基于基因组的真菌双功能萜类合酶催化的对映体五环倍半萜的发现。
Genome-Based Discovery of Enantiomeric Pentacyclic Sesterterpenes Catalyzed by Fungal Bifunctional Terpene Synthases.
机构信息
State Key Laboratory of Bioreactor Engineering, East China University of Science of Technology, Shanghai 200237, China.
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
出版信息
Org Lett. 2021 Jun 18;23(12):4645-4650. doi: 10.1021/acs.orglett.1c01361. Epub 2021 Jun 4.
Genome-based discovery of two previously unreported fungal bifunctional terpene synthases (BFTSs) from phytopathogenic fungi are reported: FoFS catalyzing the formation of fusoxypenes A-C (-) and (-)-astellatene () and AtAS capable of synthesizing preaspterpenacid I (). Interestingly, FoFS and AtAS catalyzed the formation of enantiomeric sesterterpenes with a 5-6-7-3-5 ring system. C22-oxidative modification of preaspterpenacid I by AtP450 was characterized as well. Plausible cyclization pathways of the fusoxypenes were illustrated by DFT calculations.
报道了两种以前未报道的植物病原真菌双功能萜烯合酶（BFTSs）：FoFS 催化 fusoxypenes A-C (-) 和 (-)-astellatene () 的形成，AtAS 能够合成 preaspterpenacid I ()。有趣的是，FoFS 和 AtAS 催化形成具有 5-6-7-3-5 环系统的对映体倍半萜烯。还对 AtP450 对 preaspterpenacid I 的 C22-氧化修饰进行了表征。通过 DFT 计算说明了 fusoxypenes 的可能环化途径。
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