ArticleAngewandte Chemie (International ed. in English)2017
An Efficient Chemoenzymatic Synthesis of Dihydroartemisinic Aldehyde.
Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed, 65 citations in OpenAlex.
- Chemoenzymatic Synthesis of Structurally Diverse Terpenoids from Farnesyl Pyrophosphates Modified at the Central Alkene Unit.Journal of the American Chemical Society · 2026Article
- Mechanistic Characterisation of a Diterpene Synthase for Chryseojoostenes A-E from Chryseobacterium Joostei.Angewandte Chemie (International ed. in English) · 2025Article
- Enzyme-Catalysed Formation of Hydrocarbon Scaffolds from Geranylgeranyl Diphosphate Analogs with Shifted Double Bonds.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Engineering terpene synthases and their substrates for the biocatalytic production of terpene natural products and analogues.Chemical communications (Cambridge, England) · 2025Review
- Novel Differentially Expressed LncRNAs Regulate Artemisinin Biosynthesis inLife (Basel, Switzerland) · 2024Article
- Sesquiterpene Cyclase BcBOT2 Promotes the Unprecedented Wagner-Meerwein Rearrangement of the Methoxy Group.Journal of the American Chemical Society · 2024Article
- Recent Developments and Applications of Biocatalytic and Chemoenzymatic Synthesis for the Generation of Diverse Classes of Drugs.Current pharmaceutical biotechnology · 2024Article
- Sesquiterpene Backbones Generated by Sesquiterpene Cyclases: Formation ofOrganic letters · 2023Article
- Diterpene Biosynthesis from Geranylgeranyl Diphosphate Analogues with Changed Reactivities Expands Skeletal Diversity.Angewandte Chemie (International ed. in English) · 2022Article
- Chemoenzymatic approaches to plant natural product inspired compounds.Natural product reports · 2022Review
- Mechanism of the Bifunctional Multiple Product Sesterterpene Synthase AcAS from Aspergillus calidoustus.Angewandte Chemie (International ed. in English) · 2022Article
- New Trends and Future Opportunities in the Enzymatic Formation of C-C, C-N, and C-O bonds.Chembiochem : a European journal of chemical biology · 2022Review
- Enzymatic Synthesis of Variediene Analogs.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Using Terpene Synthase Plasticity in Catalysis: On the Enzymatic Conversion of Synthetic Farnesyl Diphosphate Analogues.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Amorpha-4,11-diene synthase: a key enzyme in artemisinin biosynthesis and engineering.aBIOTECH · 2021Review
- Rerouting and Improving Dauc-8-en-11-ol Synthase from Streptomyces venezuelae to a High Yielding Biocatalyst.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Synthetic biology, combinatorial biosynthesis, and chemo‑enzymatic synthesis of isoprenoids.Journal of industrial microbiology & biotechnology · 2020Review
- Accelerating Biphasic Biocatalysis through New Process Windows.Angewandte Chemie (International ed. in English) · 2020Article
- Selective Hydroboration-Oxidation of Terminal Alkenes under Flow Conditions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Crystallization-Induced Diastereoisomer Transformation of Dihydroartemisinic Aldehyde with the Betti Base.Organic process research & development · 2020Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Artemisinin from the plant Artemisia annua is the most potent pharmaceutical for the treatment of malaria. In the plant, the sesquiterpene cyclase amorphadiene synthase, a cytochrome-dependent CYP450, and an aldehyde reductase convert farnesyl diphosphate (FDP) into dihydroartemisinic aldehyde (DHAAl), which is a key intermediate in the biosynthesis of artemisinin and a semisynthetic precursor for its chemical synthesis. Here, we report a chemoenzymatic process that is able to deliver DHAAl using only the sesquiterpene synthase from a carefully designed hydroxylated FDP derivative. This process, which reverses the natural order of cyclization of FDP and oxidation of the sesquiterpene hydrocarbon, provides a significant improvement in the synthesis of DHAAl and demonstrates the potential of substrate engineering in the terpene synthase mediated synthesis of high-value natural products.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.