Articles
Effects of some reaction parameters on the production of ethyl esters using a combi-lipase of TLL and CALB in Lewatit VP OC 1600
Published 2021-01-01
Keywords
- Biocatalysts,
- Combi-lipases,
- Palm Oil,
- Docking,
- Ethyl Esters
- Enzymes ...More
How to Cite
Toro Alzate, E. C., & Godoy, C. A. (2021). Effects of some reaction parameters on the production of ethyl esters using a combi-lipase of TLL and CALB in Lewatit VP OC 1600. Revista ION, 33(2), 83–97. https://doi.org/10.18273/revion.v33n2-2020007
Copyright (c) 2021 Esteban Camilo Toro Alzate, César A. Godoy
This work is licensed under a Creative Commons Attribution 4.0 International License.
Abstract
The optimization of mixtures of immobilized lipases (combi-lipases) has been applied as a strategy to increase the rate and yield in the production of alkyl esters of fatty acids or in hydrolyzed vegetable oils with respect to the catalysis of individual lipases; according to previous studies, the Combi-lipase (CL) of TLL (75%) and CALB (25%) in LW was identified as the most active according to the amount of immobilized protein and its efficiency in the production of ethyl esters (EE) under mild reaction conditions, however, its stability under different conditions has not been studied. It was determined that this CL produces EE stably at different temperatures and in the presence of water and free fatty acids, however, the addition of glycerol generated decreases of up to 70% in the synthesis of ethyl esters. Applying the Arrhenius model, it was determined to have an Ea of 21.4 kJ / mol, meaning a 5% decrease compared to its main component (TLL-LW), obtaining better yields in shorter times; additionally, the use of oils of a different nature such as soybeans generated a 20% increase in EE production. Finally, a study of docking and the kinetic simulation of the system was carried out using a previously developed model, but a clear correlation with the experimental results was not achieved. Apart from this, due to its robustness, the CL studied has a high potential for application in biodiesel synthesis.
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References
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[27] Séverac E, Galy O, Turon F, Pantel CA, Condoret JS, Monsan P, et al. Selection of CalB immobilization method to be used in continuous oil transesterification: Analysis of the economical impact. Enzyme Microb Technol. 2011;48(1):61–70.
[28] Adlercreutz P. Immobilisation and application of lipases in organic media. Chem Soc Rev. 2013;42(15):6406–6436.
[29] Robles-Medina A, González-Moreno PA, Esteban-Cerdán L, Molina-Grima E. Biocatalysis: Towards ever greener biodiesel production. Biotechnol Adv.2009;27(4):398–408.
[30] Azócar L, Navia R, Beroiz L, Jeison D, Ciudad G. Enzymatic biodiesel production kinetics using co-solvent and an anhydrous medium: A strategy to improve lipase performance in a semi-continuous reactor. N Biotechnol. 2014;31(5):422–429.
[31] Aboelazayem O, Gadalla M, Saha B. Biodiesel production from waste cooking oil via supercritical methanol: Optimisation and reactor simulation. Renew Energy. 2018;124:144–154.
[32] Lin JJ, Chen YW. Production of biodiesel by transesterification of Jatropha oil with microwave heating. J Taiwan Inst Chem Eng. 2017;75:43–50.
[33] Vieira da Silva MA, Lagnier Gil Ferreira B, da Costa Marques LG, Lamare Soares Murta A, Vasconcelos de Freitas MA. Comparative study of NOx emissions of biodiesel-diesel blends from soybean, palm and waste frying oils using methyl and ethyl transesterification routes. Fuel. 2017;194:144–56.
[34] Alejos Altamirano CA, Yokoyama L, de Medeiros JL, de Queiroz Fernandes Araújo O. Ethylic or methylic route to soybean biodiesel? Tracking environmental answers through life cycle assessment. Appl Energy. 2016;184:1246–63.
[35] Morales N, Godoy C. Lipasas Inmovilizadas Para La Producción De Biodiesel Etílico (Tesis pregrado).Cali, Colombia: Universidad del valle; 2019.
[36] Deboni TM, Hirata GAM, Shimamoto GG, Tubino M, de Almeida Meirelles AJ. Deacidification and ethyl biodiesel production from acid soybean oil using a strong anion exchange resin. Chem Eng J. 2017;333:686–696.
[37] Derawi D, Abdullah BM, Zaman Huri H, Yusop RM, Salimon J, Hairunisa N, et al. Palm olein as renewable raw materials for industrial and pharmaceutical products applications: Chemical characterization and physicochemical properties studies. Adv Mater Sci Eng. 2014;2014. doi.org/10.1155/2014/134063
[2] Youngs H, Somerville C. Development of feedstocks for cellulosic biofuels. F1000 Biol Rep. 2012;4:10.
[3] Ognjanovic N, Bezbradica D, Knezevic-Jugovic Z. Enzymatic conversion of sunflower oil to biodiesel in a solvent-free system:Process optimization and the immobilized system stability. Bioresour. Technol. 2009;100(21):5146–54.
[4] Zhao X, Qi F, Yuan C, Du W, Liu D. Lipasecatalyzed process for biodiesel production: Enzyme immobilization, process simulation and optimization. Renew Sustain Energy Rev. 2015;44:182–97.
[5] Godoy CA, Klett J, Di Geronimo B, Hermoso JA, Guisán JM, Carrasco-López C. Disulfide Engineered Lipase to Enhance the Catalytic Activity: A Structure-Based Approach on BTL2. Int J Mol Sci. 2019;20(21):5245.
[6] Norjannah B, Ong HC, Masjuki HH, Juan JC, Chong WT. Enzymatic transesterification for biodiesel production: A comprehensive review. RSC Adv. 2016;6(65):60034–60055.
[7] Tacias-pascacio VG, Virgen-ortíz JJ, Jiménezpérez M, Yates M, Torrestiana-sanchez B, Rosales-quintero A, et al. Evaluation of different lipase biocatalysts in the production of biodiesel from used cooking oil: Critical role of the immobilization support. Fuel. 2017;200:1–10.
[8] Alves JS, Vieira S, Cunha AS, Silva AM, Záchia Ayub MA, Fernandez-lafuente R, et al. Combilipase for heterogeneous substrates : a new approach for hydrolysis of soybean oil using mixtures of biocatalysts. R Soc Chemistry Adv. 2014;(4):6863–6868.
[9] Poppe JK, Garcia-galan C, Matte CR, Fernandez-lafuente R, Rodrigues RC, Antônio M, et al. Enzymatic Optimization of synthesis of fatty acid methyl esters catalyzed by lipase B from Candida antarctica immobilized on hydrophobic supports. J. Mol Catal B, Enzym. 2013;94:51–6.
[10] Khor GK, Sim JH, Kamaruddin AH, Uzir MH. Thermodynamics and inhibition studies of
lipozyme TL IM in biodiesel production via enzymatic transesterification. Bioresour Technol. 2010;101(16):6558–6561.
[11] Rodrigues RC, Volpato G, Wada K, Ayub MAZ. Enzymatic synthesis of biodiesel from transesterification reactions of vegetable oils and short chain alcohols.J Am Oil Chem Soc. 2008;85(10):925–930.
[12] Pedro KCNR, Parreira JM, Correia IN, Henriques CA, Langone MAP. Enzymatic biodiesel synthesis from acid oil using a lipase mixture. Quim Nova. 2018;41(3):284–291.
[13] Toro EC, Rodríguez DF, Morales N, García LM, Godoy CA. Novel Combi-lipase Systems for Fatty Acid Ethyl Esters Production. Catalysts. 2019;9(6):546.
[14] Cabrera Z, Fernandez-Lorente G, Fernandez-Lafuente R, Palomo JM, Guisan JM. Novozym 435 displays very different selectivity compared to lipase from Candida antarctica B adsorbed on other hydrophobic supports. J Mol Catal B Enzym. 2009;57(1–4):171–176.
[15] Dallakyan S, Olson AJ. Small-molecule library screening by docking with PyRx. Methods Mol Biol. 2015;1263:243–50.
[16] Kaparthi R, Chari KS. Solubilities of vegetable oils in aqueous ethanol and ethanol-hexane mixtures. J Am Oil Chem Soc. 1959;36(2):77–80.
[17] Yancy-Caballero DM, Guirardello R. Modeling and parameters fitting of chemical and phase equilibria in reactive systems for biodiesel production. Biomass and Bioenergy. 2015;81:544–555.
[18] Ávila-Cisneros N, Velasco-Lozano S, Huerta-Ochoa S, Córdova-López J, Gimeno M, Favela-Torres E. Production of Thermostable Lipase by Thermomyces lanuginosus on Solid-State Fermentation: Selective Hydrolysis of Sardine Oil. Appl Biochem Biotechnol. 2014;174(5):1859–72.
[19] Royon D, Daz M, Ellenrieder G, Locatelli S. Enzymatic production of biodiesel from cotton seed oil using t-butanol as a solvent. Bioresour Technol. 2007;98(3):648–653.
[20] Musa IA. The effects of alcohol to oil molar ratios and the type of alcohol on biodiesel production using transesterification process. Egypt J Pet. 2016;25(1):21–31.
[21] Wierschem M, Heils R, Schlimper S, Smirnova I, Górak A, Lutze P. Enzymatic Reactive Distillation for the Transesterification of Ethyl Butyrate: Model Validation and Process Analysis. Computer Aided Chem. Eng. 2015;37:2135–2140.
[22] Arumugam A, Ponnusami V. Production of biodiesel by enzymatic transesterification of
waste sardine oil and evaluation of its engine performance. Heliyon. 2017;3(12):e00486.
[23] Rezaei K, Jenab E, Temelli F. Effects of water on enzyme performance with an emphasis on the reactions in supercritical fluids.Critical Rev. in Biotechnology. 2007;12:183–195.
[24] Anthonsen T, Sjursnes BJ. Importance of Water Activity for Enzyme Catalysis in Non-Aqueous Organic Methods Non-Aqueous Enzymol. 2000:14-35. doi.org/10.1007/978-3-0348-8472-3_2.
[25] Chourasia VR, Gawas AS, Menon AS, Shinde PM. Production of Biodiesel by Enzymatic Transesterification using Immobilized Lipase. Heliyon. 2017;3(12):1238–1246.
[26] Ortiz C, Ferreira ML, Barbosa O, Dos Santos JCS, Rodrigues RC, Berenguer-Murcia Á, et al. Novozym 435: The “perfect” lipase immobilized biocatalyst?. Catal Sci Technol. 2019;9(10):2380–2420.
[27] Séverac E, Galy O, Turon F, Pantel CA, Condoret JS, Monsan P, et al. Selection of CalB immobilization method to be used in continuous oil transesterification: Analysis of the economical impact. Enzyme Microb Technol. 2011;48(1):61–70.
[28] Adlercreutz P. Immobilisation and application of lipases in organic media. Chem Soc Rev. 2013;42(15):6406–6436.
[29] Robles-Medina A, González-Moreno PA, Esteban-Cerdán L, Molina-Grima E. Biocatalysis: Towards ever greener biodiesel production. Biotechnol Adv.2009;27(4):398–408.
[30] Azócar L, Navia R, Beroiz L, Jeison D, Ciudad G. Enzymatic biodiesel production kinetics using co-solvent and an anhydrous medium: A strategy to improve lipase performance in a semi-continuous reactor. N Biotechnol. 2014;31(5):422–429.
[31] Aboelazayem O, Gadalla M, Saha B. Biodiesel production from waste cooking oil via supercritical methanol: Optimisation and reactor simulation. Renew Energy. 2018;124:144–154.
[32] Lin JJ, Chen YW. Production of biodiesel by transesterification of Jatropha oil with microwave heating. J Taiwan Inst Chem Eng. 2017;75:43–50.
[33] Vieira da Silva MA, Lagnier Gil Ferreira B, da Costa Marques LG, Lamare Soares Murta A, Vasconcelos de Freitas MA. Comparative study of NOx emissions of biodiesel-diesel blends from soybean, palm and waste frying oils using methyl and ethyl transesterification routes. Fuel. 2017;194:144–56.
[34] Alejos Altamirano CA, Yokoyama L, de Medeiros JL, de Queiroz Fernandes Araújo O. Ethylic or methylic route to soybean biodiesel? Tracking environmental answers through life cycle assessment. Appl Energy. 2016;184:1246–63.
[35] Morales N, Godoy C. Lipasas Inmovilizadas Para La Producción De Biodiesel Etílico (Tesis pregrado).Cali, Colombia: Universidad del valle; 2019.
[36] Deboni TM, Hirata GAM, Shimamoto GG, Tubino M, de Almeida Meirelles AJ. Deacidification and ethyl biodiesel production from acid soybean oil using a strong anion exchange resin. Chem Eng J. 2017;333:686–696.
[37] Derawi D, Abdullah BM, Zaman Huri H, Yusop RM, Salimon J, Hairunisa N, et al. Palm olein as renewable raw materials for industrial and pharmaceutical products applications: Chemical characterization and physicochemical properties studies. Adv Mater Sci Eng. 2014;2014. doi.org/10.1155/2014/134063