglutarate
-
mutant R293K, pH 7.4, temperature not specified in the publication
0.3
2-oxoglutarate
-
mutant S391A, pH 7.4, temperature not specified in the publication
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R107K, pH 7.4, temperature not specified in the publication
2
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R395K, pH 7.4, temperature not specified in the publication
6
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant K292Q, pH 7.4, temperature not specified in the publication
6
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S32A, pH 7.4, temperature not specified in the publication
6
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant S391A, pH 7.4, temperature not specified in the publication
33
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
wild-type, pH 7.4, temperature not specified in the publication
95
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant R293K, pH 7.4, temperature not specified in the publication
1417
(+)-5-(carboxymethoxy)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
-
mutant I418L, pH 7.4, temperature not specified in the publication
0.28
2-oxoglutarate
-
wild-type, pH 7.4, temperature not specified in the publication
1
2-oxoglutarate
-
mutant I418L, pH 7.4, temperature not specified in the publication
3
2-oxoglutarate
-
mutant R395K, pH 7.4, temperature not specified in the publication
18
2-oxoglutarate
-
mutant E55D, pH 7.4, temperature not specified in the publication
23
2-oxoglutarate
-
mutant S32A, pH 7.4, temperature not specified in the publication
23
2-oxoglutarate
-
mutant S391A, pH 7.4, temperature not specified in the publication
28
2-oxoglutarate
-
wild-type, pH 7.4, temperature not specified in the publication
32
2-oxoglutarate
-
mutant R107K, pH 7.4, temperature not specified in the publication
33
2-oxoglutarate
-
mutant R293K, pH 7.4, temperature not specified in the publication
77
2-oxoglutarate
-
mutant K292Q, pH 7.4, temperature not specified in the publication
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.016
4-[ethoxy(hydroxy)phosphoryl]-4-oxobutanoic acid
-
pH 7.4, 25°C
0.00013
4-[hydroxy(methoxy)phosphoryl]-4-oxobutanoic acid
-
pH 7.4, temperature not specified in the publication
0.0007
4-[hydroxy(methoxy)phosphoryl]-4-oxobutanoic acid
-
pH 7.4, 25°C
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY