Engineering Escherichia coli for the production of terpene mixture enriched in caryophyllene and caryophyllene alcohol as potential aviation fuel compounds
Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene an...
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| Published in | Metabolic engineering communications Vol. 6; pp. 13 - 21 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Netherlands
Elsevier B.V
01.06.2018
Elsevier |
| Subjects | |
| Online Access | Get full text |
| ISSN | 2214-0301 2214-0301 |
| DOI | 10.1016/j.meteno.2018.01.001 |
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| Abstract | Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449mg/L of total terpene, including 406mg/L sesquiterpene with 100mg/L caryophyllene and 10mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360mg/L of total terpene, 322mg/L of sesquiterpene, and 75mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48mg total terpene/g algae and 10mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels.
•E. coli was engineered to yield terpene enriched in caryophyllene and caryolan-1-ol.•Yields were improved through metabolic flux and culture parameters optimization.•Algae hydrolysate was converted to terpene at high yields using engineered strains. |
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| AbstractList | Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered
with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449 mg/L of total terpene, including 406 mg/L sesquiterpene with 100 mg/L caryophyllene and 10 mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360 mg/L of total terpene, 322 mg/L of sesquiterpene, and 75 mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48 mg total terpene/g algae and 10 mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449 mg/L of total terpene, including 406 mg/L sesquiterpene with 100 mg/L caryophyllene and 10 mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360 mg/L of total terpene, 322 mg/L of sesquiterpene, and 75 mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48 mg total terpene/g algae and 10 mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels.Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449 mg/L of total terpene, including 406 mg/L sesquiterpene with 100 mg/L caryophyllene and 10 mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360 mg/L of total terpene, 322 mg/L of sesquiterpene, and 75 mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48 mg total terpene/g algae and 10 mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449mg/L of total terpene, including 406mg/L sesquiterpene with 100mg/L caryophyllene and 10mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360mg/L of total terpene, 322mg/L of sesquiterpene, and 75mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48mg total terpene/g algae and 10mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. •E. coli was engineered to yield terpene enriched in caryophyllene and caryolan-1-ol.•Yields were improved through metabolic flux and culture parameters optimization.•Algae hydrolysate was converted to terpene at high yields using engineered strains. Caryophyllene, a natural bicyclical sesquiterpene compound, and its alcohol are widely used in citrus flavors, spice blends, soaps, detergents, creams, lotions as well as in various food and beverage products. Recent studies have revealed that beta-caryophyllene exhibits a wide range of biological activities including anti-inflammatory, anti-cancer, anti-genotoxic capacity, neuroprotection…etc. Besides the biological activities, recent studies suggested blending of hydrogenated sesquiterpanes (carophyllanes, in particular, which have a moderate cetane number and only moderately high viscosity) with synthetic branched paraffins to raise cetane and reduce viscosity. Therefore, caryophyllene and its isomers have been deemed to be among the top three most promising jet fuel compounds with increased energy density. In this study, caryophyllene, caryolan-1-ol, and other terpenes were significantly produced by heterologous expressing a mevalonate pathway with a geranyl pyrophosphate synthase (GPPS), a caryophyllene synthase, and a caryolan-1-ol synthase into an E.coli strain. With the optimization of metabolic flux through four different pathway constructs and fermentation parameters, the engineered strains yielded 448.7mg/L total terpene including 405.9 mg/L sesquiterpene, 42.7 mg/L monoterpene,100 mg/L of caryophyllene, 10 mg/L of caryolan-1-ol. Furthermore, an algal hydrolysate was used by the engineered strain as solo carbon source for the production of caryophyllene and other terpene compounds. Under optimal fermentation conditions, the total terpene, sesquiterpene, and caryophyllene reached 360.3-, 322.5-, and 75.2 mg/L, respectively. The highest yields achieved were 47.9 mg total terpene/ g algae and 10.0 mg caryophyllene/ g algae, respectively, which is about ten times higher than essential oil yield extracted from plant tissue. This study was the first report of caryophyllene production using algae biomass as feedstock. The study provides a sustainable alternative for caryophyllene and its alcohol production as potential candidates for next generation aviation fuels and pharmaceutical applications. Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449 mg/L of total terpene, including 406 mg/L sesquiterpene with 100 mg/L caryophyllene and 10 mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360 mg/L of total terpene, 322 mg/L of sesquiterpene, and 75 mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48 mg total terpene/g algae and 10 mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. Keywords: Caryophyllene, Caryolan-1-ol, Caryophyllene synthase, Caryolan-1-ol synthase, Mevalonate pathway, Bioproduct Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449 mg/L of total terpene, including 406 mg/L sesquiterpene with 100 mg/L caryophyllene and 10 mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360 mg/L of total terpene, 322 mg/L of sesquiterpene, and 75 mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48 mg total terpene/g algae and 10 mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. • E. coli was engineered to yield terpene enriched in caryophyllene and caryolan-1-ol. • Yields were improved through metabolic flux and culture parameters optimization. • Algae hydrolysate was converted to terpene at high yields using engineered strains. Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as renewable candidates for ground transportation and jet fuel applications. This study presents the first significant production of caryophyllene and caryolan-1-ol by an engineered E. coli with heterologous expression of mevalonate pathway genes with a caryophyllene synthase and a caryolan-1-ol synthase. By optimizing metabolic flux and fermentation parameters, the engineered strains yielded 449mg/L of total terpene, including 406mg/L sesquiterpene with 100mg/L caryophyllene and 10mg/L caryolan-1-ol. Furthermore, a marine microalgae hydrolysate was used as the sole carbon source for the production of caryophyllene and other terpene compounds. Under the optimal fermentation conditions, 360mg/L of total terpene, 322mg/L of sesquiterpene, and 75mg/L caryophyllene were obtained from the pretreated algae hydrolysates. The highest yields achieved on the biomass basis were 48mg total terpene/g algae and 10mg caryophyllene/g algae and the caryophyllene yield is approximately ten times higher than that from plant tissues by solvent extraction. The study provides a sustainable alternative for production of caryophyllene and its alcohol from microalgae biomass as potential candidates for next generation aviation fuels. |
| Author | Wu, Weihua Liu, Fang Davis, Ryan W. |
| AuthorAffiliation | Department of Biomass Science & Conversion Technologies, Sandia National Laboratories, 7011 East Avenue, Livermore, CA, USA |
| AuthorAffiliation_xml | – name: Department of Biomass Science & Conversion Technologies, Sandia National Laboratories, 7011 East Avenue, Livermore, CA, USA |
| Author_xml | – sequence: 1 givenname: Weihua surname: Wu fullname: Wu, Weihua email: whwu@ucdavis.edu – sequence: 2 givenname: Fang surname: Liu fullname: Liu, Fang – sequence: 3 givenname: Ryan W. surname: Davis fullname: Davis, Ryan W. email: rwdavis@sandia.gov |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/29349039$$D View this record in MEDLINE/PubMed https://www.osti.gov/servlets/purl/1427193$$D View this record in Osti.gov |
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| Keywords | Caryolan-1-ol Caryophyllene Caryolan-1-ol synthase Caryophyllene synthase Mevalonate pathway Bioproduct |
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| Snippet | Recent studies have revealed that caryophyllene and its stereoisomers not only exhibit multiple biological activities but also have desired properties as... Caryophyllene, a natural bicyclical sesquiterpene compound, and its alcohol are widely used in citrus flavors, spice blends, soaps, detergents, creams, lotions... |
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| SubjectTerms | 09 BIOMASS FUELS 60 APPLIED LIFE SCIENCES alcohols aviation biomass Bioproduct carbon Caryolan-1-ol Caryolan-1-ol synthase Caryophyllene Caryophyllene synthase Escherichia coli fermentation heterologous gene expression hydrolysates Mevalonate pathway microalgae sesquiterpenoids solvents stereoisomers transportation |
| Title | Engineering Escherichia coli for the production of terpene mixture enriched in caryophyllene and caryophyllene alcohol as potential aviation fuel compounds |
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