BRENDA - Enzyme Database
show all sequences of 4.2.99.20

Identification and characterization of (1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase in the menaquinone biosynthesis of Escherichia coli

Jiang, M.; Chen, X.; Guo, Z.F.; Cao, Y.; Chen, M.; Guo, Z.; Biochemistry 47, 3426-3434 (2008)

Data extracted from this reference:

Engineering
Protein Variants
Commentary
Organism
D210A
decreased activity; kcat/Km is 9091fold lower than wild-type value
Escherichia coli
H232A
decreased activity; kcat/Km is 208333fold lower than wild-type value
Escherichia coli
S86A
decreased activity; kcat/Km is 1498fold lower than wild-type value
Escherichia coli
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0083
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 37°C
Escherichia coli
0.0083
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
pH 7.0, 37°C
Escherichia coli
0.0086
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant H232A
Escherichia coli
0.0086
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme H232A
Escherichia coli
0.0101
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 25°C
Escherichia coli
0.0191
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, wild-type enzyme
Escherichia coli
0.028
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant S86A at 25°C
Escherichia coli
0.028
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme S86A
Escherichia coli
0.118
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant D210A at 25°C
Escherichia coli
0.118
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme D210A
Escherichia coli
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
additional information
SHCHC synthase activity of MenH is not affected by the addition of a divalent ion (1 mM of Mg2+, Ba2+, Mn2+, Ca2+, Co2+, or Ni2+)
Escherichia coli
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
25400
-
gel filtration
Escherichia coli
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
Escherichia coli
step in menaquinone biosynthesis
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Escherichia coli
-
-
-
Purification (Commentary)
Purification (Commentary)
Organism
; combination of Ni2+-affinity chromatography and size-exclusion chromatography
Escherichia coli
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
assay at 37°C, pH 7.0
685225
Escherichia coli
(1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + pyruvate
-
-
-
?
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
-
685225
Escherichia coli
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
step in menaquinone biosynthesis
685225
Escherichia coli
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
Subunits
Subunits
Commentary
Organism
monomer
; 1 * 25400
Escherichia coli
Synonyms
Synonyms
Commentary
Organism
(1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase
-
Escherichia coli
MenH
-
Escherichia coli
SHCHC synthase
-
Escherichia coli
YfbB
-
Escherichia coli
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
37
-
assay at
Escherichia coli
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.18
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme D210A
Escherichia coli
0.29
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme S86A
Escherichia coli
5.8
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme H232A
Escherichia coli
147
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, wild-type enzyme
Escherichia coli
167
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
pH 7.0, 37°C
Escherichia coli
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Escherichia coli
Engineering (protein specific)
Protein Variants
Commentary
Organism
D210A
decreased activity; kcat/Km is 9091fold lower than wild-type value
Escherichia coli
H232A
decreased activity; kcat/Km is 208333fold lower than wild-type value
Escherichia coli
S86A
decreased activity; kcat/Km is 1498fold lower than wild-type value
Escherichia coli
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0083
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 37°C
Escherichia coli
0.0083
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
pH 7.0, 37°C
Escherichia coli
0.0086
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant H232A
Escherichia coli
0.0086
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme H232A
Escherichia coli
0.0101
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 25°C
Escherichia coli
0.0191
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, wild-type enzyme
Escherichia coli
0.028
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant S86A at 25°C
Escherichia coli
0.028
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme S86A
Escherichia coli
0.118
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant D210A at 25°C
Escherichia coli
0.118
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme D210A
Escherichia coli
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
additional information
SHCHC synthase activity of MenH is not affected by the addition of a divalent ion (1 mM of Mg2+, Ba2+, Mn2+, Ca2+, Co2+, or Ni2+)
Escherichia coli
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
25400
-
gel filtration
Escherichia coli
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
Escherichia coli
step in menaquinone biosynthesis
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
; combination of Ni2+-affinity chromatography and size-exclusion chromatography
Escherichia coli
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
assay at 37°C, pH 7.0
685225
Escherichia coli
(1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate + pyruvate
-
-
-
?
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
-
685225
Escherichia coli
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
step in menaquinone biosynthesis
685225
Escherichia coli
(1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
monomer
; 1 * 25400
Escherichia coli
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
37
-
assay at
Escherichia coli
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.18
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme D210A
Escherichia coli
0.29
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme S86A
Escherichia coli
5.8
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, mutant enzyme H232A
Escherichia coli
147
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
25°C, wild-type enzyme
Escherichia coli
167
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate
pH 7.0, 37°C
Escherichia coli
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7
-
assay at
Escherichia coli
General Information
General Information
Commentary
Organism
physiological function
involved in menaquinone biosynthesis
Escherichia coli
General Information (protein specific)
General Information
Commentary
Organism
physiological function
involved in menaquinone biosynthesis
Escherichia coli
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
67
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant H232A
Escherichia coli
1500
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant D210A at 25°C
Escherichia coli
10000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant S86A at 25°C
Escherichia coli
14000000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 25°C
Escherichia coli
20000000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 37°C
Escherichia coli
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
67
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant H232A
Escherichia coli
1500
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant D210A at 25°C
Escherichia coli
10000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
mutant S86A at 25°C
Escherichia coli
14000000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 25°C
Escherichia coli
20000000
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate
wild-type at 37°C
Escherichia coli
Other publictions for EC 4.2.99.20
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Synonyms
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
730042
Sun
Molecular basis of the general ...
Escherichia coli
J. Biol. Chem.
289
15867-15879
2014
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1
1
7
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6
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1
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1
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1
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5
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7
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1
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5
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6
6
730729
Johnston
Crystal structures of E. coli ...
Escherichia coli
PLoS ONE
8
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2013
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1
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2
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714632
Dawson
Exploiting the high-resolution ...
Staphylococcus aureus
BMC Struct. Biol.
11
19
2011
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1
1
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1
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1
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702326
Jiang
Catalytic mechanism of SHCHC s ...
Escherichia coli
Biochemistry
48
6921-6931
2009
-
-
1
-
12
-
-
13
-
-
-
-
-
1
-
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1
-
-
-
-
-
1
-
3
-
-
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13
-
-
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1
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12
-
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13
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1
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1
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13
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13
13
685225
Jiang
Identification and characteriz ...
Escherichia coli
Biochemistry
47
3426-3434
2008
-
-
-
-
3
-
-
10
-
1
1
1
-
4
-
-
1
-
-
-
-
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3
1
4
1
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5
1
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3
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10
-
1
1
1
-
-
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1
-
-
-
-
3
1
1
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5
1
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-
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1
1
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5
5
685086
Jiang
Menaquinone biosynthesis in Es ...
Escherichia coli K-12
Biochemistry
46
10979-10989
2007
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1
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3
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1
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1
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