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Literature summary for 3.3.2.13 extracted from

  • Hubrich, F.; Juneja, P.; Mueller, M.; Diederichs, K.; Welte, W.; Andexer, J.N.
    Chorismatase mechanisms reveal fundamentally different types of reaction in a single conserved protein fold (2015), J. Am. Chem. Soc., 137, 11032-11037 .
    View publication on PubMed
Search for more literature for 3.3.2.13

Inhibitors

Inhibitors Comment Organism Structure
3-(2-carboxyethyl) benzoate
-
 Streptomyces hygroscopicus subsp. ascomyceticus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
chorismate + H2O Streptomyces hygroscopicus subsp. ascomyceticus
-
 3,4-trans-dihydroxy-cyclohexa-1,5-diene-1-carboxylate
-
 ?

Organism

Organism UniProt Comment Textmining
Streptomyces hygroscopicus subsp. ascomyceticus Q9KID9
-
-

Reaction

Reaction Comment Organism Reaction ID
chorismate + H2O = (4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate + pyruvate for the CH-FkbO subfamily, an isochorismatase-like hydrolysis mechanism is suggested where the acidic active site residue E338FkbO initially protonates the C3' of chorismate. This resulting carbocation intermediate is nucleophilically attacked by (activated) water leading to the formation of an unstable tetrahedral intermediate (hemiketal), which decomposes spontaneously into the products 3,4-trans-dihydroxy-cyclohexa-1,5-dienecarboxylate and pyruvate. Hydrolysis reaction mechanism analysis, overview Streptomyces hygroscopicus subsp. ascomyceticus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
chorismate + H2O
-
 Streptomyces hygroscopicus subsp. ascomyceticus 3,4-trans-dihydroxy-cyclohexa-1,5-diene-1-carboxylate
-
 ?

Synonyms

Synonyms Comment Organism
CH-fkbo
-
 Streptomyces hygroscopicus subsp. ascomyceticus
chorismatases/chorismate hydrolase
-
 Streptomyces hygroscopicus subsp. ascomyceticus
fkbO
-
 Streptomyces hygroscopicus subsp. ascomyceticus

General Information

General Information Comment Organism
evolution three subfamilies of chorismatases are described that convert chorismate into different (dihydro-)benzoate derivatives (CH-FkbO, CH-Hyg5, and CH-XanB2). The CH-FkbO and CH-Hyg5 subfamilies share the same protein fold, but employ fundamentally different reaction mechanisms, comparisons of the reaction mechanism of CH-FkbO and CH-Hyg5 and structure-function analysis, overview Streptomyces hygroscopicus subsp. ascomyceticus