Semisynthesis of Plant-Derived Englerin A Enabled by Microbe Engineering of Guaia-6,10(14)-diene as Building Block,Journal of the American Chemical Society

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Semisynthesis of Plant-Derived Englerin A Enabled by Microbe Engineering of Guaia-6,10(14)-diene as Building Block
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-01-30 , DOI: 10.1021/jacs.9b12940
Thomas Siemon ₁ , Zhangqian Wang ₂ , Guangkai Bian ₂ , Tobias Seitz ₁ , Ziling Ye ₃ , Yan Lu ₂ , Shu Cheng ₂ , Yunkun Ding ₂ , Yanglei Huang ₂ , Zixin Deng _{2,

4} , Tiangang Liu _{2,

4} , Mathias Christmann ₁

Affiliation

Herein, we report the semisynthetic production of the potent transient receptor potential canonical (TRPC) channel agonist englerin A (EA), using guaia 6,10(14)-diene as the starting ma-terial. Guaia-6,10(14)-diene was systematically engineered in Escherichia coli and Saccharomyces cerevisiae using the CRISPR/Cas9 system and produced with high titers. This opened the possibility for a very short semisynthesis of EA and the two related guaianes oxyphyllol and orientalol E. The potentially scalable approach combines the advantages of synthetic biology and chemical synthesis and provides an efficient and economi-cal method for producing EA and its analogues.

中文翻译：

以愈创木-6,10(14)-二烯为基础的微生物工程使植物源Englerin A的半合成

在此，我们报告了使用愈创木 6,10(14)-二烯作为起始材料的强效瞬时受体电位规范 (TRPC) 通道激动剂 englerin A (EA) 的半合成生产。Guaia-6,10(14)-二烯使用 CRISPR/Cas9 系统在大肠杆菌和酿酒酵母中系统工程化，并以高滴度生产。这为 EA 和两种相关愈创木酚和东方香酚 E 的非常短的半合成开辟了可能性。潜在的可扩展方法结合了合成生物学和化学合成的优势，并提供了一种生产 EA 及其类似物的有效且经济的方法。

更新日期：2020-01-30

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