Menaquinone biosynthesis in Escherichia coli: identification of 2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate as a novel intermediate and re-evaluation of MenD activity
Jiang, M.; Cao, Y.; Guo, Z.F.; Chen, M.; Chen, X.; Guo, Z.; Biochemistry 46, 10979-10989 (2007) 
Data extracted from this reference:
Activating Compound
EC Number
Activating Compound
Commentary
Organism
Structure
2.2.1.9
thiamine diphosphate
required, Km: 0.0024 mM
Escherichia coli
Cloned(Commentary)
EC Number
Cloned (Commentary)
Organism
2.2.1.9
-
Escherichia coli
KM Value [mM]
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.2.1.9
0.053
-
isochorismate
pH 7.8, 22°C
Escherichia coli
2.2.1.9
1.5
-
2-oxoglutarate
pH 7.8, 22°C
Escherichia coli
Metals/Ions
EC Number
Metals/Ions
Commentary
Organism
Structure
2.2.1.9
Mg2+
required, Km: 0.08 mM
Escherichia coli
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
2.2.1.9
isochorismate + 2-oxoglutarate
Escherichia coli
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
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
Escherichia coli K-12
the enzyme is involved in biosynthesis of vitamin K2 (manoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
?
Organism
EC Number
Organism
UniProt
Commentary
Textmining
2.2.1.9
Escherichia coli
-
-
-
4.2.99.20
Escherichia coli K-12
-
-
-
Purification (Commentary)
EC Number
Purification (Commentary)
Organism
2.2.1.9
-
Escherichia coli
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
2.2.1.9
isochorismate + 2-oxoglutarate
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
685086
Escherichia coli
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
2.2.1.9
isochorismate + 2-oxoglutarate
under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
685086
Escherichia coli
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
-
685086
Escherichia coli K-12
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
the enzyme is involved in biosynthesis of vitamin K2 (manoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
685086
Escherichia coli K-12
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
Synonyms
EC Number
Synonyms
Commentary
Organism
2.2.1.9
MenD
-
Escherichia coli
2.2.1.9
SEPHCHC synthase
-
Escherichia coli
4.2.99.20
SHCHC synthase
-
Escherichia coli K-12
Turnover Number [1/s]
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
2.2.1.9
0.05
-
isochorismate
pH 7.8, 22°C
Escherichia coli
2.2.1.9
0.075
-
2-oxoglutarate
pH 7.8, 22°C
Escherichia coli
pH Optimum
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
2.2.1.9
7
8
phosphate buffer
Escherichia coli
Activating Compound (protein specific)
EC Number
Activating Compound
Commentary
Organism
Structure
2.2.1.9
thiamine diphosphate
required, Km: 0.0024 mM
Escherichia coli
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
2.2.1.9
-
Escherichia coli
KM Value [mM] (protein specific)
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
2.2.1.9
0.053
-
isochorismate
pH 7.8, 22°C
Escherichia coli
2.2.1.9
1.5
-
2-oxoglutarate
pH 7.8, 22°C
Escherichia coli
Metals/Ions (protein specific)
EC Number
Metals/Ions
Commentary
Organism
Structure
2.2.1.9
Mg2+
required, Km: 0.08 mM
Escherichia coli
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
2.2.1.9
isochorismate + 2-oxoglutarate
Escherichia coli
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
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
Escherichia coli K-12
the enzyme is involved in biosynthesis of vitamin K2 (manoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
?
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
2.2.1.9
-
Escherichia coli
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
2.2.1.9
isochorismate + 2-oxoglutarate
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
685086
Escherichia coli
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
2.2.1.9
isochorismate + 2-oxoglutarate
under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
685086
Escherichia coli
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate + CO2
-
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
-
685086
Escherichia coli K-12
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
4.2.99.20
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
the enzyme is involved in biosynthesis of vitamin K2 (manoquinone). Under basic conditions, the product can spontaneously lose pyruvate to form (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate
685086
Escherichia coli K-12
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
Turnover Number [1/s] (protein specific)
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
2.2.1.9
0.05
-
isochorismate
pH 7.8, 22°C
Escherichia coli
2.2.1.9
0.075
-
2-oxoglutarate
pH 7.8, 22°C
Escherichia coli
pH Optimum (protein specific)
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
2.2.1.9
7
8
phosphate buffer
Escherichia coli