Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 44, Pages 23763-23770Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202108970
Keywords
Aspergillus calidoustus; biosynthesis; drimane; natural products; terpenoids
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Funding
- European Social Fund ESF Europe for Thuringia projects SphinX [2017FGR0073]
- Leibniz Research Cluster (LRC) [031A360A]
- Projekt DEAL
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This study elucidated the biosynthetic pathway of drimane-type sesquiterpene esters in fungi and identified key enzymes involved in the process. The findings deepen our understanding of how fungi synthesize drimane-type sesquiterpenes and corresponding esters.
Drimane-type sesquiterpenes exhibit various biological activities and are widely present in eukaryotes. Here, we completely elucidated the biosynthetic pathway of the drimane-type sesquiterpene esters isolated from Aspergillus calidoustus and we discovered that it involves a drimenol cyclase having the same catalytic function previously only reported in plants. Moreover, since many fungal drimenol derivatives possess a gamma-butyrolactone ring, we clarified the functions of the cluster-associated cytochrome P450 and FAD-binding oxidoreductase discovering that these two enzymes are solely responsible for the formation of those structures. Furthermore, swapping of the enoyl reductase domain in the identified polyketide synthase led to the production of metabolites containing various polyketide chains with different levels of saturation. These findings have deepened our understanding of how fungi synthesize drimane-type sesquiterpenes and the corresponding esters.
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