[Zurück]

F. Rudroff, M. Fink, R. Pydi, U. Bornscheuer, M.D. Mihovilovic:
"First chemo-enzymatic synthesis of (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer-Villiger monooxygenases";
Monatshefte für Chemie, 148 (2017), S. 157 - 165.

This study investigates the substrate profile of
cycloalkanone monooxygenase and 2-oxo-D3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer-Villiger monooxygenase family, used as whole-cell biocatalysts.
Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic
ketones, as well as kinetic resolution of racemic cycloketones.
We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(-)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine.

Biotransformation, Baeyer-Villiger oxidation, Taniguchi lactone

http://dx.doi.org/10.1007/s00706-016-1873-9

http://publik.tuwien.ac.at/files/publik_266592.pdf