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Production of the Inaccessible Sesquiterpene (-)-5-Epieremophilene by Metabolically Engineered Escherichia coli.
- Source :
-
Chemistry & biodiversity [Chem Biodivers] 2020 Jul; Vol. 17 (7), pp. e2000219. Date of Electronic Publication: 2020 Jun 17. - Publication Year :
- 2020
-
Abstract
- (-)-5-Epieremophilene, an epimer of the versatile sesquiterpene (+)-valencene, is an inaccessible natural product catalyzed by three sesquiterpene synthases (SmSTPSs1-3) of the Chinese medicinal herb Salvia miltiorrhiza, and its biological activity remains less explored. In this study, three metabolically engineered Escherichia coli strains were constructed for (-)-5-epieremophilene production with yields of 42.4-76.0 mg/L in shake-flask culture. Introducing an additional copy of farnesyl diphosphate synthase (FDPS) gene through fusion expression of SmSTPS1-FDPS or dividing the FDP synthetic pathway into two modules resulted in significantly improved production, and ultimately 250 mg of (-)-5-epieremophilene were achieved. Biological assay indicated that (-)-5-epieremophilene showed significant antifeedant activity against Helicoverpa armigera (EC <subscript>50</subscript> =1.25 μg/cm <superscript>2</superscript> ), a common pest of S. miltiorrhiza, implying its potential defensive role in the plant. The results provided an ideal material supply for studying other potential biological activities of (-)-5-epieremophilene, and also a strategy for manipulating terpene production in engineered E. coli using synthetic biology.<br /> (© 2020 Wiley-VHCA AG, Zurich, Switzerland.)
- Subjects :
- Alkyl and Aryl Transferases genetics
Alkyl and Aryl Transferases metabolism
Animals
Escherichia coli chemistry
Feeding Behavior drug effects
Insecticides chemistry
Insecticides pharmacology
Lepidoptera drug effects
Molecular Structure
Salvia miltiorrhiza enzymology
Sesquiterpenes chemistry
Sesquiterpenes pharmacology
Escherichia coli metabolism
Insecticides metabolism
Metabolic Engineering
Sesquiterpenes metabolism
Subjects
Details
- Language :
- English
- ISSN :
- 1612-1880
- Volume :
- 17
- Issue :
- 7
- Database :
- MEDLINE
- Journal :
- Chemistry & biodiversity
- Publication Type :
- Academic Journal
- Accession number :
- 32352210
- Full Text :
- https://doi.org/10.1002/cbdv.202000219