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Characterization of two chimeric sesterterpene synthases from a fungal symbiont isolated from a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum
Li,Desen; Yang,Minjie; Mu,Rongfang; Luo,Shihong; Chen,Yuegui; Li,Wenyuan; Wang,An; Guo,Kai; Liu,Yan; Li,Shenghong
2023
发表期刊CHINESE CHEMICAL LETTERS
ISSN1878-5964
卷号34期号:1页码:107469
摘要Two chimeric sesterterpene synthases (AaTPS1 and AaTPS2) were functionally characterized from Alternaria alternata MB-30 isolated from the leaves of a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum. AaTPS1 generated a 5/8/6/5 tetracyclic sesteraltererol (1) and its absolute stereochemistry was determined by X-ray crystallographic analysis of its derivative 10,11-epoxysesteraltererol (2), which enabled revision of the absolute configuration of C7 of sesterfisherol produced by NfSS and PTTS014 characterized previously and its derivative 10,11-epoxysesterfisherol. AaTPS2 produced a 5/15 bicyclic preterpestacin I (3). Site-directed mutagenesis suggested that F192 in AaTPS1 was likely involved in controlling of the hydroxylation of C12, and eight amino acids were important for the enzyme activity of AaTPS1 and AaTPS2. The engineered Escherichia coli and Saccharomyces cerevisiae strains were constructed for the productions of compounds 1 and 3, and the highest titer of compound 1 reached 62.3 mg/L in shake-flask culture. Both compounds 1 and 2 showed anti-adipogenic activity. (C) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
关键词Sesterterpenoids Chimeric sesterterpene synthases Plant symbiotic fungi Alternaria alternata Leucosceptrum canum Anti-adipogenic activity GLANDULAR TRICHOMES ALTERNARIA-ALTERNATA HARBOR
学科领域Chemistry
DOI10.1016/j.cclet.2022.04.067
收录类别SCI
WOS记录号WOS:000893634100027
引用统计
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/75457
专题中国科学院昆明植物研究所
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GB/T 7714
Li,Desen,Yang,Minjie,Mu,Rongfang,et al. Characterization of two chimeric sesterterpene synthases from a fungal symbiont isolated from a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum[J]. CHINESE CHEMICAL LETTERS,2023,34(1):107469.
APA Li,Desen.,Yang,Minjie.,Mu,Rongfang.,Luo,Shihong.,Chen,Yuegui.,...&Li,Shenghong.(2023).Characterization of two chimeric sesterterpene synthases from a fungal symbiont isolated from a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum.CHINESE CHEMICAL LETTERS,34(1),107469.
MLA Li,Desen,et al."Characterization of two chimeric sesterterpene synthases from a fungal symbiont isolated from a sesterterpenoid-producing Lamiaceae plant Leucosceptrum canum".CHINESE CHEMICAL LETTERS 34.1(2023):107469.
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