Methanol-Driven Oxidative Rearrangement of Biogenic Furans - Enzyme Cascades vs. Photobiocatalysis

Christina Jäger; Cloé Bruneau; Philip K Wagner; Martin H G Prechtl; Jan Deska

doi:10.3389/fchem.2021.635883

Methanol-Driven Oxidative Rearrangement of Biogenic Furans - Enzyme Cascades vs. Photobiocatalysis

Front Chem. 2021 Apr 7:9:635883. doi: 10.3389/fchem.2021.635883. eCollection 2021.

Authors

Christina Jäger¹, Cloé Bruneau¹, Philip K Wagner¹, Martin H G Prechtl^{2

3}, Jan Deska¹

Affiliations

¹ Department of Chemistry, Aalto University, Espoo, Finland.
² Department of Chemistry, University of Cologne, Cologne, Germany.
³ Instituto Superior Técnico, University of Lisbon, Lisboa, Portugal.

Abstract

The oxidative ring expansion of bio-derived furfuryl alcohols to densely functionalized six-membered O-heterocycles represents an attractive strategy in the growing network of valorization routes to synthetic building blocks out of the lignocellulosic biorefinery feed. In this study, two scenarios for the biocatalytic Achmatowicz-type rearrangement using methanol as terminal sacrificial reagent have been evaluated, comparing multienzymatic cascade designs with a photo-bio-coupled activation pathway.

Keywords: aerobic; enzymatic; furans; oxygenation; ring expansion; visible light.