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Literature summary for 2.5.1.19 extracted from

  • Clark, M.E.; Berti, P.J.
    Enolpyruvyl activation by enolpyruvylshikimate-3-phosphate synthase (2007), Biochemistry, 46, 1933-1940.
    View publication on PubMed

Application

Application Comment Organism
drug development protonated enolpyruvylshikimate 3-phosphate (cation) intermediate as potential target for inhibitor design Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Reaction

Reaction Comment Organism Reaction ID
phosphoenolpyruvate + 3-phosphoshikimate = phosphate + 5-O-(1-carboxyvinyl)-3-phosphoshikimate enolpyruvylshikimate 3-phosphate ketal is catalytically formed as side product upon enolpyruvyl activation through protonation by an intramolecular nucleophilic addition of O4 to C2’ of the enolpyruvyl moiety Escherichia coli

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5-enolpyruvylshikimate 3-phosphate + H2O enzymatic hydrolysis, pH 7.0, 25°C, in presence of phosphate scavenging system and excess of enzyme Escherichia coli 5-enolpyruvylshikimate 3-phosphate ketal
-
?
phosphoenolpyruvate + 3-phosphoshikimate the enzyme must promote breakdown of enolpyruvylshikimate 3-phosphate though enolpyruvyl activation, forming either the enolpyruvylshikimate 3-phosphate cation or a highly cation-like transition state Escherichia coli phosphate + 5-O-(1-carboxyvinyl)-3-phosphoshikimate
-
?
shikimate 3-phosphate + phosphoenolpyruvate enolpyruvylshikimate 3-phosphate ketal formation from shikimate 3-phosphate (radiolabelled) and phosphoenolypyruvate (in excess over shikimate 3-phosphate) by hydrolysis of product 5-enpolpyruvylshikimate 3-phosphate in presence of 25% excess of enzyme, pH 7.0, 25°C Escherichia coli phosphate + 5-enpolpyruvylshikimate 3-phosphate analysis of products by ion-paired C18 reverse-phase HPLC and scintillation counting ?

Synonyms

Synonyms Comment Organism
AroA
-
Escherichia coli
enolpyruvylshikimate 3-phosphate synthase
-
Escherichia coli
enolpyruvylshikimate-3-phosphate synthase
-
Escherichia coli
EPSP synthase
-
Escherichia coli

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0000045
-
phosphoenolpyruvate 5-enpolpyruvylshikimate 3-phosphate ketal formation in presence of shikimate 3-phosphate and equimolar phosphoenolpyruvate Escherichia coli
0.000012
-
5-enolpyruvylshikimate 3-phosphate 5-enpolpyruvylshikimate 3-phosphate ketal formation by hydrolysis of radiolabelled 5-enpolpyruvylshikimate 3-phosphate, pH 7.0, 25°C Escherichia coli
0.000049
-
phosphoenolpyruvate 5-enpolpyruvylshikimate 3-phosphate ketal formation in presence of shikimate 3-phosphate and 6.7 equivalents of phosphoenolpyruvate Escherichia coli
0.00008
-
phosphoenolpyruvate 5-enpolpyruvylshikimate 3-phosphate ketal formation in presence of shikimate 3-phosphate and 6.7 equivalents of phosphoenolpyruvate and 10 mM phosphate Escherichia coli