Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry
Abstract The strategy of synergistic application of biological and chemical catalysis is an important approach for efficiently converting renewable biomass into chemicals and fuels. In particular, the method of determining the appropriate intermediate between the two catalytic methods is critical. I...
| Main Authors: | , , , , , , , , |
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| Format: | Article |
| Language: | English |
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BMC
2022-11-01
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| Series: | Biotechnology for Biofuels and Bioproducts |
| Subjects: | |
| Online Access: | https://doi.org/10.1186/s13068-022-02226-7 |
| _version_ | 1811319359317999616 |
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| author | Hsi-Hsin Lin Daniel Mendez‐Perez Jimin Park Xi Wang Yan Cheng Jiajie Huo Aindrila Mukhopadhyay Taek Soon Lee Brent H. Shanks |
| author_facet | Hsi-Hsin Lin Daniel Mendez‐Perez Jimin Park Xi Wang Yan Cheng Jiajie Huo Aindrila Mukhopadhyay Taek Soon Lee Brent H. Shanks |
| author_sort | Hsi-Hsin Lin |
| collection | DOAJ |
| description | Abstract The strategy of synergistic application of biological and chemical catalysis is an important approach for efficiently converting renewable biomass into chemicals and fuels. In particular, the method of determining the appropriate intermediate between the two catalytic methods is critical. In this work, we demonstrate p-cymene production through the integration of biosynthesis and heterogenous catalysis and show how a preferred biologically derived precursor could be determined. On the biological side, we performed the limonene and 1,8-cineole production through the mevalonate pathway. Titers of 0.605 g/L and a 1.052 g/L were achieved, respectively. This difference is in agreement with the toxicity of these compounds toward the producing microorganisms, which has implications for subsequent development of the microbial platform. On the heterogeneous catalysis side, we performed the reaction with both biological precursors to allow for direct comparison. Using hydrogenation/dehydrogenation metals on supports with acid sites, both limonene and 1,8-cineole were converted to p-cymene with similar yields under equivalent reaction conditions. Thus, we could determine that the most promising strategy would be to target 1,8-cineole, the higher titer and lower toxicity bio-derived precursor with subsequent catalytic conversion to p-cymene. We further optimized the biological production of 1,8-cineole via fed-batch fermentation and reached the titer of 4.37 g/L which is the highest known 1,8-cineole titer from microbial production. This work provides a valuable paradigm for early stage considerations to determine the best route for the high-efficiency production of a target biobased molecule using an integration of biology and chemistry. |
| first_indexed | 2024-04-13T12:41:10Z |
| format | Article |
| id | doaj.art-a305866437c04c32ada65f661bffeb2d |
| institution | Directory Open Access Journal |
| issn | 2731-3654 |
| language | English |
| last_indexed | 2024-04-13T12:41:10Z |
| publishDate | 2022-11-01 |
| publisher | BMC |
| record_format | Article |
| series | Biotechnology for Biofuels and Bioproducts |
| spelling | doaj.art-a305866437c04c32ada65f661bffeb2d2022-12-22T02:46:31ZengBMCBiotechnology for Biofuels and Bioproducts2731-36542022-11-0115111810.1186/s13068-022-02226-7Precursor prioritization for p-cymene production through synergistic integration of biology and chemistryHsi-Hsin Lin0Daniel Mendez‐Perez1Jimin Park2Xi Wang3Yan Cheng4Jiajie Huo5Aindrila Mukhopadhyay6Taek Soon Lee7Brent H. Shanks8Department of Chemical and Biological Engineering, Iowa State UniversityJoint BioEnergy InstituteJoint BioEnergy InstituteJoint BioEnergy InstituteDepartment of Chemical and Biological Engineering, Iowa State UniversityDepartment of Chemical and Biological Engineering, Iowa State UniversityJoint BioEnergy InstituteJoint BioEnergy InstituteDepartment of Chemical and Biological Engineering, Iowa State UniversityAbstract The strategy of synergistic application of biological and chemical catalysis is an important approach for efficiently converting renewable biomass into chemicals and fuels. In particular, the method of determining the appropriate intermediate between the two catalytic methods is critical. In this work, we demonstrate p-cymene production through the integration of biosynthesis and heterogenous catalysis and show how a preferred biologically derived precursor could be determined. On the biological side, we performed the limonene and 1,8-cineole production through the mevalonate pathway. Titers of 0.605 g/L and a 1.052 g/L were achieved, respectively. This difference is in agreement with the toxicity of these compounds toward the producing microorganisms, which has implications for subsequent development of the microbial platform. On the heterogeneous catalysis side, we performed the reaction with both biological precursors to allow for direct comparison. Using hydrogenation/dehydrogenation metals on supports with acid sites, both limonene and 1,8-cineole were converted to p-cymene with similar yields under equivalent reaction conditions. Thus, we could determine that the most promising strategy would be to target 1,8-cineole, the higher titer and lower toxicity bio-derived precursor with subsequent catalytic conversion to p-cymene. We further optimized the biological production of 1,8-cineole via fed-batch fermentation and reached the titer of 4.37 g/L which is the highest known 1,8-cineole titer from microbial production. This work provides a valuable paradigm for early stage considerations to determine the best route for the high-efficiency production of a target biobased molecule using an integration of biology and chemistry.https://doi.org/10.1186/s13068-022-02226-7Limonene1,8-Cineolep-CymeneDehydrogenationChemistry/biology integrationFermentation |
| spellingShingle | Hsi-Hsin Lin Daniel Mendez‐Perez Jimin Park Xi Wang Yan Cheng Jiajie Huo Aindrila Mukhopadhyay Taek Soon Lee Brent H. Shanks Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry Biotechnology for Biofuels and Bioproducts Limonene 1,8-Cineole p-Cymene Dehydrogenation Chemistry/biology integration Fermentation |
| title | Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry |
| title_full | Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry |
| title_fullStr | Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry |
| title_full_unstemmed | Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry |
| title_short | Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry |
| title_sort | precursor prioritization for p cymene production through synergistic integration of biology and chemistry |
| topic | Limonene 1,8-Cineole p-Cymene Dehydrogenation Chemistry/biology integration Fermentation |
| url | https://doi.org/10.1186/s13068-022-02226-7 |
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