ArticleAngewandte Chemie (International ed. in English)2025
Biosynthetic Origin of the Methoxy Group in Quinine and Related Alkaloids.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Cell-Specific Expression and Cellular Compartmental Regulation in Camptothecin Biosynthesis.Plant biotechnology journal · 2026Article
- Cinchona alkaloid scaffold decoded.Plant communications · 2026Article
- Engineering Biosensors to Enhance Monoterpene Indole Alkaloid Production in Yeast.bioRxiv : the preprint server for biology · 2026Article
- How Cinchona builds quinine.Nature chemical biology · 2026Article
- Biosynthesis of cinchona alkaloids.Nature · 2026Article
- Kratom medium-chain dehydrogenase/reductase enzymes exhibit broad substrate and cofactor promiscuity.Journal of industrial microbiology & biotechnology · 2026Article
- Advances in the microbial biosynthesis of ʟ-tryptophan and its derivatives.Biodesign research · 2025Review
- A Tight-Knit Family: The Medium-Chain Dehydrogenase/Reductases of Monoterpene Indole Alkaloid Biosynthesis.Biochemistry · 2025Review
- In Vitro Anthelmintic Effect of Mexican Plant Extracts and Partitions AgainstPlants (Basel, Switzerland) · 2024Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Quinine is a historically important natural product containing a methoxy group that has been assumed to be incorporated at a late pathway stage. Here we show that the methoxy group in quinine and related alkaloids is introduced onto the starting substrate tryptamine. Feeding studies definitively show that 5-methoxytryptamine is utilized as a quinine biosynthetic intermediate in planta. We discover the biosynthetic genes that encode the responsible oxidase and methyltransferase, and we use these genes to reconstitute the early steps of the alkaloid biosynthetic pathway in Nicotiana benthamiana to produce a mixture of methoxylated and non-methoxylated alkaloid intermediates. Importantly, we show that the co-occurrence of both tryptamine and 5-methoxytryptamine substrates, along with the substrate promiscuity of downstream pathway enzymes, enable parallel formation of both methoxylated and non-methoxylated alkaloids.
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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 Socratic graph.