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Literature summary for 1.1.1.311 extracted from

  • Borowiecki, P.; Telatycka, N.; Tataruch, M.; Zadlo-Dobrowolska, A.; Reiter, T.; Schuehle, K.; Heider, J.; Szaleniec, M.; Kroutil, W.
    Biocatalytic asymmetric reduction of gamma-keto esters to access optically active gamma-aryl-gamma-butyrolactones (2020), Adv. Synth. Catal., 362, 2012-2029 .
No PubMed abstract available
Search for more literature for 1.1.1.311

Application

Application Comment Organism
synthesis the enzyme recombinantly expressed in Escherichia coli 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 in preparative scale Aromatoleum aromaticum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(S)-1-phenylethanol + NAD+ Aromatoleum aromaticum
-
 acetophenone + NADH + H+
-
 r
(S)-1-phenylethanol + NAD+ Aromatoleum aromaticum EbN1
-
 acetophenone + NADH + H+
-
 r

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.
(S)-1-phenylethanol + NAD+
-
 Aromatoleum aromaticum acetophenone + NADH + H+
-
 r
(S)-1-phenylethanol + NAD+
-
 Aromatoleum aromaticum EbN1 acetophenone + NADH + H+
-
 r
acetophenone + NADH + H+
-
 Aromatoleum aromaticum (S)-1-phenylethanol + NAD+
-
 r
acetophenone + NADH + H+
-
 Aromatoleum aromaticum EbN1 (S)-1-phenylethanol + NAD+
-
 r
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
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
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
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
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
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
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
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
methyl 4-oxo-4-phenylbutanoate + NADH + H+
-
 Aromatoleum aromaticum (S)-methyl 4-hydroxy-4-phenylbutanoate + (S)-(-)-5-phenyldihydrofuran-2(3H)-one + NAD+
-
 r
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 ?
-
-
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 ?
-
-

Synonyms

Synonyms Comment Organism
(S)-PED
-
 Aromatoleum aromaticum
PED
-
 Aromatoleum aromaticum
prelog-specific NADH-dependent (S)-1-phenylethanol dehydrogenase
-
 Aromatoleum aromaticum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Aromatoleum aromaticum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Aromatoleum aromaticum

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Aromatoleum aromaticum
NADH
-
 Aromatoleum aromaticum