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Integration of chemical catalysis with extractive fermentation to produce fuels
Abstract
Nearly one hundred years ago, the fermentative production of acetone by Clostridium acetobutylicum provided a crucial alternative source of this solvent for manufacture of the explosive cordite. Today there is a resurgence of interest in solventogenic Clostridium species to produce n-butanol and ethanol for use as renewable alternative transportation fuels. Acetone, a product of acetone-n-butanol-ethanol (ABE) fermentation, harbours a nucleophilic α-carbon, which is amenable to C-C bond formation with the electrophilic alcohols produced in ABE fermentation. This functionality can be used to form higher-molecular-mass hydrocarbons similar to those found in current jet and diesel fuels. Here we describe the integration of biological and chemocatalytic routes to convert ABE fermentation products efficiently into ketones by a palladium-catalysed alkylation. Tuning of the reaction conditions permits the production of either petrol or jet and diesel precursors. Glyceryl tributyrate was used for the in situ selective extraction of both acetone and alcohols to enable the simple integration of ABE fermentation and chemical catalysis, while reducing the energy demand of the overall process. This process provides a means to selectively produce petrol, jet and diesel blend stocks from lignocellulosic and cane sugars at yields near their theoretical maxima.
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“Another promising approach to convert ethanol (and other short-chain alcohols) to jet (or biodiesel) fuels is via extractive catalytic upgrading directly from the fermentation broth (Anbarasan et al., 2012; Bormann et al., 2014; Sreekumar et al., 2014, 2015; Baer et al., 2016).”
From Gas Fermentation—A Flexible Platform for Commercial Scale Production of Low-Carbon-Fuels and Chemicals from Waste and Renewable Feedstocks (2016) · cites this paper as Anbarasan et al., 2012
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Cites
Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates
Huber, G. W., Chheda, J. N., Barrett, C. J., & Dumesic, J. A. (2005) · Science · doi:10.1126/science.1111166 · Cited by 1,679
Dehydrogenation as a Substrate-Activating Strategy in Homogeneous Transition-Metal Catalysis
Dobereiner, G. E., & Crabtree, R. H. (2009) · Chemical Reviews · doi:10.1021/cr900202j · Cited by 1,660
Microbial production of fatty-acid-derived fuels and chemicals from plant biomass
Steen, E. J., Kang, Y., Bokinsky, G., Hu, Z., Schirmer, A., McClure, A., del Cardayré, S. B., & Keasling, J. D. (2010) · Nature · doi:10.1038/nature08721 · Cited by 1,338
Guillena, G., Ramón, D. J., & Yus, M. (2009) · Chemical Reviews · doi:10.1021/cr9002159 · Cited by 1,262
Borrowing Hydrogen in the Activation of Alcohols
Hamid, M. H. S. A., Slatford, P. A., & Williams, J. M. J. (2007) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200600638 · Cited by 1,136
Catalytic conversion of biomass to monofunctional hydrocarbons and targeted liquid-fuel classes
Kunkes, E. L., Simonetti, D. A., West, R. M., Serrano-Ruiz, J. C., Gärtner, C. A., & Dumesic, J. A. (2008) · Science · doi:10.1126/science.1159210 · Cited by 895
Fermentative production of butanol—the industrial perspective
Green, E. M. (2011) · Current Opinion in Biotechnology · doi:10.1016/j.copbio.2011.02.004 · Cited by 705
Identification and microbial production of a terpene-based advanced biofuel
Peralta‐Yahya, P., Ouellet, M., Chan, R., Mukhopadhyay, A., Keasling, J. D., & Lee, T. S. (2011) · Nature Communications · doi:10.1038/ncomms1494 · Cited by 638
Separation technologies for the recovery and dehydration of alcohols from fermentation broths
Vane, L. M. (2008) · Biofuels Bioproducts and Biorefining · doi:10.1002/bbb.108 · Cited by 571
Alcohols as Electrophiles in CC Bond‐Forming Reactions: The Hydrogen Autotransfer Process
Guillena, G., Ramón, D. J., & Yus, M. (2007) · Angewandte Chemie International Edition · doi:10.1002/anie.200603794 · Cited by 561
Production of High‐Quality Diesel from Biomass Waste Products
Corma, A., de la Torre, O., Renz, M., & Villandier, N. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201007508 · Cited by 422
Tracy, B. P., Jones, S. W., Fast, A. G., Indurthi, D. C., & Papoutsakis, E. T. (2011) · Current Opinion in Biotechnology · doi:10.1016/j.copbio.2011.10.008 · Cited by 408
Production of jet and diesel fuel range alkanes from waste hemicellulose-derived aqueous solutions
Xing, R., Subrahmanyam, A. V., Olcay, H., Qi, W., van Walsum, G. P., Pendse, H. P., & Huber, G. W. (2010) · Green Chemistry · doi:10.1039/c0gc00263a · Cited by 346
Recyclable Palladium Catalyst for Highly Selective α Alkylation of Ketones with Alcohols
Kwon, M. S., Kim, N., Seo, S. H., Park, I., Cheedarala, R. K., & Park, J. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200502422 · Cited by 259
Kraemer, K., Harwardt, A., Bronneberg, R., & Marquardt, W. (2011) · Computers & Chemical Engineering · doi:10.1016/j.compchemeng.2011.01.028 · Cited by 246
Alsaker, K. V., Paredes, C. J., & Papoutsakis, E. T. (2009) · Biotechnology and Bioengineering · doi:10.1002/bit.22628 · Cited by 218
Metabolic engineering of Escherichia coli for α-farnesene production
Wang, C., Yoon, S., Jang, H., Chung, Y., Kim, J., Choi, E., & Kim, S.-W. (2011) · Metabolic Engineering · doi:10.1016/j.ymben.2011.08.001 · Cited by 208
Relative potential of biosynthetic pathways for biofuels and bio-based products
Dugar, D., & Stephanopoulos, G. N. (2011) · Nature Biotechnology · doi:10.1038/nbt.2055 · Cited by 179
Ren, C., Gu, Y., Hu, S., Wu, Y. P., Wang, P., Yang, Y., Yang, C., Yang, S., & Jiang, W. (2010) · Metabolic Engineering · doi:10.1016/j.ymben.2010.05.002 · Cited by 157
Selective catalytic self-condensation of acetone
Salvapati, G. S., Ramanamurty, K. V., & Janardanarao, M. (1989) · Journal of Molecular Catalysis · doi:10.1016/0304-5102(89)80134-8 · Cited by 149
In situ extractive fermentation of acetone and butanol
Roffler, S. R., Blanch, H. W., & Wilke, C. R. (1988) · Biotechnology and Bioengineering · doi:10.1002/bit.260310207 · Cited by 129
Self-citationIn-situ recovery of butanol during fermentation
Roffler, S. R., Blanch, H. W., & Wilke, C. R. (1987) · Bioprocess and Biosystems Engineering · doi:10.1007/bf00369221 · Cited by 127
Self-citationGürbüz, E. I., Kunkes, E. L., & Dumesic, J. A. (2010) · Green Chemistry · doi:10.1039/b920369a · Cited by 73
Carlini, C., Macinai, A., Galletti, A. M. R., & Sbrana, G. (2003) · Journal of Molecular Catalysis A Chemical · doi:10.1016/j.molcata.2003.10.045 · Cited by 70
In-situ recovery of butanol during fermentation
Roffler, S. R., Blanch, H. W., & Wilke, C. R. (1987) · Bioprocess and Biosystems Engineering · doi:10.1007/bf00387326 · Cited by 63
Self-citationProduction of acetone-butanol by extractive fermentation using dibutylphthalate as extractant
Wayman, M., & Parekh, R. S. (1987) · 醗酵工學雑誌 · doi:10.1016/0385-6380(87)90091-4 · Cited by 39
Membrane‐Assisted Extractive Butanol Fermentation
Jeon, Y.-J., & Lee, Y. Y. (1987) · Annals of the New York Academy of Sciences · doi:10.1111/j.1749-6632.1987.tb23848.x · Cited by 39
Catalytic conversion of sugar into conventional gasoline, diesel, jet fuel, and other hydrocarbons.
Blommel, P. G., Keenan, G. R., Rozmiarek, R. T., & Cortright, R. D. (2008) · International sugar journal · Cited by 28
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Metadata
- Authors
- Anbarasan, P., Baer, Z. C., Sreekumar, S., Gross, E., Binder, J. B., Blanch, H. W., Clark, D. S., & Toste, F. D.
- Affiliations
- Energy Biosciences Institute (US)
- Lawrence Berkeley National Laboratory (US)
- Corresponding author
- Toste, F. Dean
- Venue
- Nature
- Published
- 2012-11-07
- Volume
- 491
- Issue
- 7423
- Pages
- 235-239
- ISSN
- 0028-0836 (ISSN-L)
- 1476-4687
- OpenAlex
- W1995815598
- Cited by
- 385
- References
- 28
- Citations by year
- 2026: 8 · 2025: 20 · 2024: 21 · 2023: 22 · 2022: 29 · 2021: 24 · 2020: 26 · 2019: 32 · 2018: 30 · 2017: 36 · 2016: 56 · 2015: 33 · 2014: 26 · 2013: 21 · 2012: 1
- FWCI
- 14.75
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Nature (publishedVersion)
- PubMed (publishedVersion)
- RePEc: Research Papers in Economics (submittedVersion)
- Topics
- Physical Sciences › Chemical Engineering › Catalysis › Catalysis for Biomass Conversion
- Physical Sciences › Engineering › Biomedical Engineering › Biofuel production and bioconversion
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Microbial Metabolic Engineering and Bioproduction
- Keywords
- acetone-butanol-ethanol fermentation, ketone production, biofuels, jet fuel precursors, Clostridium acetobutylicum, lignocellulosic biomass, cane sugar, C–C bond formation, renewable transportation fuels
- MeSH terms
- Acetone, Ethanol, Alkylation, Catalysis, Fermentation, Gasoline, Ketones, Lignin, Models, Chemical, Palladium, Time Factors, Triglycerides, Biomass, 1-Butanol, Saccharum, Clostridium acetobutylicum, Biofuels
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