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Literature summary for 1.14.14.9 extracted from

  • Furuya, T.; Kino, K.
    Catalytic activity of the two-component flavin-dependent monooxygenase from Pseudomonas aeruginosa toward cinnamic acid derivatives (2014), Appl. Microbiol. Biotechnol., 98, 1145-1154 .
    View publication on PubMed

Application

Application Comment Organism
synthesis investigation of a flask-scale production of caffeic acid from p-coumaric acid as the model reaction for HpaBC-catalyzed synthesis of hydroxycinnamic acids. Since the initial concentrations of the substrate p-coumaric acid higher than 40 mM markedly inhibits its 4-hydroxyphenylacetate 3-hydroxylases-catalyzed oxidation, the reaction is carried out by repeatedly adding 20 mM of this substrate to the reaction mixture. Furthermore, by using the whole-cell catalyst in the presence of glycerol, the experimental setup achieves the high-yield production of caffeic acid, i.e., 56.6 mM (10.2 g/l) within 24 h. These catalytic activities of 4-hydroxyphenylacetate 3-hydroxylases will provide an easy and environment-friendly synthetic approach to hydroxycinnamic acids Pseudomonas aeruginosa

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Pseudomonas aeruginosa

Inhibitors

Inhibitors Comment Organism Structure
p-coumaric acid substrate inhibition at concentrations higher than 40 mM Pseudomonas aeruginosa

Organism

Organism UniProt Comment Textmining
Pseudomonas aeruginosa Q9HWT7 and Q9HWT6 hpaB: Q9HWT7, hpaC: Q9HWT6. The enzyme consists of a reductase component HpaC and an oxygenase component HpaB
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-(3,4-dihydroxyphenyl)-propanoic acid + FADH2 + O2 low activity Pseudomonas aeruginosa 3-(3,4,5-trihydroxyphenyl)-propanoic acid + FAD + H2O
-
?
3-(4-hydroxyphenyl)-propanoic acid + FADH2 + O2
-
Pseudomonas aeruginosa 3-(3,4-dihydroxyphenyl)-propanoic acid + FAD + H2O
-
?
4-hydroxyphenylacetate + FADH2 + O2
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Pseudomonas aeruginosa 3,4-dihydroxyphenylacetate + FAD + H2O
-
?
caffeic acid + FADH2 + O2
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Pseudomonas aeruginosa 3,4,5-trihydroxycinnamic acid + FAD + H2O
-
?
coniferaldehyde + FADH2 + O2
-
Pseudomonas aeruginosa 5-hydroxyconiferaldehyde + FAD + H2O
-
?
ferulic acid + FADH2 + O2
-
Pseudomonas aeruginosa 5-hydroxyferulic acid + FAD + H2O
-
?
additional information no or very low oxidation activity toward cinnamic acid, o-coumaric acid and m-coumaric acid Pseudomonas aeruginosa ?
-
?
p-coumaric acid + FADH2 + O2
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Pseudomonas aeruginosa caffeic acid + FAD + H2O
-
?

Synonyms

Synonyms Comment Organism
4-hydroxyphenylacetate 3-hydroxylase
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Pseudomonas aeruginosa
HPA 3-hydroxylase
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Pseudomonas aeruginosa
hpaBC
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Pseudomonas aeruginosa
HPAH
-
Pseudomonas aeruginosa

Cofactor

Cofactor Comment Organism Structure
FAD
-
Pseudomonas aeruginosa