4.1.1.7: benzoylformate decarboxylase
This is an abbreviated version!
For detailed information about benzoylformate decarboxylase, go to the full flat file.
Word Map on EC 4.1.1.7
-
4.1.1.7
-
thiamin
-
putida
-
thdp-dependent
-
diphosphate-dependent
-
carboligation
-
carboligase
-
acyloin
-
r-benzoin
-
synthesis
-
s-mandelate
-
2-keto
-
biotechnology
- 4.1.1.7
- thiamin
- putida
-
thdp-dependent
-
diphosphate-dependent
-
carboligation
-
carboligase
- acyloin
-
r-benzoin
- synthesis
- s-mandelate
-
2-keto
- biotechnology
Reaction
Synonyms
benzoylformate decarboxylase, BFD, BfdB, BFDC, BfdM, Decarboxylase, benzoylformate, MdlC, Phenylglyoxylate decarboxylase
ECTree
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Substrates Products
Substrates Products on EC 4.1.1.7 - benzoylformate decarboxylase
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REACTION DIAGRAM
(E)-2-oxo-4(pyridin-3-yl)-3-butenoic acid
3-(pyridin-3-yl)acrylaldehyde + CO2
-
-
-
?
2-fluoro-benzaldehyde + acetaldehyde
(S)-1-(2-fluoro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
2-fluoro-benzaldehyde + acetaldehyde
1-(2-fluoro-phenyl)-2-hydroxy-propan-1-one
-
91% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
2-fluorobenzaldehyde
(R)-1,2-Bis-(2-fluoro-phenyl)-2-hydroxy-ethanone
-
carboligation
68% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
2-furaldehyde
(R)-1,2-di-furan-2-yl-2-hydroxy-ethanone
-
carboligation
62% yield and 94% enantiomeric excess of the (R)-enantiomer
-
?
2-furaldehyde + acetaldehyde
(S)-1-Furan-2-yl-2-hydroxy-propan-1-one
-
-
-
-
?
2-methyl-benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-(2-methylphenyl)-propanone
-
-
-
-
?
2-methyl-benzaldehyde + acetaldehyde
2-hydroxy-1-o-tolyl-propan-1-one
-
4% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3 benzaldehyde + acetaldehyde
(R)-benzoin + (S)-2-hydroxypropiophenone
-
-
-
?
3,5-Difluoro-benzaldehyde + acetaldehyde
(S)-1-(3,5-Difluoro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3,5-dimethoxybenzaldehyde + acetaldehyde
(S)-1-(3,5-Dimethoxy-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3-Benzyloxy-benzaldehyde + acetaldehyde
1-(3-Benzyloxy-phenyl)-2-hydroxy-propan-1-one
-
more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-bromo-benzaldehyde + acetaldehyde
(S)-1-(3-bromo-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3-bromo-benzaldehyde + acetaldehyde
1-(3-bromo-phenyl)-2-hydroxy-propan-1-one
-
96% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-chloro-benzaldehyde + acetaldehyde
(S)-1-(3-chloro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3-chloro-benzaldehyde + acetaldehyde
1-(3-chloro-phenyl)-2-hydroxy-propan-1-one
-
94% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-ethoxy-benzaldehyde + acetaldehyde
(S)-1-(3-ethoxy-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3-ethoxy-benzaldehyde + acetaldehyde
1-(3-ethoxy-phenyl)-2-hydroxy-propan-1-one
-
97% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-formyl-benzonitrile + acetaldehyde
3-((S)-2-hydroxy-propionyl)-benzonitrile
-
-
-
-
?
3-formyl-benzonitrile + acetaldehyde
3-(2-hydroxy-propionyl)-benzonitrile
-
92% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-hydroxy-benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-(3-hydroxy-phenyl)-propan-1-one
-
-
-
-
?
3-hydroxy-benzaldehyde + acetaldehyde
2-hydroxy-1-(3-hydroxy-phenyl)-propan-1-one
-
92% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-isopropoxy-benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-(3-isopropoxy-phenyl)-propan-1-one
-
-
-
-
?
3-isopropoxy-benzaldehyde + acetaldehyde
2-hydroxy-1-(3-isopropoxy-phenyl)-propan-1-one
-
more thahn 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-methoxy-benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-(3-methoxy-phenyl)-propan-1-one
-
-
-
-
?
3-methoxy-benzaldehyde + acetaldehyde
2-hydroxy-1-(3-methoxy-phenyl)-propan-1-one
-
96% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-methoxybenzaldehyde
(R)-2-Hydroxy-1,2-bis-(3-methoxy-phenyl)-ethanone
-
carboligation
18% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
3-Methoxymethoxy-benzaldehyde + acetaldehyde
(S)-2-Hydroxy-1-(3-methoxymethoxy-phenyl)-propan-1-one
-
-
-
-
?
3-methyl-benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-m-tolyl-propan-1-one
-
-
-
-
?
3-methyl-benzaldehyde + acetaldehyde
2-hydroxy-1-m-tolyl-propan-1-one
-
97% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-Phenoxy-benzaldehyde + acetaldehyde
2-Hydroxy-1-(3-phenoxy-phenyl)-propan-1-one
-
more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-Bromo-benzaldehyde + acetaldehyde
1-(4-Bromo-phenyl)-2-hydroxy-propan-1-one
-
83% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-bromobenzaldehyde
(R)-1,2-bis-(4-bromo-phenyl)-2-hydroxy-ethanone
-
carboligation
13% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
4-bromobenzaldehyde + acetaldehyde
(S)-1-(4-Bromo-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
4-Chloro-benzaldehyde + acetaldehyde
1-(4-Chloro-phenyl)-2-hydroxy-propan-1-one
-
82% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-chlorobenzaldehyde
(R)-1,2-bis-(4-chloro-phenyl)-2-hydroxy-ethanone
-
carboligation
17% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
4-chlorobenzaldehyde + acetaldehyde
(S)-1-(4-Chloro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
4-fluoro-benzaldehyde + acetaldehyde
(S)-1-(4-fluoro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
4-fluoro-benzaldehyde + acetaldehyde
1-(4-fluoro-phenyl)-2-hydroxy-propan-1-one
-
87% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-fluorobenzaldehyde
(R)-1,2-Bis-(4-fluoro-phenyl)-2-hydroxy-ethanone
-
carboligation
25% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
4-Formyl-benzonitrile + acetaldehyde
4-(2-Hydroxy-propionyl)-benzonitrile
-
74% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-formylbenzonitrile + acetaldehyde
4-((S)-2-Hydroxy-propionyl)-benzonitrile
-
-
-
-
?
4-Hydroxy-benzaldehyde + acetaldehyde
2-Hydroxy-1-(4-hydroxy-phenyl)-propan-1-one
-
86% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-hydroxybenzaldehyde + acetaldehyde
(S)-2-Hydroxy-1-(4-hydroxy-phenyl)-propan-1-one
-
-
-
-
?
4-Methoxy-benzaldehyde + acetaldehyde
2-Hydroxy-1-(4-methoxy-phenyl)-propan-1-one
-
92% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-methoxybenzaldehyde
(R)-2-Hydroxy-1,2-bis-(4-methoxy-phenyl)-ethanone
-
carboligation
12% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
4-methoxybenzaldehyde + acetaldehyde
(S)-2-Hydroxy-1-(4-methoxy-phenyl)-propan-1-one
-
-
-
-
?
4-Methyl-benzaldehyde + acetaldehyde
2-Hydroxy-1-p-tolyl-propan-1-one
-
88% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
4-methylbenzaldehyde
(R)-2-Hydroxy-1,2-di-p-tolyl-ethanone
-
carboligation
69% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
4-methylbenzaldehyde + acetaldehyde
(S)-2-Hydroxy-1-p-tolyl-propan-1-one
-
-
-
-
?
5-Isopropyl-furan-2-carbaldehyde + acetaldehyde
2-Hydroxy-1-(5-isopropyl-furan-2-yl)-propan-1-one
-
73% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
5-methyl-furan-2-carbaldehyde
(R)-2-Hydroxy-1,2-bis-(5-methyl-furan-2-yl)-ethanone
-
carboligation
50% yield and 96% enantiomeric excess of the (R)-enantiomer
-
?
5-Methyl-furan-2-carbaldehyde + acetaldehyde
2-Hydroxy-1-(5-methyl-furan-2-yl)-propan-1-one
-
86% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
8-Hydroxy-quinoline-2-carbaldehyde + acetaldehyde
2-Hydroxy-1-(8-hydroxy-quinolin-2-yl)-propan-1-one
-
-
-
-
?
acetic acid 3-formyl-phenyl ester + acetaldehyde
(S)-1-(3-acetoxyphenyl)-2-hydroxy-propanone
-
-
-
-
?
acetic acid 3-formyl-phenyl ester + acetaldehyde
acetic acid 3-(2-hydroxy-propionyl)-phenyl ester
-
more than 99% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
benzaldehyde + acetaldehyde
(R)-2-hydroxypropiophenone
-
reactions performed at high benzaldehyde concentrations and at high hydrostatic pressures show an increase in (R)-2-hydroxypropiophenone ((R)-2-HPP) formation catalyzed by BFD variants F464I, A460I, and A460I/F464I. For BFD mutant A460I/F464I there is an increase in the ee of (R)-2-HPP up to 80%, whereas at atmospheric conditions this variant synthesizes (R)-2-HPP with an ee of only 50%. Alkaline conditions (up to pH 8.5) and high hydrostatic pressures result in an increase of (R)-2-HPP synthesis, especially in the case of variant A460I and F464I
-
-
?
benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-phenylpropan-1-one
-
-
-
?
benzaldehyde + acetaldehyde
2-hydroxy-1-phenyl-propan-1-one
-
92% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
cyclohex-1-ene-1-carbaldehyde + acetaldehyde
(S)-1-Cyclohex-1-enyl-2-hydroxy-propan-1-one
-
-
-
-
?
Cyclohex-1-enecarbaldehyde + acetaldehyde
1-Cyclohex-1-enyl-2-hydroxy-propan-1-one
-
94% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
cyclohexanecarbaldehyde + acetaldehyde
(S)-1-cyclohexyl-2-hydroxy-propan-1-one
-
-
-
-
?
cyclohexanecarbaldehyde + acetaldehyde
1-cyclohexyl-2-hydroxy-propan-1-one
-
61% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
Furan-2-carbaldehyde + acetaldehyde
1-Furan-2-yl-2-hydroxy-propan-1-one
-
45% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
m-bromo-benzoylformate
m-bromo-benzaldehyde + CO2
wild-type enzyme: 68% conversion with 96% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 97% conversion with more than 98% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 98.5% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
m-chloro-benzoylformate
m-chloro-benzaldehyde + CO2
wild-type enzyme: 94% conversion with 94% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 97% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 98% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
m-fluoro-benzoylformate
m-fluoro-benzaldehyde + CO2
wild-type enzyme: 100% conversion with 87% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 94% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
m-methoxy-benzoylformate
m-methoxy-benzaldehyde + CO2
wild-type enzyme: 94% conversion with 96% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
m-methyl-benzoylformate
m-methyl-benzaldehyde + CO2
wild-type enzyme: 99% conversion with 97% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
Naphthalene-2-carbaldehyde + acetaldehyde
2-Hydroxy-1-naphthalen-2-yl-propan-1-one
-
-
-
-
?
nicotinaldehyde + acetaldehyde
(S)-2-Hydroxy-1-pyridin-3-yl-propan-1-one
-
-
-
-
?
o-bromo-benzoylformate
o-bromo-benzaldehyde + CO2
wild-type enzyme: no activity, mutant enzyme L476Q: 98% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 90% conversion with 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
o-chloro-benzoylformate
o-chloro-benzaldehyde + CO2
wild-type enzyme: no activity, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 85% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
o-fluoro-benzoylformate
o-fluoro-benzaldehyde + CO2
wild-type enzyme: 91% conversion with 89% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 83% conversion with 98% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
o-methoxy-benzoylformate
o-methoxy-benzaldehyde + CO2
wild-type enzyme: no conversion, mutant enzyme L476Q: 97% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 46% conversion with 99% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
o-methyl-benzoylformate
o-methyl-benzaldehyde + CO2
wild-type enzyme: 4% conversion, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 83% conversion with 98% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
o-methylbenzaldehyde + acetaldehyde
(2S)-2-hydroxy-1-(2-methylphenyl)propan-1-one
mutant enzyme L476Q and M365L/L461S selectively catalyzes the formation of enantiopure (S)-2-hydroxy-1-(2-methylphenyl)propan-1-one with excellent yield, a reaction which is only poorly catalyzed by the wild-type enzyme
-
-
?
p-bromo-benzoylformate
p-bromo-benzaldehyde + CO2
wild-type enzyme: 42% conversion with 83% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with 96.5% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 96% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
p-chloro-benzoylformate
p-chloro-benzaldehyde + CO2
wild-type enzyme: 85% conversion with 82% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 96.5% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 100% conversion with 95.5% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
p-fluoro-benzoylformate
p-fluoro-benzaldehyde + CO2
wild-type enzyme: 69% conversion with 87% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with 97% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 87% conversion with 97% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
p-methoxy-benzoylformate
p-methoxy-benzaldehyde + CO2
wild-type enzyme: 23% conversion with 92% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 99% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 67% conversion with 42% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
p-methyl-benzoylformate
p-methyl-benzaldehyde + CO2
wild-type enzyme: 65% conversion with 88% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme L476Q: 100% conversion with more than 98% enantiomeric excess of the (S)-2-hydroxy ketone, mutant enzyme M365L-L461S: 98% conversion with 98% enantiomeric excess of the (S)-2-hydroxy ketone
-
-
?
pyridine-2-carbaldehyde
(R)-2-Hydroxy-1,2-di-pyridin-2-yl-ethanone
-
carboligation
70% yield and 94% enantiomeric excess of the (R)-enantiomer
-
?
Pyridine-2-carbaldehyde + acetaldehyde
2-Hydroxy-1-pyridin-2-yl-propan-1-one
-
-
-
-
?
Pyridine-3-carbaldehyde + acetaldehyde
2-Hydroxy-1-pyridin-3-yl-propan-1-one
-
-
-
-
?
Quinoline-4-carbaldehyde + acetaldehyde
2-Hydroxy-1-quinolin-4-yl-propan-1-one
-
-
-
-
?
thiophene-2-carbaldehyde
(S)-2-Hydroxy-1,2-di-thiophen-2-yl-ethanone
-
carboligation
65% yield and 95% enantiomeric excess of the (R)-enantiomer
-
?
thiophene-2-carbaldehyde + acetaldehyde
(S)-2-hydroxy-1-thiophen-2-yl-propan-1-one
-
-
-
-
?
thiophene-2-carbaldehyde + acetaldehyde
2-hydroxy-1-thiophen-2-yl-propan-1-one
-
83% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
2 benzaldehyde
(R)-benzoin
-
-
i.e. (R)-2-hydroxy-1,2-diphenylethan-1-one
-
?
3-ethoxy-4-hydroxybenzoylformate
ethyl vanillin + CO2
-
-
-
?
(S)-1-(3-fluoro-phenyl)-2-hydroxy-propan-1-one
-
-
-
-
?
3-fluoro-benzaldehyde + acetaldehyde
(S)-1-(3-fluoro-phenyl)-2-hydroxy-propan-1-one
-
87% enantiomeric excess of the (S)-2-hydroxypropanone derivative
-
-
?
3-(methylsulfanyl)propanal + CO2
-
-
-
-
?
4-methylthio-2-oxobutanoate
3-(methylsulfanyl)propanal + CO2
-
-
-
-
?
4-methylthio-2-oxobutanoate
3-(methylsulfanyl)propanal + CO2
-
-
-
?
benzaldehyde + acetaldehyde
(S)-2-hydroxy-1-phenyl-propanone
-
the enantiomeric excess of (S)-2-hydroxy-1-phenyl-propanonedecreases with increasing temperature from 4°C to 30°C
-
-
?
benzaldehyde + acetaldehyde
(S)-2-hydroxypropiophenone
-
i.e. acyloin
-
?
benzaldehyde + benzaldehyde
(R)-benzoin
-
carboligation
70% yield and more than 99% enantiomeric excess of the (R)-enantiomer
-
?
?
-
enzyme is involved in the inducible pathway of mandelate
-
-
?
Benzoylformate
?
-
enzyme is involved in the metabolism of mandelic acid
-
-
?
Benzoylformate
?
-
enzyme is involved in the metabolism of mandelic acid
-
-
?
Benzoylformate
?
-
enzyme is involved in the inducible pathway of mandelate
-
-
?
Benzoylformate
?
-
enzyme is involved in the metabolism of mandelic acid
-
-
?
Benzoylformate
?
-
enzyme is involved in the metabolic pathway of phenylglycine
-
-
?
Benzoylformate
?
-
enzyme is involved in the metabolic pathway of phenylglycine
-
-
?
Benzoylformate
?
-
the enzyme is involved in the pathway for catabolism of D(+)-mandelate and L-(-)-mandelate
-
-
?
benzoylformate
benzaldehyde + CO2
-
-
-
-
?
benzoylformate
benzaldehyde + CO2
best substrate for wild-type enzyme and mutant enzymes A460I, F464I, and A4670I, F464I
-
-
?
Benzoylformate + acetaldehyde
(S)-2-Hydroxypropiophenone
-
-
benzaldehyde and benzyl alcohol are formed as by-products
?
acetaldehyde + CO2
activity of wild-type enzyme is very low, very low activity with mutant enzymes A460I, F464I, and A4670I, F464I
-
-
?
pyruvate
acetaldehyde + CO2
pyruvate is no substrate for the wild type enzyme
-
-
?
?
-
-
very low activity with pyruvate, phenylpyruvate, 2-2oxopentanoate, 3-methyl-2-oxopentanoate, 2-oxobutanoate, and 3-methyl-2-oxobutanoate. No activity with 2-oxoglutarate
-
-
?
additional information
?
-
-
very low activity with pyruvate, phenylpyruvate, 2-2oxopentanoate, 3-methyl-2-oxopentanoate, 2-oxobutanoate, and 3-methyl-2-oxobutanoate. No activity with 2-oxoglutarate
-
-
?
additional information
?
-
-
best substrates in enantioselective synthesis of (S)-2-hydroxypropanone derivatives by C-C bond formation are meta-substituted benzaldehyde derivatives
-
-
?
additional information
?
-
no activity with 3,3-dimethyl-2-oxopentanoic acid and cyclohexaneglyoxylic acid (wild-type enzyme and mutant enzymes A460I, F464I and A460I/F464I)
-
-
?
additional information
?
-
-
no activity with 3,3-dimethyl-2-oxopentanoic acid and cyclohexaneglyoxylic acid (wild-type enzyme and mutant enzymes A460I, F464I and A460I/F464I)
-
-
?
additional information
?
-
does not perform the cleavage of 2-hydroxy ketones
-
-
?
additional information
?
-
-
does not perform the cleavage of 2-hydroxy ketones
-
-
?
additional information
?
-
-
isobutyraldehyde, pivalaldehyde, and tert-butylacetaldehyde are no substrates
-
-
?
additional information
?
-
the S-stereoselective addition of larger acceptor aldehydes, such as propanal with benzaldehyde and its derivatives is not catalyzed by the wild type enzyme, but with mutant enzyme L461A
-
-
?
additional information
?
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the S-stereoselective addition of larger acceptor aldehydes, such as propanal with benzaldehyde and its derivatives is not catalyzed by the wild type enzyme, but with mutant enzyme L461A
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the enzyme performs enantioselective synthesis of (S)-2-hydroxyketones. Its stereoselectivity is highly dependent on the structure of the substrate aldehydes
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when 3-ethoxy-4-hydroxybenzoylformate is provided at with Pseudomonas putida, it is completely transformed to ethyl vanillic acid after 2 days, but only trace amounts of ethyl vanillin are detected. Similar results are obtained when ethyl vanillin replaces 3-ethoxy-4-hydroxybenzoylformate as substrate, thus aldehyde dehydrogenation activity in Pseudomonas putida is greater than its synthesis activity. The recombinant Escherichia coli strain expressing the enzyme from Pseudomonas putida converts (S)-3-ethoxy-4-hydroxymandelic acid into ethyl vanillin, but does not degrade ethyl vanillin, overview
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additional information
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when 3-ethoxy-4-hydroxybenzoylformate is provided at with Pseudomonas putida, it is completely transformed to ethyl vanillic acid after 2 days, but only trace amounts of ethyl vanillin are detected. Similar results are obtained when ethyl vanillin replaces 3-ethoxy-4-hydroxybenzoylformate as substrate, thus aldehyde dehydrogenation activity in Pseudomonas putida is greater than its synthesis activity. The recombinant Escherichia coli strain expressing the enzyme from Pseudomonas putida converts (S)-3-ethoxy-4-hydroxymandelic acid into ethyl vanillin, but does not degrade ethyl vanillin, overview
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synthesis of (S)-2-hydroxy-1-phenylpropanone by the immobilized recombinant enzyme is effective in cross acyloin reaction of benzaldehyde with acetaldehyde. The immobilized and free enzymes shows similar substrate specificity and activity
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the enzyme also performs the cross acyloin reaction of benzaldehyde with acetaldehyde to give (S)-2-hydroxy-1-phenylpropanone
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the enzyme has the ability to carry out stereospecific carbon-carbon bond formation, with products including various 2-hydroxy ketones and benzoin derivatives, the enzyme also catalyzes the conversion of benzaldehyde and acetaldehyde into R-benzoin and, predominantly, S-2-hydroxypropiophenone, via stereospecific carboligation
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the enzyme exhibits very limited activity with pyruvate
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additional information
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when 3-ethoxy-4-hydroxybenzoylformate is provided at with Pseudomonas putida, it is completely transformed to ethyl vanillic acid after 2 days, but only trace amounts of ethyl vanillin are detected. Similar results are obtained when ethyl vanillin replaces 3-ethoxy-4-hydroxybenzoylformate as substrate, thus aldehyde dehydrogenation activity in Pseudomonas putida is greater than its synthesis activity. The recombinant Escherichia coli strain expressing the enzyme from Pseudomonas putida converts (S)-3-ethoxy-4-hydroxymandelic acid into ethyl vanillin, but does not degrade ethyl vanillin, overview
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