drug development
immobilization in polyvinylalcohol gel particles is desirable technique with presumptive impact on industrial applications of recombinant whole-cell Baeyer–Villiger monooxygenases as biocatalysts for production of bioactive compounds and precursors of potentially new drugs. An immobilization of Escherichia coli cells with overproduced Baeyer-Villiger monooxygenase improves their stability in repetitive batch biooxidations as compared to free cells. Detected autoinduction of recombinant enzyme in pET22b+ plays a significant role in application of immobilized cells as it may increase specific activity of cells in repetitive use under growing reaction conditions. Original technique for qualitative analysis of enzyme expression within immobilized cells is developed
synthesis
Baeyer-Villiger biooxidation of 4-methylcyclohexanone to 5-methyloxepane-2-one catalysed by recombinant Escherichia coli overexpressing cyclopentanone monooxygenase encapsulated in polyelectrolyte complex capsules. Viability of encapsulated cells decreases with increasing substrate concentration from 99 to 83%, while substrate conversions decrease from 100 to 6%. Storage stabilization of encapsulated cells is observed by increased substrate conversion form 68 to 96%
synthesis
the enzyme can be used for accessing tetrahydrofuran-based natural products by stereoselective Baeyer-Villiger biooxidation, in particular for the formation of chiral lactones, natural compound synthesis, completion of the formal total synthesis of (+)-showdomycin and establishing of the absolute configuration of biooxidation product as (1S,6S)-3,9-dioxabicyclo[4.2.1]non-7-en-4-one, overview
synthesis
the Escherichia coli overexpression systems of Baeyer–Villiger monooxygenases, cyclohexanone monooxygenase and cyclopentanone monooxygenase and their mutants derived from directed evolution are used as catalysts in oxidations of six 4-substituted cyclohexanones. Several substrates that give negative results with growing cells, afford excellent conversions in the transformations under non-growing conditions
