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Literature summary for 4.1.3.45 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 4.1.3.45

Protein Variants

Protein Variants Comment Organism
C327A the mutation leads to decreased activity (6%) compared to the wild type enzyme and results in a complete loss of product selectivity Streptomyces hygroscopicus
C327A the Hyg5 mutant shows 6% decreased activity compared to the wild-type, and results in a complete loss of product selectivity. The FkbO product (4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate as well as the XanB2 product 4-hydroxybenzoate are produced Streptomyces hygroscopicus
C327A/G240A the Hyg5 double mutant shows the same behavior as the single mutants, but along with a more dramatic loss of activity Streptomyces hygroscopicus
G240A the mutation leads to decreased activity (55%) compared to the wild type enzyme and results in a complete loss of product selectivity Streptomyces hygroscopicus
G240A the Hyg5 mutant shows 55% decreased activity compared to the wild-type, and results in a complete loss of product selectivity. The FkbO product (4R,5R)-4,5-dihydroxycyclohexa-1(6),2-diene-1-carboxylate as well as the XanB2 product 4-hydroxybenzoate are produced Streptomyces hygroscopicus

Inhibitors

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
chorismate Streptomyces hygroscopicus
-
 3-hydroxybenzoate + pyruvate
-
 ?
chorismate Streptomyces hygroscopicus
-
 3-hydroxybenzoate + pyruvate
-
 ir

Organism

Organism UniProt Comment Textmining
Streptomyces hygroscopicus O30478
-
-

Reaction

Reaction Comment Organism Reaction ID
chorismate = 3-hydroxybenzoate + pyruvate a hydrolysis-elimination mechanism for CH-Hyg5 is observed. No external oxygen is incorporated into the Hyg5 products indicated an intramolecular mechanism for the Hyg5 reaction. A pericyclic mechanism, as described for chorismate-converting enzymes producing the 2- and 4-regioisomeric hydroxybenzoates, can also be ruled out due to the position of the hydroxyl group in 3-hydroxybenzoate. Arene oxide reaction mechansim analysis, overview Streptomyces hygroscopicus
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
chorismate
-
 Streptomyces hygroscopicus 3-hydroxybenzoate + pyruvate
-
 ?
chorismate
-
 Streptomyces hygroscopicus 3-hydroxybenzoate + pyruvate
-
 ir
additional information no activity with 3,4-trans-dihydroxy-cyclohexa-1,5-diene-1-carboxylate and enoyl benzoate by enzyme Hyg5 Streptomyces hygroscopicus ?
-
 ?

Synonyms

Synonyms Comment Organism
3-hydroxybenzoate synthase
-
 Streptomyces hygroscopicus
CH-Hyg5
-
 Streptomyces hygroscopicus
chorismatase
-
 Streptomyces hygroscopicus
chorismatase/3-hydroxybenzoate synthase
-
 Streptomyces hygroscopicus
hyg5
-
 Streptomyces hygroscopicus

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
additional information involvement of residue C327 in directing the selectivity of product formation is underlined by the crystal structure of the mutant Hyg5 C327S with the product 3-hydroxybenzoate Streptomyces hygroscopicus