Abstract
Acrylic acid might become an important target for fermentative production from sugars on bulk industrial scale, as an alternative to its current production from petrochemicals. Metabolic engineering approaches will be required to develop a host microorganism that may enable such a fermentation process. Hypothetical metabolic pathways for insertion into a host organism are discussed. The pathway should have plausible mass and redox balances, plausible biochemistry, and plausible energetics, while giving the theoretically maximum yield of acrylate on glucose without the use of aeration or added electron acceptors. Candidate metabolic pathways that might lead to the theoretically maximum yield proceed via β-alanine, methylcitrate, or methylmalonate-CoA. The energetics and enzymology of these pathways, including product excretion, should be studied in more detail to confirm this. Expression of the selected pathway in a host organism will require extensive genetic engineering. A 100,000-tons/year fermentation process for acrylic acid production, including product recovery, was conceptually designed based on the supposition that an efficient host organism for acrylic acid production can indeed be developed. The designed process is economically competitive when compared to the current petrochemical process for acrylic acid. Although the designed process is highly speculative, it provides a clear incentive for development of the required microbial host, especially considering the environmental sustainability of the designed process.
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References
Akedo M, Cooney CL, Sinskey AJ (1983) Direct demonstration of lactate-acrylate interconversion in Clostridium propionicum. Biotechnology 1:791–794
Alber BE, Fuchs G (2002) Propionyl-coenzyme A synthase from Chloroflexus aurantiacus, a key enzyme of the 3-hydroxypropionate cycle for autotrophic CO2 fixation. J Biol Chem 277:12137–12143
Ansede JH, Pellechia PJ, Yoch DC (1999) Metabolism of acrylate to beta-hydroxypropionate and its role in dimethylsulfoniopropionate lyase induction by a salt marsh sediment bacterium, Alcaligenes faecalis M3A. Appl Environ Microbiol 65:5075–5081
Bai DM, Wei Q, Yan ZH, Zhao XM, Li XG, Xu SM (2003) Fed-batch fermentation of Lactobacillus lactis for hyper-production of l-lactic acid. Biotechnol Lett 25:1833–1835
Buckel W, Selmer T, Selofonova OV, Gokarn RR, Gort SJ, Jessen H (2002) 3-Hydroxypropanoic acid and other organic compounds. World Patent WO0242418
Cameron DC, Suthers PF (2001) Production of 3-hydroxypropanoic acid in recombinant organisms. World Patent WO0116346
Carole TM, Pellegrino J, Paster MD (2004) Opportunities in the industrial biobased products industry. Appl Biochem Biotechnol 115:871–886
Dalal RK, Akedo M, Cooney CL, Sinskey AJ (1980) A microbial route for acrylic acid production. Biosources Dig 2:89–97
Danner H, Braun R (1999) Biotechnology for the production of commodity chemicals from biomass. Chem Soc Rev 28:395–405
Danner H, Urmos M, Gartner M, Braun R (1998) Biotechnological production of acrylic acid from biomass. Appl Biochem Biotechnol 70–72:887–894
Freidig AP, Verhaar HJM, Hermens JLM (1999) Comparing the potency of chemicals with multiple modes of action in aquatic toxicology: acute toxicity due to narcosis versus reactive toxicity of acrylic compounds. Environ Sci Technol 33:3038–3043
Gokarn RR, Gort SJ, Liao HH, Jessen HJ, Selofonova OV (2003) Alanine-2,3-aminomutase. World Patent WO03062173
Gross R, Simon J, Kröger A (2001) Periplasmic methacrylate reductase activity in Wolinella succinogenes. Arch Microbiol 176:310–313
Halsema FED van, van der Wielen LAM, Luyben KCAM (1998) The modeling of carbon dioxide-aided extraction of carboxylic acids from aqueous solutions. Ind Eng Chem Res 37:748–758
Hetzel M, Brock M, Selmer T, Pierik AJ, Golding BT, Buckel W (2003) Acryloyl-CoA reductase from Clostridium propionicum—an enzyme complex of propionyl-CoA dehydrogenase and electron-transferring flavoprotein. Eur J Biochem 270:902–910
Huang YL, Wu ZT, Zhang LK, Cheung CM, Yang ST (2002) Production of carboxylic acids from hydrolyzed corn meal by immobilized cell fermentation in a fibrous-bed bioreactor. Bioresour Technol 82:51–59
Ishii M, Chuakrut S, Arai H, Igarashi Y (2004) Occurrence, biochemistry and possible biotechnological application of the 3-hydroxypropionate cycle. Appl Microbiol Biotechnol 64:605–610
Lin MM (2001) Selective oxidation of propane to acrylic acid with molecular oxygen. Appl Catal A Gen 207:1–16
Maarel MJEC van der, van Bergeijk S, van Werkhoven AF, Laverman AM, Meijer WG, Stam WT, Hansen TA (1996) Cleavage of dimethylsulfoniopropionate and reduction of acrylate by Desulfovibrio acrylicus sp nov. Arch Microbiol 166:109–115
Maris AJA van, Geertman JMA, Vermeulen A, Groothuizen MK, Winkler AA, Piper MDW, Van Dijken JP, Pronk JT (2004a) Directed evolution of pyruvate decarboxylase-negative Saccharomyces cerevisiae, yielding a C-2-independent, glucose-tolerant, and pyruvate-hyperproducing yeast. Appl Environ Microbiol 70:159–166
Maris AJA van, Konings WN, Van Dijken JP, Pronk JT (2004b) Microbial export of lactic and 3-hydroxypropanoic acid: implications for industrial fermentation processes. Metab Eng 6:245–255
Maselli JA, Horwarth RO (1984) Combination of semi-continuous and batch process for the preparation of vinegar. US Patent 4456622
O’Brien DJ, Panzer CC, Eisele WP (1990) Biological production of acrylic acid from cheese whey by resting cells of Clostridium propionicum. Biotechnol Prog 6:237–242
Pai RA, Doherty MF, Malone MF (2002) Design of reactive extraction systems for bioproduct recovery. AIChE J 48:514–526
Patnaik R, Louie S, Gavrilovic V, Perry K, Stemmer WPC, Ryan CM, del Cardayre S (2002) Genome shuffling of Lactobacillus for improved acid tolerance. Nat Biotechnol 20:707–712
Pronk JT, van der Linden-Beuman A, Verduyn C, Scheffers WA, Van Dijken JP (1994) Propionate metabolism in Saccharomyces cerevisiae—implications for the metabolon hypothesis. Microbiology 140:717–722
Riscaldati E, Moresi M, Federici F, Petruccioli M (2002) Ammonium fumarate production by free or immobilised Rhizopus arrhizus in bench- and laboratory-scale bioreactors. J Chem Technol Biotechnol 77:1013–1024
Sato K, Nishina Y, Setoyama C, Miura R, Shiga K (1999) Unusually high standard redox potential of acrylyl-CoA/propionyl-CoA couple among enoyl-CoA/acyl-CoA couples: a reason for the distinct metabolic pathway of propionyl-CoA from longer acyl-CoAs. J Biochem 126:668–675
Schweiger G, Buckel W (1985) Identification of acrylate, the product of the dehydration of (R)-lactate catalyzed by cell-free extracts from Clostridium propionicum. FEBS Lett 185:253–256
Seeliger S, Janssen PH, Schink B (2002) Energetics and kinetics of lactate fermentation to acetate and propionate via methylmalonyl-CoA or acrylyl-CoA. FEMS Microbiol Lett 211:65–70
Sinnott RK (1999) Chemical Engineering, vol 6. Butterworth-Heinemann, Woburn
Sinskey AJ, Akedo M, Cooney CL (1981) Acrylate fermentations. In: Hollaender A (ed) Trends in the biology of fermentations for fuels and chemicals. Plenum, New York, pp 473–492
Stadtman ER (1955) The enzymatic synthesis of β-alanyl coenzyme A. J Am Chem Soc 77:5765–5766
Steiner P, Sauer U (2003) Long-term continuous evolution of acetate resistant Acetobacter aceti. Biotechnol Bioeng 84:40–44
Thauer RK, Jungermann K, Decker K (1977) Energy-conservation in chemotropic anaerobic bacteria. Bacteriol Rev 41:100–180
Varadarajan S, Miller DJ (1999) Catalytic upgrading of fermentation-derived organic acids. Biotechnol Prog 15:845–854
Weissermel K, Arpe HJ (2003) Industrial organic chemistry. Wiley-VCH, Weinheim
Willke T, Vorlop KD (2004) Industrial bioconversion of renewable resources as an alternative to conventional chemistry. Appl Microbiol Biotechnol 66:131–142
Yahiro K, Shibata S, Jia SR, Park Y, Okabe M (1997) Efficient itaconic acid production from raw corn starch. J Ferment Bioeng 84:375–377
Acknowledgements
Fundação de Amparo à Pesquisa do Estado de São Paulo, Brazil (FAPESP) is acknowledged for providing a visiting professorship to A.J.J.S. This work is supported by the Bio-Based Sustainable Industrial Chemistry (B-BASIC) programme of NWO-ACTS in The Netherlands.
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Straathof, A.J.J., Sie, S., Franco, T.T. et al. Feasibility of acrylic acid production by fermentation. Appl Microbiol Biotechnol 67, 727–734 (2005). https://doi.org/10.1007/s00253-005-1942-1
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DOI: https://doi.org/10.1007/s00253-005-1942-1