ArticleNature communications2022
AvmM catalyses macrocyclization through dehydration/Michael-type addition in alchivemycin A biosynthesis.
Article in Nature communications, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed, 14 citations in OpenAlex.
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- High-throughput prediction of enzyme promiscuity based on substrate-product pairs.Briefings in bioinformatics · 2024Article
- Development of a drug discovery approach from microbes with a special focus on isolation sources and taxonomy.The Journal of antibiotics · 2023Review
- Intramolecular C-C Bond Formation Links Anthraquinone and Enediyne Scaffolds in Tiancimycin Biosynthesis.Journal of the American Chemical Society · 2022Article
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12 authors at 5 institutions in 3 countries.
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Abstract
Macrocyclization is an important process that affords morphed scaffold in biosynthesis of bioactive natural products. Nature has adapted diverse biosynthetic strategies to form macrocycles. In this work, we report the identification and characterization of a small enzyme AvmM that can catalyze the construction of a 16-membered macrocyclic ring in the biosynthesis of alchivemycin A (1). We show through in vivo gene deletion, in vitro biochemical assay and isotope labelling experiments that AvmM catalyzes tandem dehydration and Michael-type addition to generate the core scaffold of 1. Mechanistic studies by crystallography, DFT calculations and MD simulations of AvmM reveal that the reactions are achieved with assistance from the special tenuazonic acid like moiety of substrate. Our results thus uncover an uncharacterized macrocyclization strategy in natural product biosynthesis.
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