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Literature summary 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

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

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.19 Escherichia coli
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.19 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
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.19 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
-
 ?
2.5.1.19 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
-
 ?
2.5.1.19 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

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

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.5.1.19 0.0000045
-
 phosphoenolpyruvate 5-enpolpyruvylshikimate 3-phosphate ketal formation in presence of shikimate 3-phosphate and equimolar phosphoenolpyruvate Escherichia coli
2.5.1.19 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
2.5.1.19 0.000049
-
 phosphoenolpyruvate 5-enpolpyruvylshikimate 3-phosphate ketal formation in presence of shikimate 3-phosphate and 6.7 equivalents of phosphoenolpyruvate Escherichia coli
2.5.1.19 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