Acetylacetoin synthase (AAS) from Bacillus licheniformis has been partially purified and immobilized on a silica support and its activity was tested under batch conditions in the homo-coupling of a set of alpha-diketones leading to valuable alpha-hydroxy ketone derivatives displaying a chiral tertiary alcohol functionality at the alpha-position. Next, the effectiveness of AAS heterogeneous catalysis has been evaluated under continuous-flow conditions by fabricating the corresponding packed-bed microreactors (pressure- resistant stainless-steel columns). It has been demonstrated that the covalent immobilization on a silica support and the flow regime synergistically contribute to preserve the enzyme activity over time, thus permitting the long-term operation (up to 15 days) of the prepared bioreactors for the production of the 25 chiral targets via the umpolung strategy.

Expanding the scope of enzymatic carboligation reactions in flow-mode: production of optically active tertiary alcohols with packed-bed micro-bioreactors

GIOVANNINI, Pier Paolo;BORTOLINI, Olga;CAVAZZINI, Alberto;GRECO, Roberto;FANTIN, Giancarlo;MASSI, Alessandro
2014

Abstract

Acetylacetoin synthase (AAS) from Bacillus licheniformis has been partially purified and immobilized on a silica support and its activity was tested under batch conditions in the homo-coupling of a set of alpha-diketones leading to valuable alpha-hydroxy ketone derivatives displaying a chiral tertiary alcohol functionality at the alpha-position. Next, the effectiveness of AAS heterogeneous catalysis has been evaluated under continuous-flow conditions by fabricating the corresponding packed-bed microreactors (pressure- resistant stainless-steel columns). It has been demonstrated that the covalent immobilization on a silica support and the flow regime synergistically contribute to preserve the enzyme activity over time, thus permitting the long-term operation (up to 15 days) of the prepared bioreactors for the production of the 25 chiral targets via the umpolung strategy.
2014
Giovannini, Pier Paolo; Bortolini, Olga; Cavazzini, Alberto; Greco, Roberto; Fantin, Giancarlo; Massi, Alessandro
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/2025213
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