title: A One-Pot Cascade Reaction Combining an Encapsulated Decarboxylase with a Metathesis Catalyst for the Synthesis of Bio-Based Antioxidants.
abstract: The combination of enzymes with traditional chemical catalysts unifies the high selectivity of the former with the versatility of the latter. A major challenge of this approach is the difference in the optimal reaction conditions for each catalyst type. In this work, we combined a cofactor-free decarboxylase with a ruthenium metathesis catalyst to produce high-value antioxidants from bio-based precursors. As suitable ruthenium catalysts did not show satisfactory activity under aqueous conditions, the reaction required the use of an organic solvent, which in turn significantly reduced enzyme activity. Upon encapsulation of the decarboxylase in a cryogel, the decarboxylation could be conducted in an organic solvent, and the recovery of the enzyme after the reaction was facilitated. After an intermediate drying step, the subsequent metathesis in pure organic solvent proved to be straightforward. The synthetic utility of the cascade was demonstrated by the synthesis of the antioxidant 4,4'-dihydroxystilbene in an overall yield of 90 %.
authors.affiliation: Nachwuchsgruppe für Mikrobielle Biotechnologie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44780, Bochum, Germany.
authors.forename: Álvaro
authors.identifier: 0000-0001-7191-7316
authors.initials: Á
authors.lastname: Gómez Baraibar
authors.affiliation: Nachwuchsgruppe für Mikrobielle Biotechnologie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44780, Bochum, Germany.
authors.forename: Dennis
authors.initials: D
authors.lastname: Reichert
authors.affiliation: Nachwuchsgruppe für Mikrobielle Biotechnologie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44780, Bochum, Germany.
authors.forename: Carolin
authors.identifier: 0000-0002-8065-173X
authors.initials: C
authors.lastname: Mügge
authors.affiliation: Nachwuchsgruppe für Mikrobielle Biotechnologie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44780, Bochum, Germany.
authors.forename: Svenja
authors.initials: S
authors.lastname: Seger
authors.affiliation: Lehrstuhl für Organische Chemie I, Fakultät für Chemie, Universität Bielefeld, Universitätsstrasse 25, 33615, Bielefeld, Germany.
authors.forename: Harald
authors.initials: H
authors.lastname: Gröger
authors.affiliation: Nachwuchsgruppe für Mikrobielle Biotechnologie, Ruhr-Universität Bochum, Universitätsstrasse 150, 44780, Bochum, Germany.
authors.forename: Robert
authors.identifier: 0000-0002-2853-3525
authors.initials: R
authors.lastname: Kourist
keywords: bio-based antioxidants; biocatalysis; compartmentalization; decarboxylation; metathesis