A Retro‐biosynthesis‐Based Route to Generate Pinene‐Derived Polyesters

Abstract: Significantly increased production of biobased polymers is a prerequisite to replace petroleum‐based materials towards reaching a circular bioeconomy. However, many renewable building blocks from wood and other plant material are not directly amenable for polymerization, due to their inert backbones and/or lack of functional group compatibility with the desired polymerization type. Based on a retro‐biosynthetic analysis of polyesters, a chemoenzymatic route from (−)‐α‐pinene towards a verbanone‐based lactone, which is further used in ring‐opening polymerization, is presented. Generated pinene‐derived polyesters showed elevated degradation and glass transition temperatures, compared with poly (ϵ‐decalactone), which lacks a ring structure in its backbone. Semirational enzyme engineering of the cyclohexanone monooxygenase from Acinetobacter calcoaceticus enabled the biosynthesis of the key lactone intermediate for the targeted polyester. As a proof of principle, one enzyme variant identified from screening in a microtiter plate was used in biocatalytic upscaling, which afforded the bicyclic lactone in 39 % conversion in shake flask scale reactions.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: A Retro‐biosynthesis‐Based Route to Generate Pinene‐Derived Polyesters ; volume:20 ; number:13 ; year:2019 ; pages:1664-1671 ; extent:8 ; ChemBioChem ; 20, Heft 13 (2019), 1664-1671 (gesamt 8)

Contributors, Places and Time

• Creator: Stamm, Arne ; Biundo, Antonino ; Schmidt, Björn ; Brücher, Jörg ; Lundmark, Stefan ; Olsén, Peter ; Fogelström, Linda ; Malmström, Eva ; Bornscheuer, Uwe T. ; Syrén, Per-Olof

Further information

• DOI: 10.1002/cbic.201900046
• URN: urn:nbn:de:101:1-2022080107554629562644
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:20 AM CEST