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Literature summary for 4.1.2.45 extracted from

  • Eaton, R.W.
    trans-o-Hydroxybenzylidenepyruvate hydratase-aldolase as a biocatalyst (2000), Appl. Environ. Microbiol., 66, 2668-2672.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 4.1.2.45

Organism

Organism UniProt Comment Textmining
Pseudomonas putida Q51947 expressed in Escherichia coli JM109, that carries the tHBPA hydratase-aldolase-encoding plasmid pRE701
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate + H2O i.e. 2'-hydroxybenzylidinepyruvate, i.e. 2'-hydroxybenzalpyruvate, i.e. trans-O-hydroxybenzylidenepyruvate Pseudomonas putida salicylaldehyde + pyruvate
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 r
1-hydroxy-2-naphthaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(1-hydroxynaphthalen-2-yl)-2-oxobut-3-enoate + H2O
-
 ?
1-methylindole-3-carboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(1-methyl-1H-indol-3-yl)-2-oxobut-3-enoate + H2O
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 ?
1-naphthaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-naphthalen-1-yl-2-oxobut-3-enoate + H2O
-
 ?
2,3-dihydroxybenzaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2,3-dihydroxyphenyl)-2-oxobut-3-enoate + H2O
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 ?
2-carboxybenzaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-carboxyphenyl)-2-oxobut-3-enoate + H2O
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 ?
2-chlorobenzaldehyde + pyruvate in the reverse reaction (3E)-4-(2-chlorophenyl)-2-oxobut-3-enoate is cleaved at 1.6% the rate of (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate Pseudomonas putida (3E)-4-(2-chlorophenyl)-2-oxobut-3-enoate + H2O
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 ?
2-formylbenzenesulfonate + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-(2-sulfophenyl)but-3-enoate + H2O
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 ?
2-furaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-furan-2-yl-2-oxobut-3-enoate + H2O
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 ?
2-hydroxy-1-naphthaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-hydroxynaphthalen-1-yl)-2-oxobut-3-enoate + H2O
-
 ?
2-hydroxy-5-nitrobenzaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-hydroxy-5-nitrophenyl)-2-oxobut-3-enoate + H2O
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 ?
2-methoxybenzaldehyde + pyruvate i.e. o-anisaldehyde Pseudomonas putida (3E)-4-(2-methoxyphenyl)-2-oxobut-3-enoate + H2O
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 ?
2-naphthaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-naphthalen-2-yl-2-oxobut-3-enoate + H2O
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 ?
2-nitrobenzaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-nitrophenyl)-2-oxobut-3-enoate + H2O
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 ?
2-pyridinecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-pyridin-2-ylbut-3-enoate + H2O
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 ?
2-quinolinecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-quinolin-2-ylbut-3-enoate + H2O
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 ?
2-thiophenecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-thiophen-2-ylbut-3-enoate + H2O
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 ?
3-furaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-furan-3-yl-2-oxobut-3-enoate + H2O
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 ?
3-hydroxybenzaldehyde + pyruvate in the reverse reaction (3E)-4-(3-hydroxyphenyl)-2-oxobut-3-enoate is cleaved at 75% the rate of (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate Pseudomonas putida (3E)-4-(3-hydroxyphenyl)-2-oxobut-3-enoate + H2O
-
 r
3-methoxysalicylaldehyde + pyruvate i.e o-vanillin Pseudomonas putida (3E)-4-(2-hydroxy-3-methoxyphenyl)-2-oxobut-3-enoate + H2O
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 ?
3-pyridinecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-pyridin-3-ylbut-3-enoate + H2O
-
 ?
3-quinolinecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-quinolin-3-ylbut-3-enoate + H2O
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 ?
3-thiophenecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-thiophen-3-ylbut-3-enoate + H2O
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 ?
4-biphenylcarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-biphenyl-4-yl-2-oxobut-3-enoate + H2O
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 ?
4-hydroxybenzaldehyde + pyruvate in the reverse reaction (3E)-4-(4-hydroxyphenyl)-2-oxobut-3-enoate is cleaved at less than 1% the rate of (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate Pseudomonas putida (3E)-4-(4-hydroxyphenyl)-2-oxobut-3-enoate + H2O
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 ?
4-isopropylbenzaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-[4-(1-methylethyl)phenyl]-2-oxobut-3-enoate + H2O
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 ?
4-quinolinecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-quinolin-4-ylbut-3-enoate + H2O
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 ?
benzaldehyde + pyruvate the product benzylidenepyruvate is not a substrate in the reverse direction Pseudomonas putida benzylidenepyruvate + H2O
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 ir
crotonaldehyde + pyruvate
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 Pseudomonas putida (3E,5E)-2-oxohepta-3,5-dienoate + H2O
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 ?
cyclohexanecarboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-cyclohexyl-2-oxobut-3-enoate + H2O
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 ?
indole-3-carboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(1H-indol-3-yl)-2-oxobut-3-enoate + H2O
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 ?
additional information the enzyme catalyzes a reversible reaction in vitro (the reverse reaction being an aldol-condensation). It accepts a broad range of aldehydes and 4-substituted 2-keto-but-3-enoates as substrates. Acetophenone, 2'-hydroxyacetophenone, phenylacetaldehyde, and trans-cinnamaldehyde are not substrates Pseudomonas putida ?
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 ?
o-tolualdehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-methylphenyl)-2-oxobut-3-enoate + H2O
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 ?
p-tolualdehyde + pyruvate in the reverse reaction (3E)-4-(4-methylphenyl)-2-oxobut-3-enoate is cleaved at less than 1% the rate of (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoate Pseudomonas putida (3E)-4-(4-methylphenyl)-2-oxobut-3-enoate + H2O
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 ?
phenanthrene-9-carboxaldehyde + pyruvate
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 Pseudomonas putida (3E)-2-oxo-4-phenanthren-9-ylbut-3-enoate + H2O
-
 ?
phthalaldehyde + pyruvate
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 Pseudomonas putida (3E)-4-(2-formylphenyl)-2-oxobut-3-enoate + H2O
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 ?

Synonyms

Synonyms Comment Organism
o-tHBPA hydratase-aldolase
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 Pseudomonas putida
tHBPA hydratase-aldolase
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 Pseudomonas putida