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Literature summary for 2.3.1.230 extracted from

  • Zhang, Y.M.; Frank, M.W.; Zhu, K.; Mayasundari, A.; Rock, C.O.
    PqsD is responsible for the synthesis of 2,4-dihydroxyquinoline, an extracellular metabolite produced by Pseudomonas aeruginosa (2008), J. Biol. Chem., 283, 28788-28794.
    View publication on PubMedView publication on EuropePMC
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Cloned(Commentary)

Cloned (Comment) Organism
4-hydroxy-2(1H)-quinolone is produced by Escherichia coli coexpressing PqsA and PqsD Pseudomonas aeruginosa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.018
-
 malonyl-[acyl-carrier protein] pH 7.5, 37°C Pseudomonas aeruginosa
0.035
-
 2-aminobenzoyl-CoA pH 7.5, 37°C Pseudomonas aeruginosa
0.104
-
 malonyl-CoA pH 7.5, 37°C Pseudomonas aeruginosa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
malonyl-CoA + 2-aminobenzoyl-CoA Pseudomonas aeruginosa the enzyme is involved in the biosynthesis of 2,4-dihydroxyquinoline. Pseudomonas aeruginosa is a Gram-negative opportunistic pathogen that is a highly interactive organism secreting a variety of chemical signals. One intercellular signaling system unique to Pseudomonas and Burkholderia species is the production of hydrophobic quinolines. These quinoline derivatives are 4-hydroxy-2-heptylquinoline, 3,4-dihydroxy-2-heptylquinoline, and 2,4-dihydroxyquinoline 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 i.e. 2,4-dihydroxyquinoline ?

Organism

Organism UniProt Comment Textmining
Pseudomonas aeruginosa
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Pseudomonas aeruginosa

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.22
-
 pH 7.5, 37°C Pseudomonas aeruginosa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
malonyl-CoA + 2-aminobenzoyl-CoA the enzyme is involved in the biosynthesis of 2,4-dihydroxyquinoline. Pseudomonas aeruginosa is a Gram-negative opportunistic pathogen that is a highly interactive organism secreting a variety of chemical signals. One intercellular signaling system unique to Pseudomonas and Burkholderia species is the production of hydrophobic quinolines. These quinoline derivatives are 4-hydroxy-2-heptylquinoline, 3,4-dihydroxy-2-heptylquinoline, and 2,4-dihydroxyquinoline Pseudomonas aeruginosa 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 i.e. 2,4-dihydroxyquinoline ?
malonyl-CoA + 2-aminobenzoyl-CoA first, the 2-aminobenzoyl moiety is transferred to the active-site Cys of PqsD to form a 2-aminobenzoyl-PqsD intermediate, which then condenses with either malonyl-CoA or malonyl-acyl carrier protein to produce 3-(2-aminophenyl)-3-oxopropanoyl-CoA. This short-lived intermediate undergoes an intramolecular rearrangement to form 2,4-dihydroxyquinoline Pseudomonas aeruginosa 2 CoA + 4-hydroxy-2(1H)-quinolone + CO2 i.e. 2,4-dihydroxyquinoline ?
malonyl-[acyl-carrier protein] + 2-aminobenzoyl-CoA first, the 2-aminobenzoyl moiety is transferred to the active-site Cys of PqsD to form a 2-aminobenzoyl-PqsD intermediate, which then condenses with either malonyl-CoA or malonyl-acyl carrier protein to produce 3-(2-aminophenyl)-3-oxopropanoyl-CoA. This short-lived intermediate undergoes an intramolecular rearrangement to form 2,4-dihydroxyquinoline Pseudomonas aeruginosa CoA + acyl-carrier protein + 4-hydroxy-2(1H)-quinolone + CO2 i.e. 2,4-dihydroxyquinoline ?
additional information no activity with malonic acid or 2-hydroxybenzoate Pseudomonas aeruginosa ?
-
 ?

Synonyms

Synonyms Comment Organism
2,4-dihydroxyquinoline synthase
-
 Pseudomonas aeruginosa
PqsD
-
 Pseudomonas aeruginosa

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Pseudomonas aeruginosa

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Pseudomonas aeruginosa

General Information

General Information Comment Organism
physiological function synthesis of 2,4-dihydroxyquinoline, an extracellular metabolite produced by Pseudomonas aeruginosa and secreted into growth medium in stationary phase. The enzyme is essential for Pseudomonas quinolone signal synthesis Pseudomonas aeruginosa