1.1.1.311 (S)-1-phenylethanol + NAD+ - Azoarcus sp. acetophenone + NADH + H+ - r 395156 1.1.1.311 (S)-1-phenylethanol + NAD+ - Aromatoleum aromaticum acetophenone + NADH + H+ - r 395156 1.1.1.311 (S)-1-phenylethanol + NAD+ no activity with NADP+. No activity with (R)-1-phenylethanol Azoarcus sp. acetophenone + NADH + H+ - r 395156 1.1.1.311 (S)-1-phenylethanol + NAD+ - Azoarcus sp. EbN1 acetophenone + NADH + H+ - r 395156 1.1.1.311 (S)-1-phenylethanol + NAD+ no activity with NADP+. No activity with (R)-1-phenylethanol Azoarcus sp. EbN1 acetophenone + NADH + H+ - r 395156 1.1.1.311 (S)-1-phenylethanol + NAD+ - Aromatoleum aromaticum EbN1 acetophenone + NADH + H+ - r 395156 1.1.1.311 2,2,2-trifluoroacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+ 100% enantiomertic excess ? 438685 1.1.1.311 2,2,2-trifluoroacetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-1-phenyl-2,2,2-trifluoroethan-1-ol + NAD+ 100% enantiomertic excess ? 438685 1.1.1.311 2,2-dichloroacetophenone + NADH + H+ - Aromatoleum aromaticum ? + NAD+ - r 460465 1.1.1.311 2,4'-dichloroacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+ 100% enantiomeric excess ? 438702 1.1.1.311 2,4'-dichloroacetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-2-chloro-1-(4-chloro-phenyl)-ethanol + NAD+ 100% enantiomeric excess ? 438702 1.1.1.311 2-acetylpyridine + NADH + H+ - Aromatoleum aromaticum ? + NAD+ - r 440620 1.1.1.311 2-acetylpyridine + NADH + H+ - Aromatoleum aromaticum EbN1 ? + NAD+ - r 440620 1.1.1.311 2-chloroacetophenone + NADH + H+ - Aromatoleum aromaticum ? + NAD+ - r 460491 1.1.1.311 4'-bromoacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-bromoethyl)phenol + NAD+ - r 460642 1.1.1.311 4'-chloroacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-chloroethyl)phenol + NAD+ - r 460643 1.1.1.311 4'-ethylacetophenone + NADH + H+ - Aromatoleum aromaticum ? + NAD+ - r 460644 1.1.1.311 4'-fluoroacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-fluoroethyl)phenol + NAD+ - r 460645 1.1.1.311 4'-hydroxyacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-hydroxyethyl)phenol + NAD+ - r 438878 1.1.1.311 4'-hydroxyacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-hydroxyethyl)phenol + NAD+ 90% enantiomeric excess ? 438878 1.1.1.311 4'-hydroxyacetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-4-(1-hydroxyethyl)phenol + NAD+ - r 438878 1.1.1.311 4'-methoxyacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-methoxyethyl)phenol + NAD+ - r 460646 1.1.1.311 4'-nitroacetophenone + NADH + H+ - Aromatoleum aromaticum (S)-4-(1-nitroethyl)phenol + NAD+ - r 460647 1.1.1.311 4-acetylbiphenyl + NADH + H+ - Aromatoleum aromaticum (S)-1-(biphenyl-4-yl)ethanol + NAD+ 100% enantiomeric excess ? 438876 1.1.1.311 4-acetylbiphenyl + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-1-(biphenyl-4-yl)ethanol + NAD+ 100% enantiomeric excess ? 438876 1.1.1.311 4-acetylpyridine + NADH + H+ - Aromatoleum aromaticum ? + NAD+ - r 460655 1.1.1.311 4-aminoacetophenone + NADH + H+ - Aromatoleum aromaticum 1-(4-aminophenyl)ethanol + NAD+ racemic product ? 438877 1.1.1.311 4-aminoacetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 1-(4-aminophenyl)ethanol + NAD+ racemic product ? 438877 1.1.1.311 acetophenone + NADH + H+ - Aromatoleum aromaticum (S)-1-phenylethanol + NAD+ - r 396201 1.1.1.311 acetophenone + NADH + H+ - Aromatoleum aromaticum (S)-1-phenylethanol + NAD+ 100% enantiomeric excess ? 396201 1.1.1.311 acetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-1-phenylethanol + NAD+ 100% enantiomeric excess ? 396201 1.1.1.311 acetophenone + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-1-phenylethanol + NAD+ - r 396201 1.1.1.311 methyl 4-(4-bromophenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-(4-bromophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-bromophenyl)dihydrofuran-2(3H)-one + NAD+ - r 461217 1.1.1.311 methyl 4-(4-bromophenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-methyl 4-(4-bromophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-bromophenyl)dihydrofuran-2(3H)-one + NAD+ - r 461217 1.1.1.311 methyl 4-(4-chlorophenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-(4-chlorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-chlorophenyl)dihydrofuran-2(3H)-one + NAD+ - r 461218 1.1.1.311 methyl 4-(4-chlorophenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum EbN1 (S)-methyl 4-(4-chlorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-chlorophenyl)dihydrofuran-2(3H)-one + NAD+ - r 461218 1.1.1.311 methyl 4-(4-fluorophenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-(4-fluorophenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-fluorophenyl)dihydrofuran-2(3H)-one + NAD+ - r 461219 1.1.1.311 methyl 4-(4-methoxyphenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-(4-methoxyphenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-methoxyphenyl)dihydrofuran-2(3H)-one + NAD+ - r 461220 1.1.1.311 methyl 4-(4-methylphenyl)-4-oxobutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-(4-methylphenyl)-4-hydroxybutanoate + (S)-(-)-5-(4-methylphenyl)dihydrofuran-2(3H)-one + NAD+ - r 461221 1.1.1.311 methyl 4-fluorobenzoylacetate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 3-(4-fluorophenyl)-3-hydroxypropanoate + NAD+ 100% enantiomertic excess ? 439745 1.1.1.311 methyl 4-oxo-4-(pyren-1-yl)butanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-hydroxy-4-(pyren-1-yl)butanoate + (S)-(-)-5-(pyren-1-yl)oxolan-2-one + NAD+ - r 461222 1.1.1.311 methyl 4-oxo-4-phenylbutanoate + NADH + H+ - Aromatoleum aromaticum (S)-methyl 4-hydroxy-4-phenylbutanoate + (S)-(-)-5-phenyldihydrofuran-2(3H)-one + NAD+ - r 461223 1.1.1.311 additional information no activity with ethanol, 1-propanol, 1-butanol, 2-phenylethanol or benzyl alcohol Azoarcus sp. ? - ? 89 1.1.1.311 additional information the enzyme is used for chemoenzymatic synthesis of enantiomerically enriched (S)- and (R)-gamma-aryl-gamma-butyrolactones, whereby the key step is an enzyme-catalyzed stereoselective reduction of methyl 4-oxo-4-arylbutanoates, (S)-PED-catalyzed bioreduction Aromatoleum aromaticum ? - - 89 1.1.1.311 additional information the low pH cluster model is used to investigate kinetics and thermodynamics of the PEDH catalysed reductions of ketones to alcohols. The optimization of enzyme-ketone complexes (ES), transitions states (TS) as well as the enzyme-alcohol complexes (EP) are obtained for acetophenone and its structural analogues: 2,2-di-chloroacetophenone, 2-chloroacetophenone, 4'-nitroacetophenone, 4'-hydroxyacetophenone, 4'-methoxyacetophenone, 4'-ethylacetophenone, 4'-fluoroacetophenone, 4'-chloroacetophenone, 4'-bromoacetophenone, and 2-acetyl- and 4-acetylpyridine. Analysis of transition states for acetophenone derivatives, kinetic and thermodynamic analysis, overview Aromatoleum aromaticum ? - - 89 1.1.1.311 additional information no activity with ethanol, 1-propanol, 1-butanol, 2-phenylethanol or benzyl alcohol Azoarcus sp. EbN1 ? - ? 89 1.1.1.311 additional information the enzyme is used for chemoenzymatic synthesis of enantiomerically enriched (S)- and (R)-gamma-aryl-gamma-butyrolactones, whereby the key step is an enzyme-catalyzed stereoselective reduction of methyl 4-oxo-4-arylbutanoates, (S)-PED-catalyzed bioreduction Aromatoleum aromaticum EbN1 ? - - 89 1.1.1.311 additional information the low pH cluster model is used to investigate kinetics and thermodynamics of the PEDH catalysed reductions of ketones to alcohols. The optimization of enzyme-ketone complexes (ES), transitions states (TS) as well as the enzyme-alcohol complexes (EP) are obtained for acetophenone and its structural analogues: 2,2-di-chloroacetophenone, 2-chloroacetophenone, 4'-nitroacetophenone, 4'-hydroxyacetophenone, 4'-methoxyacetophenone, 4'-ethylacetophenone, 4'-fluoroacetophenone, 4'-chloroacetophenone, 4'-bromoacetophenone, and 2-acetyl- and 4-acetylpyridine. Analysis of transition states for acetophenone derivatives, kinetic and thermodynamic analysis, overview Aromatoleum aromaticum EbN1 ? - - 89