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De Novo Biosynthesis of the Oleanane-Type Triterpenoids of Tunicosaponins in Yeast
ACS Synthetic Biology ( IF 3.7 ) Pub Date : 2021-07-14 , DOI: 10.1021/acssynbio.1c00065 Weixian Li 1, 2, 3 , Xiaohui Ma 1 , Guodong Li 1 , Aili Zhang 1 , Dong Wang 2, 4 , Feiyu Fan 2, 4 , Xiaolin Ma 2, 4 , Xueli Zhang 2, 4 , Zhubo Dai 2, 4 , Zigang Qian 1
ACS Synthetic Biology ( IF 3.7 ) Pub Date : 2021-07-14 , DOI: 10.1021/acssynbio.1c00065 Weixian Li 1, 2, 3 , Xiaohui Ma 1 , Guodong Li 1 , Aili Zhang 1 , Dong Wang 2, 4 , Feiyu Fan 2, 4 , Xiaolin Ma 2, 4 , Xueli Zhang 2, 4 , Zhubo Dai 2, 4 , Zigang Qian 1
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Tunicosaponins are natural products extracted from Psammosilene tunicoides, which is an important ingredient of Yunnan Baiyao Powder, an ancient and famous Asian herbal medicine. The representative aglycones of tunicosaponins are the oleanane-type triterpenoids of gypsogenin and quillaic acid, which were found to manipulate a broad range of virus–host fusion via wrapping the heptad repeat-2 (HR2) domain prevalent in viral envelopes. However, the unknown biosynthetic pathway and difficulty in chemical synthesis hinder the therapeutic use of tunicosaponins. Here, two novel cytochrome P450-dependent monooxygenases that take part in the biosynthesis of tunicosaponins, CYP716A262 (CYP091) and CYP72A567 (CYP099), were identified from P. tunicoides. In addition, the whole biosynthesis pathway of the tunicosaponin aglycones was reconstituted in yeast by transforming the platform strain BY-bAS with the CYP716A262 and CYP716A567 genes, the resulting strain could produce 146.84 and 314.01 mg/L of gypsogenin and quillaic acid, respectively. This synthetic biology platform for complicated metabolic pathways elucidation and microbial cell factories construction can provide alternative sources of important natural products, helping conserve natural plant resources.
中文翻译：
酵母中衣皂苷类齐墩果烷型三萜的从头生物合成
Tunicosaponins是从Psammosilene tunicoides中提取的天然产物，是亚洲古老名药云南白药散的重要成分。衣油皂苷的代表性苷元是 gypsogenin 和 quillic acid 的齐墩果烷型三萜类化合物，它们被发现通过包裹病毒包膜中普遍存在的七肽重复 2 (HR2) 结构域来操纵广泛的病毒-宿主融合。然而，未知的生物合成途径和化学合成的困难阻碍了衣皂苷的治疗用途。在这里，从P. tunicoides中鉴定出两种新的细胞色素 P450 依赖性单加氧酶 CYP716A262 (CYP091) 和 CYP72A567 (CYP099)，它们参与了衣草皂苷的生物合成。. 此外，利用CYP716A262和CYP716A567基因转化平台菌株BY-bAS，在酵母中重建了衣草皂苷苷元的整个生物合成途径，所得菌株可分别产生146.84和314.01 mg/L的gypsogenin和quillic acid。这种用于阐明复杂代谢途径和微生物细胞工厂建设的合成生物学平台可以提供重要天然产物的替代来源，有助于保护天然植物资源。
更新日期：2021-08-20
中文翻译：
酵母中衣皂苷类齐墩果烷型三萜的从头生物合成
Tunicosaponins是从Psammosilene tunicoides中提取的天然产物，是亚洲古老名药云南白药散的重要成分。衣油皂苷的代表性苷元是 gypsogenin 和 quillic acid 的齐墩果烷型三萜类化合物，它们被发现通过包裹病毒包膜中普遍存在的七肽重复 2 (HR2) 结构域来操纵广泛的病毒-宿主融合。然而，未知的生物合成途径和化学合成的困难阻碍了衣皂苷的治疗用途。在这里，从P. tunicoides中鉴定出两种新的细胞色素 P450 依赖性单加氧酶 CYP716A262 (CYP091) 和 CYP72A567 (CYP099)，它们参与了衣草皂苷的生物合成。. 此外，利用CYP716A262和CYP716A567基因转化平台菌株BY-bAS，在酵母中重建了衣草皂苷苷元的整个生物合成途径，所得菌株可分别产生146.84和314.01 mg/L的gypsogenin和quillic acid。这种用于阐明复杂代谢途径和微生物细胞工厂建设的合成生物学平台可以提供重要天然产物的替代来源，有助于保护天然植物资源。
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