Abstract
Recently, major industries focus on the chemical processes for the production of “green” alternative substance 2,5-furandicarboxylic acid (FDCA) for polymers, from glucose, fructose, and even from biomass through HMF as intermediate, although biological processes have greater significance nowadays as a less toxic method for the production of FDCA. Until now, only laboratory-scale production has been reported as biological approaches like whole cell using microorganisms and enzymatic approaches from many countries. According to the reports, for microbial production, a genetically engineered strain P. putida S12 with co-expressed genes showed the highest production of 150 g/L FDCA from HMF. For enzyme-assisted biocatalysis galactose oxidase M3–5, periplasmic aldehyde oxidase (PaoABC) and a catalase have been used as one-pot experiment for sequential oxidations higher substrate concentration HMF (100 mM) and obtained 74% of FDCA production. Acid precipitation (pH 0.5–3), cooling, and centrifugation followed by solvent extraction is normally used for the purification of FDCA from microbial broth and enzyme reaction mixture. From enzyme reaction media, a maximum of 15 mg has been obtained in pure form from a 40 mg (FDCA) production media. Further experiments are needed for the efficient biological production and purification of FDCA for industries from the current laboratory scale.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Abdulrashid N, Clark DP (1987) Isolation and genetic analysis of mutations allowing the degradation of furans and thiophenes by Escherichia Coli. J Bacteriol 169(3):1267–1271
Bozell Joseph J, Petersen Gene R (2010) Technology development for the production of biobased products from biorefinery carbohydrates—the US department of energy’s ‘top 10’ revisited. Green Chem 12(4):539. https://doi.org/10.1039/b922014c
Carro J, Ferreira P, Rodr L, Prieto A, Serrano A, Balcells B, Angel T Mart (2014) 5-hydroxymethylfurfural conversion by fungal aryl-alcohol oxidase and unspecific peroxygenase. 1–12. doi:https://doi.org/10.1111/febs.13177
Dijkman WP, Fraaije MW (2014a) Discovery and characterization of a 5-hydroxymethylfurfural oxidase from Methylovorus sp. Strain MP688. Appl Environ Microbiol 80(3):1082–1090
Dijkman WP, Groothuis DE, Fraaije MW (2014b) Enzyme-catalyzed oxidation of 5-hydroxymethylfurfural to furan-2,5-dicarboxylic acid. Angew Chem Int Ed 53(25):6515–6518. doi:https://doi.org/10.1002/anie.201402904
Gandini A, Silvestre AJD, Neto CP, Sousa AF, Gomes M (2009) The furan counterpart of poly(ethylene terephthalate): an alternative material based on renewable resources. J Polym Sci Part A Polym Chem 47(1). Wiley Subscription Services, Inc., A Wiley Company, pp 295–298. doi:https://doi.org/10.1002/pola.23130
Grand view Research Inc. ( 2015) Furandicarboxylic Acid (FDCA) market potential analysis and segment forecasts to 2020. Elsevier Ltd, 80. ISBN: 978-1-68038-043-9
Hanke PD (2009) Enzymatic oxidation of HMF 4(19): Patent. US 2009/0053780 A1. https://www.google.com/patents/US20090053780
Kakinuma A, Yamatodani S (1964) L-Glutamic acid formation from 2-furoic acid by soil bacteria. Nature 201:420–421
Kalum L, Morant MD, Lund H, Jensen J, Lapainaite I, Soerensen NH, Pedersen S, Ostergaard CA (2014) Enzymatic oxidation of 5-hydroxymethylfurfural and derivatives thereof. WO 2014015256 A3
Koopman F, Wierckx N, de Winde JH, Ruijssenaars HJ (2010a) Identification and characterization of the furfural and 5-(hydroxymethyl) furfural degradation pathways of cupriavidus basilensis HMF14. Proc Natl Acad Sci 107(11):4919–4924. https://doi.org/10.1073/pnas.0913039107
Koopman F, Wierckx N, de Winde JH, Ruijssenaars HJ (2010) Efficient whole-cell biotransformation of 5-(Hydroxymethyl) furfural into FDCA, 2,5-Furandicarboxylic Acid. Bioresour Technol 101(16). Elsevier Ltd: 6291–6296. doi:https://doi.org/10.1016/j.biortech.2010.03.050
López MJ, Moreno J, Nichols NN, Dien BS, Bothast RJ (2004) Isolation of microorganisms for biological detoxification of lignocellulosic hydrolysates. Appl Microbiol Biotechnol 64(1):125–131. https://doi.org/10.1007/s00253-003-1401-9
McKenna SM, Leimkühler S, Herter S, Turner NJ, Carnell AJ (2015) Enzyme cascade reactions: synthesis of Furandicarboxylic Acid (FDCA) and carboxylic acids using oxidases in tandem. Green Chem 17(6). Royal Soc Chem 3271–3275. doi:https://doi.org/10.1039/C5GC00707K
Mitsukura Koichi, Sato Yukihide, Yoshida Toyokazu, Nagasawa Toru (2004) Oxidation of heterocyclic and aromatic aldehydes to the corresponding carboxylic acids by acetobacter and serratia strains. Biotech Lett 26(21):1643–1648. https://doi.org/10.1007/s10529-004-3513-4
Okuda Naoyuki, Soneura Mayumi, Ninomiya Kazuaki, Katakura Yoshio, Shioya Suteaki (2008) Biological detoxification of waste house wood hydrolysate using ureibacillus thermosphaericus for bioethanol production. J Biosci Bioeng 106(2):128–133. https://doi.org/10.1263/jbb.106.128
Shimada Atsumi, Fujioka Shozo, Koshino Hiroyuki, Kimura Yasuo (2010) Nematicidal activity of beauvericin produced by the fungus fusarium bulbicola. Z Naturforsch Sect C J Biosci 65(3–4):207–210
Trudgill PW (1969) The metabolism of 2-furoic acid by pseudomanas F2. Biochem J 113(4):577–587. http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list_uids=4318274
Wang Shuguo, Zhang Zehui, Liu Bing (2015) Catalytic conversion of fructose and 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid over a recyclable Fe3O4-CoOx magnetite nanocatalyst. ACS Sustain Chem Eng 3(3):406–412. https://doi.org/10.1021/sc500702q
Werpy T, Petersen G, Aden A, Bozell J, Holladay J, White J, Manheim A (2004) Top value added chemicals from biomass volume I—results of screening for potential candidates from sugars and synthesis gas top value added chemicals from biomass volume i : results of screening for potential candidates. In: U.S. Department of Energy -Energy Efficiency and Renewable Energy
Wierckx NJP, Schuurman TDE, Kuijper SM, Ruijssenaars HJ (2012) Genetically modified cell and process for use of said cell. Patent EP 2 683 815 B1
Wierckx Nick, Koopman Frank, Bandounas Luaine, De Winde Johannes H, Ruijssenaars Harald J (2010) Isolation and characterization of cupriavidus basilensis HMF14 for biological removal of inhibitors from lignocellulosic hydrolysatembt. Microb Biotechnol 3(3):336–343. https://doi.org/10.1111/j.1751-7915.2009.00158.x
Yang CF, Huang CR (2016) Biotransformation of 5-hydroxy-methylfurfural into 2,5-furan-dicarboxylic acid by bacterial isolate using thermal acid algal hydrolysate. Bioresour Technol 214:311–318. Elsevier Ltd. doi:https://doi.org/10.1016/j.biortech.2016.04.122
Zaldivar J, Martinez A, Ingram LO (1999) Effect of selected aldehydes on the growth and fermentation of ethanologenic escherichia coli. Biotechnol Bioeng 65(1):24–33
Zhang Jian, Zhu Zhinan, Wang Xiaofeng, Wang Nan, Wang Wei, Bao Jie (2010) Biodetoxification of toxins generated from lignocellulose pretreatment using a newly isolated fungus, amorphotheca resinae ZN1, and the consequent ethanol fermentation. Biotechnol Biofuels 3(1):26. https://doi.org/10.1186/1754-6834-3-26
Acknowledgements
The authors would like to thank University Grants Commission, New Delhi for the financial assistance and support of this work.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Glossary
- DFF
-
2,5-Diformylfuran
- FDCA
-
2,5-Furandicarboxylic acid
- FFA
-
5-Formyl furoic acid
- HMF alcohol
-
5-Hydroxymethyl furfural alcohol
- HMF
-
5-Hydroxymethylfurfuraldehyde
- HMFCA (HMF acid)
-
5-Hydroxymethyl-2-furancarboxylic acid
- PBT
-
Polybutylene terephthalate
- PEF
-
Polyethylene furanoate
Rights and permissions
Copyright information
© 2018 Springer Nature Singapore Pte Ltd.
About this chapter
Cite this chapter
Rajesh, R.O., Pandey, A., Binod, P. (2018). Bioprocesses for the Production of 2,5-Furandicarboxylic Acid. In: Varjani, S., Parameswaran, B., Kumar, S., Khare, S. (eds) Biosynthetic Technology and Environmental Challenges. Energy, Environment, and Sustainability. Springer, Singapore. https://doi.org/10.1007/978-981-10-7434-9_8
Download citation
DOI: https://doi.org/10.1007/978-981-10-7434-9_8
Published:
Publisher Name: Springer, Singapore
Print ISBN: 978-981-10-7433-2
Online ISBN: 978-981-10-7434-9
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)