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Norditerpenoids biosynthesized by variediene synthase-associated P450 machinery along with modifications by the host cell Aspergillus oryzae

Authors :
Lan Jiang
Kangjie Lv
Guoliang Zhu
Zhi Lin
Xue Zhang
Cuiping Xing
Huanting Yang
Weiyan Zhang
Zhixin Wang
Chengwei Liu
Xudong Qu
Tom Hsiang
Lixin Zhang
Xueting Liu
Source :
Synthetic and Systems Biotechnology, Vol 7, Iss 4, Pp 1142-1147 (2022)
Publication Year :
2022
Publisher :
KeAi Communications Co., Ltd., 2022.

Abstract

The chemical diversity of terpenoids is typically established by terpene synthase-catalyzed cyclization and diversified by post-tailoring modifications. Fungal bifunctional terpene synthase (BFTS) associated P450 enzymes have shown significant catalytic potentials through the development of various new terpenoids with different biological activities. This study discovered the BFTS and its related gene cluster from the plant endophytic fungus Didymosphaeria variabile 17020. Heterologous expression of the BFTS in Saccharomyces cerevisiae resulted in the characterization of a major product diterpene variediene (1), along with two new minor products neovariediene and neoflexibilene. Further heterologous expression of the BFTS and one cytochrome P450 enzyme VndE (CYP6138B1) in Aspergillus oryzae NSAR1 led to the identification of seven norditerpenoids (19 carbons) with a structurally unique 5/5 bicyclic ring system. Interestingly, in vivo experiments suggested that the cyclized terpene variediene (1) was modified by VndE along with the endogenous enzymes from the host cell A. oryzae through serial chemical conversions, followed by multi-site hydroxylation via A. oryzae endogenous enzymes. Our work revealed that the two-enzymes biosynthetic system and host cell machinery could produce structurally unique terpenoids.

Details

Language :
English
ISSN :
2405805X
Volume :
7
Issue :
4
Database :
Directory of Open Access Journals
Journal :
Synthetic and Systems Biotechnology
Publication Type :
Academic Journal
Accession number :
edsdoj.199c044bd4952b7e098290f23432d
Document Type :
article
Full Text :
https://doi.org/10.1016/j.synbio.2022.08.002