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Literature summary extracted from

  • He, Z.; Stigers Lavoie, K.D.; Bartlett, P.A.; Toney, M.D.
    Conservation of mechanism in three chorismate-utilizing enzymes (2004), J. Am. Chem. Soc., 126, 2378-2385.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.6.1.85 expression with His-tag Escherichia coli

Protein Variants

EC Number Protein Variants Comment Organism
2.6.1.85 K274A 265fold reduction of kcat-value Escherichia coli
2.6.1.85 K274R 640fold reduction of kcat-value Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.6.1.85 (5R,6R)-4-ammonio-5-((1-carboxylatovinyl)oxy)-6-hydroxycyclohex-1-ene-1-carboxylate transition-state analogue, competitive Escherichia coli

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.6.1.85 0.013
-
chorismate wild-type, cosubstrate L-glutamine, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.058
-
chorismate wild-type, cosubstrate NH4+, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.097
-
chorismate mutant K274A, cosubstrate NH4+, pH 8.5, 25°C Escherichia coli
2.6.1.85 145
-
NH4+ wild-type, pH 8.5, 25°C Escherichia coli
2.6.1.85 169
-
NH4+ mutant K274A, pH 8.5, 25°C Escherichia coli

Organism

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

Reaction

EC Number Reaction Comment Organism Reaction ID
2.6.1.85 chorismate + L-glutamine = 4-amino-4-deoxychorismate + L-glutamate mechanism includes nucleophile addition to C2 of chorismate in an SN2'' process Escherichia coli

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.6.1.85 chorismate + L-glutamine
-
Escherichia coli 4-amino-4-deoxychorismate + L-glutamate
-
?
2.6.1.85 chorismate + NH4+
-
Escherichia coli 4-amino-4-deoxychorismate + H2O + H+
-
?

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.6.1.85 0.000098
-
chorismate mutant K274R, cosubstrate NH4+, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.00083
-
chorismate mutant K274R, cosubstrate L-glutamine, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.002
-
chorismate mutant K274A, cosubstrate L-glutamine, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.026
-
chorismate mutant K274A, cosubstrate NH4+, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.032
-
chorismate wild-type, cosubstrate NH4+, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.53
-
chorismate wild-type, cosubstrate L-glutamine, pH 8.5, 25°C Escherichia coli

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.6.1.85 0.0007
-
(5R,6R)-4-ammonio-5-((1-carboxylatovinyl)oxy)-6-hydroxycyclohex-1-ene-1-carboxylate mutant K274A, pH 8.5, 25°C Escherichia coli
2.6.1.85 0.0056
-
(5R,6R)-4-ammonio-5-((1-carboxylatovinyl)oxy)-6-hydroxycyclohex-1-ene-1-carboxylate wild-type, pH 8.5, 25°C Escherichia coli