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Literature summary extracted from

  • Svarcova, M.; Kratky, M.; Vinsova, J.
    Investigation of potential inhibitors of chorismate-utilizing enzymes (2015), Curr. Med. Chem., 22, 1383-1399 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.2.99.21 sequence comparisons Pseudomonas aeruginosa
5.4.4.2 sequence comparisons Yersinia pestis
5.4.4.2 sequence comparisons Escherichia coli

Protein Variants

EC Number Protein Variants Comment Organism
5.4.4.2 K190A inactive mutant Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.1.3.27 (1R,4R,5S,6S)-4-[(1-carboxyethenyl)oxy]-5-hydroxy-7-oxabicyclo[4.1.0]hept-2-ene-2-carboxylic acid
-
Serratia marcescens
4.1.3.27 (3R,4R)-3,4-dihydroxycyclohexa-1,5-diene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (3R,4R)-3-azido-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxy-6-methylidenecyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (3S)-3-[(1-carboxyethenyl)oxy]cyclohepta-1,6-diene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 (4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Serratia marcescens
4.1.3.27 1-(1-carboxyethyl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
-
Serratia marcescens
4.1.3.27 1-(1-carboxyethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
Serratia marcescens
4.1.3.27 1-(2-carboxyprop-2-en-1-yl)-2-oxo-1,2-dihydropyridine-4-carboxylic acid
-
Serratia marcescens
4.1.3.27 1-(2-carboxyprop-2-en-1-yl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
Serratia marcescens
4.1.3.27 1-(carboxymethyl)-6-oxo-1,6-dihydropyridine-3-carboxylic acid
-
Serratia marcescens
4.1.3.27 2-amino-3-(1-carboxyethoxy)benzoic acid
-
Serratia marcescens
4.1.3.27 2-[(1-carboxyethyl)amino]pyridine-4-carboxylic acid
-
Serratia marcescens
4.1.3.27 2-[(carboxymethyl)amino]pyridine-4-carboxylic acid
-
Serratia marcescens
4.1.3.27 2-[[(1R,6R)-3-bromo-6-hydroxycyclohexa-2,4-dien-1-yl]oxy]prop-2-enoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-2-hydroxybenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-2-nitrobenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4-(hydroxymethyl)benzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4-(sulfanylmethyl)benzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4-hydroxybenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4-methoxybenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)-4-methylbenzoic acid
-
Serratia marcescens
4.1.3.27 3-(1-carboxyethoxy)benzoic acid
-
Serratia marcescens
4.1.3.27 3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid
-
Serratia marcescens
4.1.3.27 3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid
-
Serratia marcescens
4.1.3.27 4-(azidomethyl)-3-(1-carboxyethoxy)benzoic acid
-
Serratia marcescens
4.1.3.27 4-amino-3-(1-carboxyethoxy)benzoic acid
-
Serratia marcescens
4.1.3.27 4-amino-3-[(1-carboxyethyl)amino]benzoic acid
-
Serratia marcescens
4.1.3.27 [(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-dien-1-yl]phosphonate
-
Serratia marcescens
4.1.3.27 [4-carboxy-2-(1-carboxyethoxy)phenyl]methanaminium
-
Serratia marcescens
4.2.99.21 (4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
4.2.99.21 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Mycobacterium tuberculosis
4.2.99.21 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid inhibition of salicylate synthase activity Pseudomonas aeruginosa
4.2.99.21 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
4.2.99.21 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia pestis
4.2.99.21 (4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
4.2.99.21 (4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
4.2.99.21 (4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
4.2.99.21 1-(2-sulfanylidene-2,3-dihydro-1H-benzimidazol-1-yl)ethan-1-one
-
Mycobacterium tuberculosis
4.2.99.21 2-amino-3-(1-carboxyethoxy)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-2-hydroxybenzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-2-nitrobenzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-(1-carboxyethoxy)-4-(hydroxymethyl)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-4-(sulfanylmethyl)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-4-hydroxybenzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-4-methoxybenzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)-4-methylbenzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(1-carboxyethoxy)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 3-(3,4-dichlorobenzene-1-sulfonyl)benzene-1-sulfonamide
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-1-carboxy-2-[2-(trifluoromethyl)phenyl]ethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-1-carboxy-2-[3-(trifluoromethyl)phenyl]ethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-1-carboxy-2-[4-(trifluoromethyl)phenyl]ethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-2-[2-(acetyloxy)phenyl]-1-carboxyethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-2-[3-(acetyloxy)phenyl]-1-carboxyethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-([(E)-2-[4-(acetyloxy)phenyl]-1-carboxyethenyl]oxy)-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[(1-carboxyethenyl)oxy]-4-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[(1-carboxyethenyl)oxy]benzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxy-3-methylbut-1-en-1-yl]oxy]-4-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxy-3-methylbut-1-en-1-yl]oxy]benzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxybut-1-en-1-yl]oxy]benzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxyprop-1-en-1-yl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxyprop-1-en-1-yl]oxy]-4-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(1E)-1-carboxyprop-1-en-1-yl]oxy]benzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(2-chlorophenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(2-methylphenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(3-chlorophenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(3-methylphenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(4-chlorophenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-(4-methylphenyl)ethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-phenylethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-phenylethenyl]oxy]-4-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-1-carboxy-2-phenylethenyl]oxy]benzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-2-(2-bromophenyl)-1-carboxyethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-2-(3-bromophenyl)-1-carboxyethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 3-[[(E)-2-(4-bromophenyl)-1-carboxyethenyl]oxy]-2-hydroxybenzoic acid
-
Mycobacterium tuberculosis
4.2.99.21 4,4'-sulfonylbis(2,6-dinitrophenol)
-
Pseudomonas aeruginosa
4.2.99.21 4,4'-sulfonylbis(2,6-dinitrophenol)
-
Yersinia enterocolitica
4.2.99.21 4,6-dinitro-2-oxo-1,3-benzoxathiol-5-yl methyl carbonate
-
Pseudomonas aeruginosa
4.2.99.21 4,6-dinitro-2-oxo-2H-1,3-benzoxathiol-5-yl methyl carbonate
-
Yersinia enterocolitica
4.2.99.21 4-(azidomethyl)-3-(1-carboxyethoxy)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 4-amino-3-(1-carboxyethoxy)benzoic acid
-
Yersinia enterocolitica
4.2.99.21 5-[(2-carboxyphenyl)sulfamoyl]-2-hydroxybenzoic acid
-
Pseudomonas aeruginosa
4.2.99.21 5-[(2-carboxyphenyl)sulfamoyl]-2-methylbenzoic acid
-
Yersinia enterocolitica
4.2.99.21 methyl 2-hydroxy-3-([(1E)-3-methoxy-3-oxo-1-[2-(trifluoromethyl)phenyl]prop-1-en-2-yl]oxy)benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 2-hydroxy-3-([(1E)-3-methoxy-3-oxo-1-[3-(trifluoromethyl)phenyl]prop-1-en-2-yl]oxy)benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 2-hydroxy-3-([(1E)-3-methoxy-3-oxo-1-[4-(trifluoromethyl)phenyl]prop-1-en-2-yl]oxy)benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 2-hydroxy-3-[[(1E)-3-methoxy-1-(2-methylphenyl)-3-oxoprop-1-en-2-yl]oxy]benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 2-hydroxy-3-[[(1E)-3-methoxy-1-(3-methylphenyl)-3-oxoprop-1-en-2-yl]oxy]benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 2-hydroxy-3-[[(1E)-3-methoxy-1-(4-methylphenyl)-3-oxoprop-1-en-2-yl]oxy]benzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-([(1E)-1-[2-(acetyloxy)phenyl]-3-methoxy-3-oxoprop-1-en-2-yl]oxy)-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-([(1E)-1-[3-(acetyloxy)phenyl]-3-methoxy-3-oxoprop-1-en-2-yl]oxy)-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-([(1E)-1-[4-(acetyloxy)phenyl]-3-methoxy-3-oxoprop-1-en-2-yl]oxy)-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(2-bromophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(2-chlorophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(3-bromophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(3-chlorophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(4-bromophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 methyl 3-[[(1E)-1-(4-chlorophenyl)-3-methoxy-3-oxoprop-1-en-2-yl]oxy]-2-hydroxybenzoate
-
Mycobacterium tuberculosis
4.2.99.21 additional information inhibitor structure-function realtionship and molecular docking; inhibitor structure-function relationship and molecular docking Mycobacterium tuberculosis
4.2.99.21 additional information inhibitor structure-function realtionship and molecular docking; inhibitor structure-function relationship and molecular docking Yersinia enterocolitica
4.2.99.21 additional information inhibitor structure-function realtionship and molecular docking; inhibitor structure-function relationship and molecular docking Yersinia pestis
4.2.99.21 N-ethyl-3-(3-oxo-1,2-benzothiazol-2(3H)-yl)benzene-1-sulfonamide
-
Mycobacterium tuberculosis
4.2.99.21 [4-carboxy-2-(1-carboxyethoxy)phenyl]methanaminium
-
Yersinia enterocolitica
5.4.4.2 (4R,5R)-5-(carboxymethoxy)-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid inhibition of isochorismate synthase activity and salicylate synthase activity Escherichia coli
5.4.4.2 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Mycobacterium tuberculosis
5.4.4.2 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Pseudomonas aeruginosa
5.4.4.2 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia enterocolitica
5.4.4.2 (4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Yersinia pestis
5.4.4.2 (4R,5R)-5-[(1R)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5R)-5-[(1S)-1-carboxyethoxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5R)-5-[(2-carboxyprop-2-en-1-yl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5R,6S)-6-amino-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5R,6S)-6-amino-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid
-
Pseudomonas aeruginosa
5.4.4.2 (4R,5S,6S)-4-amino-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5S,6S)-4-amino-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohex-1-ene-1-carboxylic acid
-
Pseudomonas aeruginosa
5.4.4.2 (4R,5S,6S)-5-[(1-carboxyethenyl)oxy]-4,6-dihydroxycyclohex-1-ene-1-carboxylic acid
-
Escherichia coli
5.4.4.2 (4R,5S,6S)-5-[(1-carboxyethenyl)oxy]-4,6-dihydroxycyclohex-1-ene-1-carboxylic acid
-
Pseudomonas aeruginosa
5.4.4.2 additional information inhibitor structure-function relationship and molecular docking Escherichia coli
5.4.4.2 additional information inhibitor structure-function realtionship and molecular docking Mycobacterium tuberculosis
5.4.4.2 additional information inhibitor structure-function relationship and molecular docking Pseudomonas aeruginosa
5.4.4.2 additional information inhibitor structure-function relationship and molecular docking Yersinia enterocolitica
5.4.4.2 additional information inhibitor structure-function relationship and molecular docking Yersinia pestis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.3.27 Mg2+ required for activity Serratia marcescens
4.2.99.21 Mg2+ required Yersinia pestis
4.2.99.21 Mg2+ required Yersinia enterocolitica
4.2.99.21 Mg2+ required Pseudomonas aeruginosa
4.2.99.21 Mg2+ required Mycobacterium tuberculosis
5.4.4.2 Mg2+ required Yersinia pestis
5.4.4.2 Mg2+ required Yersinia enterocolitica
5.4.4.2 Mg2+ required Mycobacterium tuberculosis
5.4.4.2 Mg2+ strongly dependent on, magnesium ions interact with chorismate in the active site, forming a magnesium-coordinated transition state during the reaction Escherichia coli
5.4.4.2 Mg2+ strongly dependent on, magnesium ions interact with chorismate in the active site, forming a magnesium-coordinated transition state during the reaction Pseudomonas aeruginosa

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.1.3.27 chorismate + L-glutamine Serratia marcescens one subunit of the enzyme contains a chorismate binding site and catalyzes the formation of anthranilate via 2-amino-2-deoxyisochorismate. After the first step, the intermediate remains bound to the enzyme, where it is subsequently converted to anthranilate through the elimination of pyruvate anthranilate + pyruvate + L-glutamate
-
?
4.2.99.21 isochorismate Yersinia pestis
-
salicylate + pyruvate
-
?
4.2.99.21 isochorismate Yersinia enterocolitica
-
salicylate + pyruvate
-
?
4.2.99.21 isochorismate Pseudomonas aeruginosa
-
salicylate + pyruvate
-
?
4.2.99.21 isochorismate Mycobacterium tuberculosis
-
salicylate + pyruvate
-
?
4.2.99.21 isochorismate Mycobacterium tuberculosis ATCC 25618
-
salicylate + pyruvate
-
?
4.2.99.21 isochorismate Pseudomonas aeruginosa ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1
-
salicylate + pyruvate
-
?
5.4.4.2 Chorismate Yersinia pestis
-
Isochorismate
-
r
5.4.4.2 Chorismate Yersinia enterocolitica
-
Isochorismate
-
r
5.4.4.2 Chorismate Mycobacterium tuberculosis
-
Isochorismate
-
r
5.4.4.2 Chorismate Mycobacterium tuberculosis ATCC 25618
-
Isochorismate
-
r
5.4.4.2 isochorismate Escherichia coli
-
chorismate
-
r
5.4.4.2 isochorismate Pseudomonas aeruginosa
-
chorismate
-
r

Organism

EC Number Organism UniProt Comment Textmining
4.1.3.27 Serratia marcescens
-
-
-
4.2.99.21 Mycobacterium tuberculosis P9WFX1
-
-
4.2.99.21 Mycobacterium tuberculosis ATCC 25618 P9WFX1
-
-
4.2.99.21 no activity in Homo sapiens
-
-
-
4.2.99.21 Pseudomonas aeruginosa Q51507
-
-
4.2.99.21 Pseudomonas aeruginosa ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1 Q51507
-
-
4.2.99.21 Yersinia enterocolitica
-
-
-
4.2.99.21 Yersinia pestis
-
-
-
5.4.4.2 Escherichia coli P38051
-
-
5.4.4.2 Mycobacterium tuberculosis P9WFX1
-
-
5.4.4.2 no activity in Homo sapiens
-
-
-
5.4.4.2 Pseudomonas aeruginosa Q51508
-
-
5.4.4.2 Yersinia enterocolitica
-
-
-
5.4.4.2 Yersinia pestis
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.99.21 isochorismate = salicylate + pyruvate overall reaction, salicylate sythase converts chorismate into salicylate via an isochorismate intermediate Yersinia pestis
4.2.99.21 isochorismate = salicylate + pyruvate overall reaction, salicylate sythase converts chorismate into salicylate via an isochorismate intermediate Yersinia enterocolitica
4.2.99.21 isochorismate = salicylate + pyruvate overall reaction, salicylate sythase converts chorismate into salicylate via an isochorismate intermediate Mycobacterium tuberculosis
5.4.4.2 chorismate = isochorismate isochorismate synthase (IS) performs a 1,5-displacement mechanism during the chorismate conversion to intermediates through the use of a nucleophile, which is water in the case of IS, but might also be possible with ammonia. The hydroxyl group in the isochorismate is generated from water and not through an intramolecular rearrangement Escherichia coli
5.4.4.2 chorismate = isochorismate isochorismate synthase performs a 1,5-displacement mechanism during the chorismate conversion to intermediates through the use of a nucleophile, which is water in the case of isochorismate synthase, but might also be possible with ammonia. The hydroxyl group in the isochorismate is generated from water and not through an intramolecular rearrangement Pseudomonas aeruginosa

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.3.27 chorismate + L-glutamine one subunit of the enzyme contains a chorismate binding site and catalyzes the formation of anthranilate via 2-amino-2-deoxyisochorismate. After the first step, the intermediate remains bound to the enzyme, where it is subsequently converted to anthranilate through the elimination of pyruvate Serratia marcescens anthranilate + pyruvate + L-glutamate
-
?
4.2.99.21 isochorismate
-
Yersinia pestis salicylate + pyruvate
-
?
4.2.99.21 isochorismate
-
Yersinia enterocolitica salicylate + pyruvate
-
?
4.2.99.21 isochorismate
-
Pseudomonas aeruginosa salicylate + pyruvate
-
?
4.2.99.21 isochorismate
-
Mycobacterium tuberculosis salicylate + pyruvate
-
?
4.2.99.21 isochorismate
-
Mycobacterium tuberculosis ATCC 25618 salicylate + pyruvate
-
?
4.2.99.21 isochorismate
-
Pseudomonas aeruginosa ATCC 15692 / DSM 22644 / CIP 104116 / JCM 14847 / LMG 12228 / 1C / PRS 101 / PAO1 salicylate + pyruvate
-
?
4.2.99.21 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia pestis ?
-
?
4.2.99.21 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia enterocolitica ?
-
?
4.2.99.21 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis ?
-
?
4.2.99.21 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis ATCC 25618 ?
-
?
5.4.4.2 Chorismate
-
Yersinia pestis Isochorismate
-
r
5.4.4.2 Chorismate
-
Yersinia enterocolitica Isochorismate
-
r
5.4.4.2 Chorismate
-
Mycobacterium tuberculosis Isochorismate
-
r
5.4.4.2 Chorismate
-
Mycobacterium tuberculosis ATCC 25618 Isochorismate
-
r
5.4.4.2 isochorismate
-
Escherichia coli chorismate
-
r
5.4.4.2 isochorismate
-
Pseudomonas aeruginosa chorismate
-
r
5.4.4.2 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia pestis ?
-
?
5.4.4.2 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia enterocolitica ?
-
?
5.4.4.2 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis ?
-
?
5.4.4.2 additional information the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis ATCC 25618 ?
-
?

Subunits

EC Number Subunits Comment Organism
5.4.4.2 monomer
-
Escherichia coli

Synonyms

EC Number Synonyms Comment Organism
4.2.99.21 IPL UniProt Pseudomonas aeruginosa
4.2.99.21 isochorismate-pyruvate lyase
-
Pseudomonas aeruginosa
4.2.99.21 PchB
-
Pseudomonas aeruginosa
4.2.99.21 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Yersinia pestis
4.2.99.21 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Yersinia enterocolitica
4.2.99.21 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Mycobacterium tuberculosis
5.4.4.2 MenF
-
Escherichia coli
5.4.4.2 PchA
-
Pseudomonas aeruginosa
5.4.4.2 salicylate biosynthesis isochorismate synthase UniProt Pseudomonas aeruginosa
5.4.4.2 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Yersinia pestis
5.4.4.2 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Yersinia enterocolitica
5.4.4.2 salicylate synthase EC 5.4.4.2 and 4.2.99.21 Mycobacterium tuberculosis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.1.3.27 0.028
-
3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Serratia marcescens
4.1.3.27 0.03
-
3-(1-carboxyethoxy)-4-hydroxybenzoic acid pH and temperature not specified in the publication Serratia marcescens
4.1.3.27 0.03
-
(3S)-3-[(1-carboxyethenyl)oxy]cyclohepta-1,6-diene-1-carboxylic acid pH and temperature not specified in the publication Serratia marcescens
4.1.3.27 0.09
-
3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Serratia marcescens
4.1.3.27 0.23
-
3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Serratia marcescens
4.1.3.27 0.29
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication Serratia marcescens
4.2.99.21 0.0001
-
4,4'-sulfonylbis(2,6-dinitrophenol) pH and temperature not specified in the publication Pseudomonas aeruginosa
4.2.99.21 0.0001
-
5-[(2-carboxyphenyl)sulfamoyl]-2-hydroxybenzoic acid pH and temperature not specified in the publication Pseudomonas aeruginosa
4.2.99.21 0.00087
-
4,6-dinitro-2-oxo-1,3-benzoxathiol-5-yl methyl carbonate pH and temperature not specified in the publication Pseudomonas aeruginosa
4.2.99.21 0.025
-
4,6-dinitro-2-oxo-2H-1,3-benzoxathiol-5-yl methyl carbonate pH and temperature not specified in the publication Yersinia enterocolitica
4.2.99.21 0.16
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication Yersinia enterocolitica
4.2.99.21 0.16
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication, inhibition of salicylate synthase activity Pseudomonas aeruginosa
4.2.99.21 1.4
-
3-(1-carboxyethoxy)-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Mycobacterium tuberculosis
4.2.99.21 1.7
-
3-[(1-carboxyethenyl)oxy]-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Mycobacterium tuberculosis
4.2.99.21 3
-
3-[(2-carboxyprop-2-en-1-yl)oxy]-4,5-dihydroxybenzoic acid pH and temperature not specified in the publication Mycobacterium tuberculosis
5.4.4.2 0.000053
-
(4R,5R,6S)-6-amino-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication Escherichia coli
5.4.4.2 0.00036
-
(4R,5S,6S)-5-[(1-carboxyethenyl)oxy]-4,6-dihydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication Escherichia coli
5.4.4.2 0.00046
-
(4R,5S,6S)-4-amino-5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication Escherichia coli
5.4.4.2 0.03
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication, inhibition of isochorismate synthase activity Escherichia coli
5.4.4.2 0.16
-
(4R,5R)-5-[(1-carboxyethenyl)oxy]-4-hydroxycyclohex-1-ene-1-carboxylic acid pH and temperature not specified in the publication, inhibition of salicylate synthase activity Escherichia coli

General Information

EC Number General Information Comment Organism
4.2.99.21 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). Salicylate synthase converts chorismate into salicylate through a two-step reaction Pseudomonas aeruginosa
4.2.99.21 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia pestis
4.2.99.21 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia enterocolitica
4.2.99.21 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis
4.2.99.21 physiological function the enzyme is involved in the biosynthesis of pyochelin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Pseudomonas aeruginosa
4.2.99.21 physiological function the enzyme is involved in the biosynthesis of the siderophore mycobactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Mycobacterium tuberculosis
4.2.99.21 physiological function the enzyme is involved in the biosynthesis of the siderophore yersiniabactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Yersinia pestis
4.2.99.21 physiological function the enzyme is involved in the biosynthesis of the siderophore yersiniabactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Yersinia enterocolitica
5.4.4.2 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). Salicylate synthase converts chorismate into salicylate through a two-step reaction Escherichia coli
5.4.4.2 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). Salicylate synthase converts chorismate into salicylate through a two-step reaction Pseudomonas aeruginosa
5.4.4.2 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia pestis
5.4.4.2 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Yersinia enterocolitica
5.4.4.2 metabolism the first committed step during the biosynthesis of siderophores, which are small molecules capable of chelating iron from the host organism, is the conversion of chorismate into isochorismate by isochorismate synthase (EC 5.4.4.2) and consequently to salicylate by isochorismate pyruvate-lyase (EC 4.2.99.21). the bifunctional salicylate synthase converts chorismate into salicylate through a two-step reaction, exhibiting both isochorismate synthase (EC 5.4.4.2) and isochorismate lyase (EC 4.2.99.21) activities Mycobacterium tuberculosis
5.4.4.2 additional information enzyme three-dimensional structure analysis, the lysine residue, Lys190, might be involved in the activation of water molecules and the subsequent nucleophilic attack on the C2 carbon of chorismate without directly involving the magnesium ion, participation of the Lys residue during the activation of the substrate or nucleophilic agent Escherichia coli
5.4.4.2 additional information enzyme three-dimensional structure analysis, the lysine residue, Lys190, might be involved in the activation of water molecules and the subsequent nucleophilic attack on the C2 carbon of chorismate without directly involving the magnesium ion, participation of the Lys residue during the activation of the substrate or nucleophilic agent Pseudomonas aeruginosa
5.4.4.2 physiological function chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Escherichia coli
5.4.4.2 physiological function the enzyme is involved in the biosynthesis of pyochelin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Pseudomonas aeruginosa
5.4.4.2 physiological function the enzyme is involved in the biosynthesis of the siderophore mycobactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Mycobacterium tuberculosis
5.4.4.2 physiological function the enzyme is involved in the biosynthesis of the siderophore yersiniabactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Yersinia pestis
5.4.4.2 physiological function the enzyme is involved in the biosynthesis of the siderophore yersiniabactin. Chorismate-utilizing enzymes (CUE) such as chorismate mutase, anthranilate synthase, chorismate pyruvate-lyase, 4-amino-4-deoxychorismate synthase, isochorismate synthase and salicylate synthase are responsible for converting chorismate into various products necessary for the survival of bacteria Yersinia enterocolitica