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Literature summary for 4.1.1.7 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
Search for more literature for 4.1.1.7

Activating Compound

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

Cloned(Commentary)

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

General Stability

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

KM Value [mM]

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

Metals/Ions

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

Organism

Organism UniProt Comment Textmining
Pseudomonas putida
-
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Pseudomonas putida

Storage Stability

Storage Stability Organism
-20°C, lyophilized His-tagged enzyme is stable for several months Pseudomonas putida
20°C, pH 7, in absence of cofactor and substrates, half-life is 3 days Pseudomonas putida
20°C, pH 7, in presence of 0.5 mM thiamin diphosphate and 0.5 mM Mg2+, half-life is 36 d Pseudomonas putida
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
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
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°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)

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

pH Optimum

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

pH Range

pH Minimum pH Maximum Comment Organism
4 8 pH 4.0: about 50% of maximal activity, pH 8.0: about 60% of maximal activity, decaboxylation of benzoylformate Pseudomonas putida
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

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