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Literature summary for 4.2.99.20 extracted from

  • Jiang, M.; Chen, X.; Guo, Z.F.; Cao, Y.; Chen, M.; Guo, Z.
    Identification and characterization of (1R,6R)-2-succinyl-6-hydroxy-2,4-cyclohexadiene-1-carboxylate synthase in the menaquinone biosynthesis of Escherichia coli (2008), Biochemistry, 47, 3426-3434.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
D210A decreased activity Escherichia coli
D210A kcat/Km is 9091fold lower than wild-type value Escherichia coli
H232A decreased activity Escherichia coli
H232A kcat/Km is 208333fold lower than wild-type value Escherichia coli
S86A decreased activity Escherichia coli
S86A kcat/Km is 1498fold lower than wild-type value Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0083
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate pH 7.0, 37°C Escherichia coli
0.0083
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate wild-type at 37°C Escherichia coli
0.0086
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate 25°C, mutant enzyme H232A Escherichia coli
0.0086
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate mutant 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
-
5-enolpyruvoyl-6-hydroxy-2-succinyl-cyclohex-3-ene-1-carboxylate 25°C, mutant enzyme S86A Escherichia coli
0.028
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate mutant S86A 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
0.118
-
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate mutant D210A at 25°C Escherichia coli

Metals/Ions

Metals/Ions Comment 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] Comment Organism
25400
-
gel filtration Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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 Comment Textmining
Escherichia coli
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Escherichia coli
combination of Ni2+-affinity chromatography and size-exclusion chromatography Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate assay at 37°C, pH 7.0 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
-
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 Escherichia coli (1R,6R)-6-hydroxy-2-succinylcyclohexa-2,4-diene-1-carboxylate + pyruvate
-
?

Subunits

Subunits Comment Organism
monomer
-
Escherichia coli
monomer 1 * 25400 Escherichia coli

Synonyms

Synonyms Comment 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] Comment Organism
37
-
assay at Escherichia coli

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment 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 Comment Organism
7
-
assay at Escherichia coli

General Information

General Information Comment 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 Comment 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