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Org Lett ; 26(15): 3119-3123, 2024 Apr 19.
Artículo en Inglés | MEDLINE | ID: mdl-38588021

RESUMEN

Six oxidosqualene cyclases (NiOSC1-NiOSC6) from Neoalsomitra integrifoliola were characterized for the biosynthesis of diverse triterpene scaffolds, including tetracyclic and pentacyclic triterpenes from the 2,3-oxidosqualene (1) and oxacyclic triterpenes from the 2,3:22,23-dioxidosqualene (2). NiOSC1 showed high efficiency in the production of naturally rare (20R)-epimers of oxacyclic triterpenes. Mutagenesis results revealed that the NiOSC1-F731G mutant significantly increased the yields of (20R)-epimers compared to the wild type. Homology modeling and molecular docking elucidated the origin of the (20R)-configuration in the epoxide addition step.


Asunto(s)
Transferasas Intramoleculares , Escualeno/análogos & derivados , Triterpenos , Simulación del Acoplamiento Molecular , Triterpenos Pentacíclicos , Transferasas Intramoleculares/genética
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