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Literature summary for 1.1.1.320 extracted from

  • Contente, M.L.; Serra, I.; Brambilla, M.; Eberini, I.; Gianazza, E.; De Vitis, V.; Molinari, F.; Zambelli, P.; Romano, D.
    Stereoselective reduction of aromatic ketones by a new ketoreductase from Pichia glucozyma (2016), Appl. Microbiol. Biotechnol., 100, 193-201.
    View publication on PubMed

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.64
-
benzil pH 8.0, 30°C Ogataea glucozyma

Organism

Organism UniProt Comment Textmining
Ogataea glucozyma A0A0H4SN47
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-(2-fluorophenyl)ethanone + NADPH + H+ 76% of the rate with 1-(4-nitrophenyl)ethanone, 97% yield, 94% enantiomeric excess Ogataea glucozyma (1S)-1-(2-fluorophenyl)ethanol + NADP+
-
?
1-(2-nitrophenyl)ethanone + NADPH + H+ 53% of the rate with 1-(4-nitrophenyl)ethanone, 78% yield, 98% enantiomeric excess Ogataea glucozyma (1S)-1-(2-nitrophenyl)ethanol + NADP+
-
?
1-(3-fluorophenyl)ethanone + NADPH + H+ 61% of the rate with 1-(4-nitrophenyl)ethanone, 85% yield, 98% enantiomeric excess Ogataea glucozyma (1S)-1-(3-fluorophenyl)ethanol + NADP+
-
?
1-(4-nitrophenyl)ethanone + NADPH + H+ 100% yield, 98% enantiomeric excess Ogataea glucozyma (1S)-1-(4-nitrophenyl)ethanol + NADP+
-
?
1-(furan-2-yl)ethanone + NADPH + H+
-
Ogataea glucozyma (1S)-1-(furan-2-yl)ethanol + NADP+ 48% of the activity with benzil, 95% yield, 98% enantiomeric excess ?
1-(pyridin-3-yl)ethanone + NADPH + H+
-
Ogataea glucozyma (S)-(1-pyridin-3yl)ethanol + NADP+ 58% of the activity with benzil, 95% yield, 98% enantiomeric excess ?
1-(pyridin-3-yl)propan-1-one + NADPH + H+
-
Ogataea glucozyma (S)-1-(pyridin-3-yl)propanol + NADP+ 60% of the activity with benzil, 95% yield, 98% enantiomeric excess ?
1-(thiophen-2-yl)ethanone + NADPH + H+
-
Ogataea glucozyma (1S)-1-(thiophen-2-yl)ethanol + NADP+ 51% of the activity with benzil, 95% yield, 98% enantiomeric excess ?
2-acetylbenzonitrile + NADPH + H+ 82% of the rate with 1-(4-nitrophenyl)ethanone, 98% yield, 98% enantiomeric excess Ogataea glucozyma 2-[(1S)-1-hydroxyethyl]benzonitrile + NADP+
-
?
3-oxo-3-phenylpropanenitrile + NADPH + H+
-
Ogataea glucozyma (3S)-3-hydroxy-3-phenylpropanenitrile + NADP+ 55% of the activity with benzil, 95% yield, 95% enantiomeric excess ?
4-acetylbenzonitrile + NADPH + H+ 68% of the rate with 1-(4-nitrophenyl)ethanone, 70% yield, 97% enantiomeric excess Ogataea glucozyma 4-[(1S)-1-hydroxyethyl]benzonitrile + NADP+
-
?
benzil + NADPH + H+
-
Ogataea glucozyma (S)-benzoin + NADP+ 98% enantiomeric excess ?
benzophenone + NADPH + H+
-
Ogataea glucozyma diphenylmethanol + NADP+ 66% yield ?
ethyl 2-oxo-2-phenylacetate + NADPH + H+
-
Ogataea glucozyma ethyl (2S)-hydroxy(phenyl)acetate + NADP+ 115% yield, 40% enantiomeric excess ?
additional information for the enantioselective reduction of mono-substituted acetophenones, reaction rates of meta- and para-derivatives are consistent with the electronic effects described by delta-Hammett coefficients. Enantioselectivity is determined by an opposite orientation of the substrate in the binding pocket. Reduction of ortho-derivatives occurs only with substrates bearing substituents with low steric impact, and reactivity is controlled by stereoelectronic features Ogataea glucozyma ?
-
?
additional information the enzyme prefers space-demanding substrates, which are often converted with high stereoselectivity Ogataea glucozyma ?
-
?

Synonyms

Synonyms Comment Organism
KRED1-Pglu
-
Ogataea glucozyma

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30 35
-
Ogataea glucozyma

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
30
-
stable up to Ogataea glucozyma

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.14
-
benzil pH 8.0, 30°C Ogataea glucozyma

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7 8
-
Ogataea glucozyma

pH Stability

pH Stability pH Stability Maximum Comment Organism
6
-
90% of maximum activity Ogataea glucozyma
8
-
90% of maximum activity Ogataea glucozyma

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.22
-
benzil pH 8.0, 30°C Ogataea glucozyma