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Literature summary for 1.1.1.311 extracted from

  • Dudzik, A.; Snoch, W.; Borowiecki, P.; Opalinska-Piskorz, J.; Witko, M.; Heider, J.; Szaleniec, M.
    Asymmetric reduction of ketones and beta-keto esters by (S)-1-phenylethanol dehydrogenase from denitrifying bacterium Aromatoleum aromaticum (2015), Appl. Microbiol. Biotechnol., 99, 5055-5069.
    View publication on PubMedView publication on EuropePMC

Application

Application Comment Organism
synthesis application of (S)-1-phenylethanol dehydrogenase for asymmetric reduction of 42 prochiral ketones and 11 beta-keto esters to enantiopure secondary alcohols. The conversions are carried out in a batch reactor using recombinant Escherichia coli as whole-cell catalysts and isopropanol as reaction solvent and cosubstrate for NADH recovery. Ketones are converted to the respective secondary alcohols with excellent enantiomeric excesses and high productivities Aromatoleum aromaticum

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Aromatoleum aromaticum

Crystallization (Commentary)

Crystallization (Comment) Organism
docking simulation for prochiral ketone and beta-keto ester substrates Aromatoleum aromaticum

Organism

Organism UniProt Comment Textmining
Aromatoleum aromaticum Q5P5I4
-
-
Aromatoleum aromaticum EbN1 Q5P5I4
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2,2,2-trifluoroacetophenone + NADH + H+
-
Aromatoleum aromaticum (S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+ 100% enantiomertic excess ?
2,2,2-trifluoroacetophenone + NADH + H+
-
Aromatoleum aromaticum EbN1 (S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+ 100% enantiomertic excess ?
2,4'-dichloroacetophenone + NADH + H+
-
Aromatoleum aromaticum (S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+ 100% enantiomeric excess ?
2,4'-dichloroacetophenone + NADH + H+
-
Aromatoleum aromaticum EbN1 (S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+ 100% enantiomeric excess ?
4'-hydroxyacetophenone + NADH + H+
-
Aromatoleum aromaticum (S)-4-(1-hydroxyethyl)phenol + NAD+ 90% enantiomeric excess ?
4-acetylbiphenyl + NADH + H+
-
Aromatoleum aromaticum (S)-1-(biphenyl-4-yl)ethanol + NAD+ 100% enantiomeric excess ?
4-acetylbiphenyl + NADH + H+
-
Aromatoleum aromaticum EbN1 (S)-1-(biphenyl-4-yl)ethanol + NAD+ 100% enantiomeric excess ?
4-aminoacetophenone + NADH + H+
-
Aromatoleum aromaticum 1-(4-aminophenyl)ethanol + NAD+ racemic product ?
4-aminoacetophenone + NADH + H+
-
Aromatoleum aromaticum EbN1 1-(4-aminophenyl)ethanol + NAD+ racemic product ?
acetophenone + NADH + H+
-
Aromatoleum aromaticum (S)-1-phenylethanol + NAD+ 100% enantiomeric excess ?
acetophenone + NADH + H+
-
Aromatoleum aromaticum EbN1 (S)-1-phenylethanol + NAD+ 100% enantiomeric excess ?
methyl 4-fluorobenzoylacetate + NADH + H+
-
Aromatoleum aromaticum (S)-methyl 3-(4-fluorophenyl)-3-hydroxypropanoate + NAD+ 100% enantiomertic excess ?