ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025
Chemoenzymatic Total Synthesis of Lansai B.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
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Who cites it
2 citing papers in PubMed.
- Stereoselective Prenylation of Aryl- and Heteroaryl Halides: γ-Selective Suzuki-Miyaura Coupling as a Tool for Asymmetric CspThe Journal of organic chemistry · 2026Article
- Re-engineering a transferase scaffold for indole C3 methylation in diketopiperazines.Protein science : a publication of the Protein Society · 2025Article
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Authors and funding
6 authors.
Funding
Abstract
Lansai B is an indole alkaloid whose biosynthesis is not yet elucidated. However, utilizing nature's tools enabled the stereoselective formation of this unique framework, first by providing the substituted tryptophan as starting material and later in the scaffold-building step forming the pyrroloindole motif. For the latter, the C3-methyltransferase from Streptomyces griseoviridis (SgMT) is employed for the diastereoselective methylation. Investigating the scope of the enzyme proved that introducing a bromide in the 5-position was ideal for the synthetic endeavor. With this, the stage was set for the synthesis of lansai B, introducing the prenyl group late via a Suzuki coupling.
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