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Deciphering the Biosynthetic Mechanism of Pelletierine in <i>Lycopodium</i> Alkaloid Biosynthesis

Juan Wang, Zekun Zhang, Fangfang Jiang, Bowen Qi, Ning Ding, Saw Yu Yu Hnin, Xiao Liu, Jun Li, Xiaohui Wang, Pengfei Tu, Ikuro Abe, Hiroyuki Morita, Shepo Shi

2020Organic Letters25 citationsDOI

Abstract

Pelletierine, a proposed building block of Lycopodium alkaloids (LAs), was demonstrated to be synthesized via the non-enzymatic Mannich-like condensation of Δ1-piperideine and 3-oxoglutaric acid produced by two new type III PKSs (HsPKS4 and PcPKS1) characterized from Huperzia serrata and Phlegmariurus cryptomerianus, respectively. The findings provide new insights for further understanding the biosynthesis of LAs such as huperzine A.

Topics & Concepts

ChemistryBiosynthesisLycopodiumHuperzine AStereochemistryAlkaloidMechanism (biology)Organic chemistryEnzymeAcetylcholinesterasePhilosophyEpistemologyCholinesterase and Neurodegenerative DiseasesPlant Toxicity and Pharmacological PropertiesBotanical Research and Chemistry
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