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A new sesquiterpene synthase catalyzing the formation of (R)-fi-bisabolene from medicinal plant Colquhounia coccinea var. mollis and its anti-adipogenic and antibacterial activities | |
Li,De-Sen; Shi,Lin-Lin; Guo,Kai; Luo,Shi-Hong; Liu,Yan-Chun; Chen,Yue-Gui; Liu,Yan; Li,Sheng-Hong | |
2023 | |
Source Publication | PHYTOCHEMISTRY |
ISSN | 1873-3700 |
Volume | 211Pages:113681 |
Abstract | The sesquiterpene fi-bisabolene possessing R and S configurations is commonly found in plant essential oils with antimicrobial and antioxidant activities. Here, we report the cloning and functional characterization of a (R)-fi-bisabolene synthase gene (CcTPS2) from a Lamiaceae medicinal plant Colquhounia coccinea var. mollis. The biochemical function of CcTPS2 catalyzing the cyclization of farnesyl diphosphate to form a single product (R)-fi-bisabolene was characterized through an engineered Escherichia coli producing diverse polyprenyl diphosphate precursors and in vitro enzyme assay, indicating that CcTPS2 was a high-fidelity (R)-fi-bisabolene synthase. The production of (R)-fi-bisabolene in an engineered E. coli strain harboring the exogenous mevalonate pathway, farnesyl diphosphate synthase and CcTPS1 genes was 17 mg/L under shaking flask conditions. Ultimately, 120 mg of purified (R)-fi-bisabolene was obtained from the engineered E. coli, and its structure was elucidated by detailed spectroscopic analyses (including 1D and 2D NMR, and specific rotation). Four chimeric enzymes were constructed through domain swapping, which altered the product outcome, indicating the region important for substrate and product specificity. In addition, (R)-fi-bisabolene exhibited anti-adipogenic activity in the model organism Caenorhabditis elegans and antibacterial activity selectively against Gram-positive bacteria. |
Keyword | Sesquiterpenoids Sesquiterpene synthases (R)-fi-bisabolene Colquhounia coccinea var mollis Anti-adipogenic activity GERANYLFARNESYL DIPHOSPHATE SYNTHASE GLANDULAR TRICHOMES FUNCTIONAL EXPRESSION BETA-BISABOLENE ESSENTIAL OILS BIOSYNTHESIS IDENTIFICATION CYTOTOXICITY CLONING |
Subject Area | Biochemistry & Molecular Biology ; Plant Sciences |
DOI | 10.1016/j.phytochem.2023.113681 |
Indexed By | SCI |
WOS ID | WOS:000988873400001 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.kib.ac.cn/handle/151853/75529 |
Collection | 中国科学院昆明植物研究所 |
Recommended Citation GB/T 7714 | Li,De-Sen,Shi,Lin-Lin,Guo,Kai,et al. A new sesquiterpene synthase catalyzing the formation of (R)-fi-bisabolene from medicinal plant Colquhounia coccinea var. mollis and its anti-adipogenic and antibacterial activities[J]. PHYTOCHEMISTRY,2023,211:113681. |
APA | Li,De-Sen.,Shi,Lin-Lin.,Guo,Kai.,Luo,Shi-Hong.,Liu,Yan-Chun.,...&Li,Sheng-Hong.(2023).A new sesquiterpene synthase catalyzing the formation of (R)-fi-bisabolene from medicinal plant Colquhounia coccinea var. mollis and its anti-adipogenic and antibacterial activities.PHYTOCHEMISTRY,211,113681. |
MLA | Li,De-Sen,et al."A new sesquiterpene synthase catalyzing the formation of (R)-fi-bisabolene from medicinal plant Colquhounia coccinea var. mollis and its anti-adipogenic and antibacterial activities".PHYTOCHEMISTRY 211(2023):113681. |
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