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Literature summary extracted from

  • Iding, H.; Dünnwald, T.; Greiner, L.; Liese, A.; Müller, M.; et al.
    Benzoylformate decarboxylase from Pseudomonas putida as stable catalyst for the synthesis of chiral 2-hydroxy ketones (2000), Chem. Eur. J., 6, 1483-1495.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
4.1.1.7 thiamine diphosphate half-maximal activity below 0.001 mM Pseudomonas putida

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.1.1.7 expression as a hexahistidine fusion protein in Escherichia coli Pseudomonas putida

General Stability

EC Number General Stability Organism
4.1.1.7 significant stabilizing effect of thiamin diphosphate and Mg2+ Pseudomonas putida

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.1.1.7 77
-
benzaldehyde pH 7.0 Pseudomonas putida
4.1.1.7 310
-
acetaldehyde pH 7.0 Pseudomonas putida

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.1.1.7 Mg2+ tightly bound to the enzyme Pseudomonas putida

Organism

EC Number Organism UniProt Comment Textmining
4.1.1.7 Pseudomonas putida
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.1.1.7
-
Pseudomonas putida

Storage Stability

EC Number Storage Stability Organism
4.1.1.7 -20°C, lyophilized His-tagged enzyme is stable for several months Pseudomonas putida
4.1.1.7 20°C, pH 7, in absence of cofactor and substrates, half-life is 3 days Pseudomonas putida
4.1.1.7 20°C, pH 7, in presence of 0.5 mM thiamin diphosphate and 0.5 mM Mg2+, half-life is 36 d Pseudomonas putida
4.1.1.7 20°C, pH 7, in presence of 0.5 mM thiamin diphosphate, 100 mM acetaldehyde and 0.5 mM Mg2+, half-life is 1.8 d Pseudomonas putida
4.1.1.7 20°C, pH 7, in presence of 0.5 mM thiamin diphosphate, 200 mM acetaldehyde and 0.5 mM Mg2+, half-life is 1.5 d Pseudomonas putida
4.1.1.7 20°C, pH 7, in presence of 0.5 mM thiamin diphosphate, 25 mM benzaldehyde and 0.5 mM Mg2+, half-life is 5.3 d Pseudomonas putida
4.1.1.7 4°C, pH 7, in presence of 0.5 mM thiamin diphosphate and 0.5 mM Mg2+, half-life is 139 d Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.1.1.7 2-fluoro-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(2-fluoro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 2-furaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-Furan-2-yl-2-hydroxy-propan-1-one
-
?
4.1.1.7 2-methyl-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-(2-methylphenyl)-propanone
-
?
4.1.1.7 3,5-Difluoro-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3,5-Difluoro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3,5-dimethoxybenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3,5-Dimethoxy-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3-bromo-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3-bromo-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3-chloro-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3-chloro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3-ethoxy-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3-ethoxy-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3-fluoro-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(3-fluoro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 3-formyl-benzonitrile + acetaldehyde
-
Pseudomonas putida 3-((S)-2-hydroxy-propionyl)-benzonitrile
-
?
4.1.1.7 3-hydroxy-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-(3-hydroxy-phenyl)-propan-1-one
-
?
4.1.1.7 3-isopropoxy-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-(3-isopropoxy-phenyl)-propan-1-one
-
?
4.1.1.7 3-methoxy-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-(3-methoxy-phenyl)-propan-1-one
-
?
4.1.1.7 3-Methoxymethoxy-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-Hydroxy-1-(3-methoxymethoxy-phenyl)-propan-1-one
-
?
4.1.1.7 3-methyl-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-m-tolyl-propan-1-one
-
?
4.1.1.7 4-bromobenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(4-Bromo-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 4-chlorobenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(4-Chloro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 4-fluoro-benzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-(4-fluoro-phenyl)-2-hydroxy-propan-1-one
-
?
4.1.1.7 4-formylbenzonitrile + acetaldehyde
-
Pseudomonas putida 4-((S)-2-Hydroxy-propionyl)-benzonitrile
-
?
4.1.1.7 4-hydroxybenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-Hydroxy-1-(4-hydroxy-phenyl)-propan-1-one
-
?
4.1.1.7 4-methoxybenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-Hydroxy-1-(4-methoxy-phenyl)-propan-1-one
-
?
4.1.1.7 4-methylbenzaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-Hydroxy-1-p-tolyl-propan-1-one
-
?
4.1.1.7 acetaldehyde + acetaldehyde
-
Pseudomonas putida (3R)-3-hydroxybutan-2-one
-
?
4.1.1.7 acetic acid 3-formyl-phenyl ester + acetaldehyde
-
Pseudomonas putida (S)-1-(3-acetoxyphenyl)-2-hydroxy-propanone
-
?
4.1.1.7 benzaldehyde + acetaldehyde the enantiomeric excess of (S)-2-hydroxy-1-phenyl-propanonedecreases with increasing temperature from 4°C to 30°C Pseudomonas putida (S)-2-hydroxy-1-phenyl-propanone
-
?
4.1.1.7 benzaldehyde + benzaldehyde
-
Pseudomonas putida (2R)-2-hydroxy-1,2-diphenylethanone
-
?
4.1.1.7 benzoylformate
-
Pseudomonas putida benzaldehyde + CO2
-
?
4.1.1.7 cyclohex-1-ene-1-carbaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-Cyclohex-1-enyl-2-hydroxy-propan-1-one
-
?
4.1.1.7 cyclohexanecarbaldehyde + acetaldehyde
-
Pseudomonas putida (S)-1-cyclohexyl-2-hydroxy-propan-1-one
-
?
4.1.1.7 nicotinaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-Hydroxy-1-pyridin-3-yl-propan-1-one
-
?
4.1.1.7 thiophene-2-carbaldehyde + acetaldehyde
-
Pseudomonas putida (S)-2-hydroxy-1-thiophen-2-yl-propan-1-one
-
?

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.1.1.7 6.2
-
decaboxylation of benzoylformate Pseudomonas putida
4.1.1.7 7
-
carboligation yielding (S)-2-hydroxy-1-phenyl-propanone with benzoylformate and acetaldehyde as substrate Pseudomonas putida
4.1.1.7 8.5
-
carboligation yielding (S)-2-hydroxy-1-phenyl-propanone with benzaldehyde and acetaldehyde as substrates Pseudomonas putida

pH Range

EC Number pH Minimum pH Maximum Comment Organism
4.1.1.7 4 8 pH 4.0: about 50% of maximal activity, pH 8.0: about 60% of maximal activity, decaboxylation of benzoylformate Pseudomonas putida
4.1.1.7 5 8.5 pH 5.0: about 60% of maximal activity, pH 8.5: about 80% of maximal activity, carboligation with benzoylformate and acetaldehyde as substrate Pseudomonas putida

pH Stability

EC Number pH Stability pH Stability Maximum Comment Organism
4.1.1.7 3
-
deactivation is exponential Pseudomonas putida
4.1.1.7 5.5
-
deactivation kinetics is almost linear with 9.3% per min Pseudomonas putida
4.1.1.7 8
-
stable Pseudomonas putida
4.1.1.7 10
-
deactivation 0.1% per min Pseudomonas putida