A Family of Related Fungal and Bacterial Di- and Sesterterpenes: Studies on Fusaterpenol and Variediene.

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A Family of Related Fungal and Bacterial Di- and Sesterterpenes: Studies on Fusaterpenol and Variediene.

Chembiochem. 2019 Sep 02;:

Authors: Rinkel J, Steiner S, Bian G, Chen R, Liu T, Dickschat JS

Abstract
The absolute configuration of fusaterpenol (GJ1012E) was revised by the enantioselective deuteration strategy. A bifunctional enzyme with a terpene synthase and a prenyltransferase domain from Aspergillus brasiliensis was characterised as variediene synthase and the absolute configuration of its product was elucidated. The uniform absolute configurations of these and structurally related di- and sesterterpenes together with a common stereochemical course for the geminal methyl groups of GGPP unravel a similar conformational fold of the substrate in the active sites of the terpene synthases. For variediene a thermal reaction observed during GC/MS analysis was studied in detail for which a surprising mechanism was uncovered.

PMID: 31476106 [PubMed – as supplied by publisher]

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