Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry

Lin, Hsi-Hsin; Mendez‐Perez, Daniel; Park, Jimin; Wang, Xi; Cheng, Yan; Huo, Jiajie; Mukhopadhyay, Aindrila; Lee, Taek Soon; Shanks, Brent H.

doi:10.1186/s13068-022-02226-7

Title: Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry

Journal Article · Thu Nov 17 00:00:00 EST 2022 · Biotechnology for Biofuels and Bioproducts

DOI:https://doi.org/10.1186/s13068-022-02226-7· OSTI ID:1898712

Lin, Hsi-Hsin; Mendez‐Perez, Daniel; Park, Jimin; Wang, Xi; Cheng, Yan; Huo, Jiajie; Mukhopadhyay, Aindrila; Lee, Taek Soon; Shanks, Brent H.

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.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 1898712

Alternate ID(s):: OSTI ID: 1987503

Journal Information:: Biotechnology for Biofuels and Bioproducts, Journal Name: Biotechnology for Biofuels and Bioproducts Vol. 15 Journal Issue: 1; ISSN 2731-3654

Publisher:: Springer Science + Business MediaCopyright Statement

Country of Publication:: United Kingdom

Language:: English

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09 BIOMASS FUELS
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1
8-Cineole
p-Cymene
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Title: Precursor prioritization for p-cymene production through synergistic integration of biology and chemistry

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