Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.14.13.22 extracted from

  • Ottolina, G.; de Gonzalo, G.; Carrea, G.; Danieli, B.
    Enzymatic Baeyer-Villiger oxidation of bicyclic diketones (2005), Adv. Synth. Catal., 347, 1035-1040.
No PubMed abstract available

Application

Application Comment Organism
synthesis the enzyme in crude extract can be used for synthesis of enantiopure lactones, development of a simple and easy to handle method including a coupled NADPG regeneration system Acinetobacter calcoaceticus

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Acinetobacter calcoaceticus

Organism

Organism UniProt Comment Textmining
Acinetobacter calcoaceticus
-
-
-
Acinetobacter calcoaceticus NCIMB 9871
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(1aS,4aS,8aS)-8a-methylhexahydronaphthalene-1,6-dione + NADPH + O2 Wieland–Miescher ketone, no activity with the (1aR,4aR,8aR)-stereoisomer, stereoselective formation of the cis-(5aR,9aS)-isomer Acinetobacter calcoaceticus (5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + NADP+ + H2O
-
?
(1aS,4aS,8aS)-8a-methylhexahydronaphthalene-1,6-dione + NADPH + O2 Wieland–Miescher ketone, no activity with the (1aR,4aR,8aR)-stereoisomer, stereoselective formation of the cis-(5aR,9aS)-isomer Acinetobacter calcoaceticus NCIMB 9871 (5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + NADP+ + H2O
-
?
(4aR,8aS)-8a-methylhexahydronaphthalene-1,6(2H,5H)-dione + NADPH + O2
-
Acinetobacter calcoaceticus (5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + (4aS,6S,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1-one + NADP+ + H2O
-
?
(4aR,8aS)-8a-methylhexahydronaphthalene-1,6(2H,5H)-dione + NADPH + O2
-
Acinetobacter calcoaceticus NCIMB 9871 (5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + (4aS,6S,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1-one + NADP+ + H2O
-
?
4a-methyltetrahydro-1aH-naphtho[1,8a-b]oxirene-2,5(3H,6H)-dione + NADPH + O2
-
Acinetobacter calcoaceticus (1R,3S,7S)-7-methyl-2,8-dioxatricyclo[5.5.0.01,3]dodecane-4,9-dione + NADP+ + H2O enantiopure product ?
4a-methyltetrahydro-1aH-naphtho[1,8a-b]oxirene-2,5(3H,6H)-dione + NADPH + O2
-
Acinetobacter calcoaceticus NCIMB 9871 (1R,3S,7S)-7-methyl-2,8-dioxatricyclo[5.5.0.01,3]dodecane-4,9-dione + NADP+ + H2O enantiopure product ?
additional information Baeyer–Villiger oxidation of racemic bicyclic diketones such as the Wieland–Miescher and the Hajos–Parrish diketones and of some of their derivatives to the correspondent lactones in a highly regio- and enantioselective manner, overview Acinetobacter calcoaceticus ?
-
?
additional information Baeyer–Villiger oxidation of racemic bicyclic diketones such as the Wieland–Miescher and the Hajos–Parrish diketones and of some of their derivatives to the correspondent lactones in a highly regio- and enantioselective manner, overview Acinetobacter calcoaceticus NCIMB 9871 ?
-
?

Synonyms

Synonyms Comment Organism
CHMO
-
Acinetobacter calcoaceticus

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Acinetobacter calcoaceticus