Mechanistic characterisation of a sesquiterpene synthase for asterisca-1,6-diene from the liverwort Radula lindenbergiana and implications for pentalenene biosynthesis

Abstract

A sesquiterpene synthase from the liverwort Radula lindenbergiana was characterised and shown to produce the new sesquiterpene hydrocarbon (3R,9R)-asterisca-1,6-diene, besides small amounts of pentalenene. The biosynthesis of asterisca-1,6-diene was studied...

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“…Investigation of the liverwort Radula lindenbergiana has identified a sesquiterpene synthase that produces the novel hydrocarbon (3 R ,9 R )-asterisca-1,6-diene 18 . 17 Isotopic labelling experiments confirmed the absolute configuration of 18 and provided some insight into its biosynthesis. Heterologous expression of a diterpene synthase (TlnA) from Talaromyces stipitatus in Aspergillus oryzae has shown this produces talarodiene 19 , which has a distinct 5/8/6 ring system.…”

Functional and Mechanistic Characterization of the 4,5‐diepi‐Isoishwarane Synthase from the Liverwort Radula lindenbergiana

“…They were first described from the lycophyte Selaginella moellendorffii [15] and are today known to be widespread in nonseed land plants. [16] We have recently studied the diversity and functions of MTPSLs in the liverwort Radula lindenbergiana, [17] including a deep mechanistic investigation of the asterisca-1,6-diene synthase (RlMTPSL3) [18] with implications for pentalenene biosynthesis. [19] Here we report on the functional and mechanistic characterization of another microbial type terpene synthase RlMTPSL4 from R. lindenbergiana for which sesquiterpene synthase activity has been demonstrated previously, but the main product remained unidentified.…”

Mechanistic characterisation of the diterpene synthase for clitopilene and identification of isopentalenene synthase from the fungus Clitopilus passeckerianus

“…S28, ESI†). The biosynthesis of 3 has intensively been studied, 29–38 and compound 2 is the alternative deprotonation product from the terminal intermediate to 3 .…”