ArticleAngewandte Chemie (International ed. in English)2022
Mechanism of the Bifunctional Multiple Product Sesterterpene Synthase AcAS from Aspergillus calidoustus.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 40 citations in OpenAlex.
- Evolutionary, Functional and Mechanistic Characterisation of Microbial Terpene Synthase-Like Genes From Springtails.Angewandte Chemie (International ed. in English) · 2026Article
- Formal Chemoenzymatic Skeletal Editing of Fusicoccane Core to Access 6‑Aza-Fusicoccanes.JACS Au · 2026Article
- Enzyme-Catalysed Formation of Hydrocarbon Scaffolds from Geranylgeranyl Diphosphate Analogs with Shifted Double Bonds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Article
- Telescoping a Prenyltransferase and a Diterpene Synthase to Transform Unnatural FPP Derivatives to Diterpenoids.Organic letters · 2024Article
- Class II terpene cyclases: structures, mechanisms, and engineering.Natural product reports · 2024Review
- Acyclic Triterpenoids fromACS omega · 2023Article
- Norditerpenoids biosynthesized by variediene synthase-associated P450 machinery along with modifications by the host cellSynthetic and systems biotechnology · 2022Article
- Diterpene Biosynthesis from Geranylgeranyl Diphosphate Analogues with Changed Reactivities Expands Skeletal Diversity.Angewandte Chemie (International ed. in English) · 2022Article
- Mechanism of the Bifunctional Multiple Product Sesterterpene Synthase AcAS from Aspergillus calidoustus.Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The multiproduct chimeric sesterterpene synthase AcAS from Aspergillus calidoustus yielded spirocyclic calidoustene, which exhibits a novel skeleton, besides five known sesterterpenes. The complex cyclisation mechanism to all six compounds was investigated by isotopic labelling experiments in combination with DFT calculations. Chemically synthesised 8-hydroxyfarnesyl diphosphate was converted with isopentenyl diphosphate and AcAS into four oxygenated sesterterpenoids that structurally resemble cytochrome P450 oxidation products of the sesterterpene hydrocarbons. Protein engineering of AcAS broadened the substrate scope and gave significantly improved enzyme yields.
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