A decade development of lipase catalysed synthesis of acylglycerols using reactors: a systematic review

References

Abd Razak, N.N., Cognet, P., Pérès, Y., Gew, L.T., and Aroua, M.K. (2022). Kinetics and hydrodynamics of Candida antartica lipase-catalyzed synthesis of glycerol dioleate (GDO) in a continuous flow packed-bed millireactor. J. Clean. Product. 373: 133816, https://doi.org/10.1016/j.jclepro.2022.133816.Search in Google Scholar

Anitha, M., Kamarudin, S.K., and Kofli, N.T. (2016). The potential of glycerol as a value-added commodity. Chem. Eng. J. 295: 119–130, https://doi.org/10.1016/j.cej.2016.03.012.Search in Google Scholar

Arranz-Martínez, P., Corzo-Martínez, M., Vázquez, L., Reglero, G., and Torres, C.F. (2018). Lipase catalyzed glycerolysis of ratfish liver oil at stirred tank basket reactor: a kinetic approach. Process Biochem. 64: 38–45, https://doi.org/10.1016/j.procbio.2017.09.026.Search in Google Scholar

Ayoub, M. and Abdullah, A.Z. (2012). Critical review on the current scenario and significance of crude glycerol resulting from biodiesel industry towards more sustainable renewable energy industry. Renew. Sustain. Energy Rev. 16: 2671–2686, https://doi.org/10.1016/j.rser.2012.01.054.Search in Google Scholar

Baas, J., Schotten, M., Plume, A., Côté, G., and Karimi, R. (2020). Scopus as a curated, high-quality bibliometric data source for academic research in quantitative science studies. Quant. Sci. Stud. 1: 377–386, https://doi.org/10.1162/qss_a_00019.Search in Google Scholar

Bassan, N., Rodrigues, R.H., Monti, R., Tecelão, C., Ferreira-Dias, S., and Paula, A.V. (2019). Enzymatic modification of grapeseed (Vitis vinifera L.) oil aiming to obtain dietary triacylglycerols in a batch reactor. LWT 99: 600–606, https://doi.org/10.1016/j.lwt.2018.05.013.Search in Google Scholar

Bavaro, T., Benucci, I., Pedrali, A., Marrubini, G., Esti, M., Terreni, M., Massolini, G., and Ubiali, D. (2020). Lipase-mediated hydrolysis of hempseed oil in a packed-bed reactor and in-line purification of PUFA as mono-and diacylglycerols. Food Bioproducts Process. 123: 345–353, https://doi.org/10.1016/j.fbp.2020.07.009.Search in Google Scholar

Britton, J., Majumdar, S., and Weiss, G. A. (2018). Continuous flow biocatalysis. Chem. Soc. Rev. 47: 5891–5918, https://doi.org/10.1039/C7CS00906B.Search in Google Scholar PubMed PubMed Central

Carrero, A., Calles, J.A., García-Moreno, L., and Vizcaíno, A.J. (2017). Production of renewable hydrogen from glycerol steam reforming over bimetallic Ni-(Cu, Co, Cr) catalysts supported on SBA-15 silica. Catalysts 7: 55, https://doi.org/10.3390/catal7020055.Search in Google Scholar

Čech, J., Schrott, W., Slouka, Z., Přibyl, M., Brož, M., Kuncová, G., and Šnita, D. (2012). Enzyme hydrolysis of soybean oil in a slug flow microsystem. Biochem. Eng. J. 67: 194–202, https://doi.org/10.1016/j.bej.2012.06.015.Search in Google Scholar

Chen, J., Lee, W.J., Qiu, C., Wang, S., Li, G., and Wang, Y. (2020). Immobilized lipase in the synthesis of high purity medium chain diacylglycerols using a bubble column reactor: characterization and application. Front. Bioeng. Biotechnol. 8: 466, https://doi.org/10.3389/fbioe.2020.00466.Search in Google Scholar PubMed PubMed Central

Choi, J.H., Kim, B.H., Hong, S.I., Kim, Y., and Kim, I.H. (2012). Synthesis of structured lipids containing pinolenic acid at the sn-2 position via lipase-catalyzed acidolysis. J. Am. Oil Chem. Soc. 89: 1449–1454, https://doi.org/10.1007/s11746-012-2040-z.Search in Google Scholar

Choong, T.S.Y., Yeoh, C.M., Phuah, E.T., Siew, W.L., Lee, Y.Y., Tang, T.K., and Chuah Abdullah, L. (2018). Kinetic study of lipase-catalyzed glycerolysis of palm olein using Lipozyme TLIM in solvent-free system. PLoS One 13: e0192375, https://doi.org/10.1371/journal.pone.0192375.Search in Google Scholar PubMed PubMed Central

Chua, L.S., Alitabarimansor, M., Lee, C.T., and Mat, R. (2012). Hydrolysis of virgin coconut oil using immobilized lipase in a batch reactor. Enzyme Res. 2012: 542589.10.1155/2012/542589Search in Google Scholar PubMed PubMed Central

Cozentino, I.D.S.C., Rodrigues, M.D.F., Mazziero, V.T., Cerri, M.O., Cavallini, D.C.U., and de Paula, A.V. (2022). Enzymatic synthesis of structured lipids from grape seed (Vitis vinifera L.) oil in associated packed bed reactors. Biotechnol. Appl. Biochem. 69: 101–109, https://doi.org/10.1002/bab.2085.Search in Google Scholar PubMed

Das, K. and Ghosh, M. (2019). Comparative qualitative assessment of DAG production from medium chain fatty acids mediated by enzymatic and chemical catalysts under individually optimized conditions. Biocatal. Agric. Biotechnol. 22: 101422, https://doi.org/10.1016/j.bcab.2019.101422.Search in Google Scholar

da Silva, J.A., Cardozo, N.S., and Petzhold, C.L. (2018). Enzymatic synthesis of andiroba oil based polyol for the production of flexible polyurethane foams. Ind. Crops Prod. 113: 55–63, https://doi.org/10.1016/j.indcrop.2018.01.020.Search in Google Scholar

De Santis, P., Meyer, L.E., and Kara, S. (2020). The rise of continuous flow biocatalysis–fundamentals, very recent developments and future perspectives. React. Chem. Eng. 5: 2155–2184, https://doi.org/10.1039/d0re00335b.Search in Google Scholar

Díaz-Álvarez, A.E., Francos, J., Lastra-Barreira, B., Crochet, P., and Cadierno, V. (2011). Glycerol and derived solvents: new sustainable reaction media for organic synthesis. Chem. Commun. 47: 6208, https://doi.org/10.1039/C1CC10620A.Search in Google Scholar

Dom, Z.M., Chuan, L.T., and Yusoff, R. (2014). Production of medium chain acylglycerols by lipase esterification in packed bed reactor: process optimization by response surface methodology. J. Eng. Sci. Technol. 9: 384–397.Search in Google Scholar

Doran, P.M. (2012). Bioprocess engineering principles. Elsevier, New York, NY.10.1016/B978-0-12-220851-5.00014-9Search in Google Scholar

Efthymiou, M.N., Pateraki, C., Papapostolou, H., Lin, C.S.K., and Koutinas, A. (2021). Restructuring the sunflower-based biodiesel industry into a circular bio-economy business model converting sunflower meal and crude glycerol into succinic acid and value-added co-products. Biomass Bioenergy 155: 106265, https://doi.org/10.1016/j.biombioe.2021.106265.Search in Google Scholar

Fiametti, K.G., Ustra, M.K., de Oliveira, D., Corazza, M.L., Furigo, A. Jr., and Oliveira, J.V. (2012). Kinetics of ultrasound-assisted lipase-catalyzed glycerolysis of olive oil in solvent-free system. Ultrason. Sonochem. 19: 440–451, https://doi.org/10.1016/j.ultsonch.2011.09.005.Search in Google Scholar PubMed

Freitas, L., Dors, G., Carneiro, B.C., de Oliveira, P.C., and De Castro, H.F. (2013). Strategies to inhibit the lipid oxidation in the enzymatic synthesis of monoglycerides by glycerolysis of Babassu oil. Acta Sci. Technol. 35: 491–497, https://doi.org/10.4025/actascitechnol.v35i3.14187.Search in Google Scholar

Gholami, Z., Abdullah, A.Z., and Lee, K.T. (2014). Dealing with the surplus of glycerol production from biodiesel industry through catalytic upgrading to polyglycerols and other value-added products. Renew. Sustain. Energy Rev. 39: 327–341, https://doi.org/10.1016/j.rser.2014.07.092.Search in Google Scholar

Gonzalez-Garay, A., Gonzalez-Miquel, M., and Guillen-Gosalbez, G. (2017). High-value propylene glycol from low-value biodiesel glycerol: a techno-economic and environmental assessment under uncertainty. ACS Sustain. Chem. Eng. 5: 5723–5732, https://doi.org/10.1021/acssuschemeng.7b00286.Search in Google Scholar

Gu, S., Feng, F., Li, Y., Wei, W., and Lu, R. (2016). Aspergillus oryzae lipase-catalyzed synthesis of dioleoyl; palmitoyl‐rich triacylglycerols in two reactors. J. Am. Oil Chem. Soc. 93: 1347–1354, https://doi.org/10.1007/s11746-016-2887-5.Search in Google Scholar

Guajardo, N., Schrebler, R.A., and de María, P.D. (2019). From batch to fed-batch and to continuous packed-bed reactors: lipase-catalyzed esterifications in low viscous deep-eutectic-solvents with buffer as cosolvent. Bioresour. Technol. 273: 320–325, https://doi.org/10.1016/j.biortech.2018.11.026.Search in Google Scholar PubMed

Guebara, S.A.B., Ract, J.N.R., and Vitolo, M. (2018). Conversion of caprylic acid into mono-di-and triglycerides using immobilized lipase. Arabian J. Sci. Eng. 43: 3631–3637, https://doi.org/10.1007/s13369-018-3138-x.Search in Google Scholar

Hares Júnior, S.J., Ract, J.N.R., Gioielli, L.A., and Vitolo, M. (2018). Conversion of triolein into mono-and diacylglycerols by immobilized lipase. Arabian J. Sci. Eng. 43: 2247–2255, https://doi.org/10.1007/s13369-017-2635-7.Search in Google Scholar

Hasibuan, H.A., Sitanggang, A.B., Andarwulan, N., and Hariyadi, P. (2021). Enzymatic synthesis of human milk fat substitute-A review on technological approaches. Food Technol. Biotechnol. 59: 475–495, https://doi.org/10.17113/ftb.59.04.21.7205.Search in Google Scholar PubMed PubMed Central

Hu, D.J., Chen, J.M., and Xia, Y.M. (2013). A comparative study on production of middle chain diacylglycerol through enzymatic esterification and glycerolysis. J. Ind. Eng. Chem. 19: 1457–1463, https://doi.org/10.1016/j.jiec.2013.01.009.Search in Google Scholar

Ilham, Z. and Saka, S. (2016). Esterification of glycerol from biodiesel production to glycerol carbonate in non-catalytic supercritical dimethyl carbonate. SpringerPlus 5: 1–6, https://doi.org/10.1186/s40064-016-2643-1.Search in Google Scholar PubMed PubMed Central

Jenab, E., Temelli, F., and Curtis, J.M. (2013). Lipase-catalysed interesterification between canola oil and fully hydrogenated canola oil in contact with supercritical carbon dioxide. Food Chem. 141: 2220–2228, https://doi.org/10.1016/j.foodchem.2013.04.079.Search in Google Scholar PubMed

Junior, I.I., Flores, M.C., Sutili, F.K., Leite, S.G., de Miranda, L.S.D.M., Leal, I.C., and de Souza, R.O. (2012). Fatty acids residue from palm oil refining process as feedstock for lipase catalyzed monoacylglicerol production under batch and continuous flow conditions. J. Mol. Catal. B: Enzym. 77: 53–58, https://doi.org/10.1016/j.molcatb.2012.01.008.Search in Google Scholar

Kang, I., Bang, H.J., Kim, I.H., Choi, H.D., and Kim, B.H. (2015). Synthesis of trans-10, cis-12 conjugated linoleic acid-enriched triacylglycerols via two-step lipase-catalyzed esterification. LWT-Food Sci. Technol. 62: 249–256, https://doi.org/10.1016/j.lwt.2015.01.041.Search in Google Scholar

Kim, B.H. and Akoh, C.C. (2015). Recent research trends on the enzymatic synthesis of structured lipids. J. Food Sci. 80: C1713–C1724, https://doi.org/10.1111/1750-3841.12953.Search in Google Scholar PubMed

Kim, J., Chung, M.Y., Choi, H.D., Choi, I.W., and Kim, B.H. (2018). Enzymatic synthesis of structured monogalactosyldiacylglycerols enriched in pinolenic acid. J. Agric. Food Chem. 66: 8079–8085, https://doi.org/10.1021/acs.jafc.8b02599.Search in Google Scholar PubMed

Kintscher, U., Foryst-Ludwig, A., Haemmerle, G., and Zechner, R. (2020). The role of adipose triglyceride lipase and cytosolic lipolysis in cardiac function and heart failure. Cell Rep. Med. 1: 100001, https://doi.org/10.1016/j.xcrm.2020.100001.Search in Google Scholar PubMed PubMed Central

Kostyniuk, A., Bajec, D., and Likozar, B. (2020). One-step synthesis of ethanol from glycerol in a gas phase packed bed reactor over hierarchical alkali-treated zeolite catalyst materials. Green Chem. 22: 753–765, https://doi.org/10.1039/c9gc03262b.Search in Google Scholar

Lee, Y.Y., Tang, T.K., Phuah, E.T., Karim, N.A.A., Alwi, S.M.M., and Lai, O.M. (2015). Palm-based medium-and-long-chain triacylglycerol (P-MLCT): production via enzymatic interesterification and optimization using response surface methodology (RSM). J. Food Sci. Technol. 52: 685–696, https://doi.org/10.1007/s13197-013-1065-0.Search in Google Scholar PubMed PubMed Central

Lei, M., Zhang, N., Lee, W.J., Tan, C.P., Lai, O.M., Wang, Y., and Qiu, C. (2020). Non-aqueous foams formed by whipping diacylglycerol stabilized oleogel. Food Chem. 312: 126047, https://doi.org/10.1016/j.foodchem.2019.126047.Search in Google Scholar PubMed

Liu, M., Fu, J., Teng, Y., Zhang, Z., Zhang, N., and Wang, Y. (2016). Fast production of diacylglycerol in a solvent free system via lipase catalyzed esterification using a bubble column reactor. J. Am. Oil Chem. Soc. 93: 637–648, https://doi.org/10.1007/s11746-016-2804-y.Search in Google Scholar

Liu, N., Li, N., Faiza, M., Li, D., Yao, X., and Zhao, M. (2021). Stability and in vitro digestion of high purity diacylglycerol oil-in-water emulsions. LWT 148: 111744, https://doi.org/10.1016/j.lwt.2021.111744.Search in Google Scholar

Lu, Y., Zou, X., Han, W., Jiang, Y., Jin, Q., Li, L., Xu, X., and Wang, X. (2016). Preparation of diacylglycerol-enriched rice bran oil by lipase-catalyzed deacidification in packed-bed reactors by continuous dehydration. J. Oleo Sci. 65: 151–159, https://doi.org/10.5650/jos.ess15238.Search in Google Scholar PubMed

Mohamed, I.O. (2012). Lipase-catalyzed synthesis of cocoa butter equivalent from palm olein and saturated fatty acid distillate from palm oil physical refinery. Appl. Biochem. Biotechnol. 168: 1405–1415, https://doi.org/10.1007/s12010-012-9866-6.Search in Google Scholar PubMed

Mohamed, I.O. (2013). Lipase-catalyzed acidolysis of palm mid fraction oil with palmitic and stearic fatty acid mixture for production of cocoa butter equivalent. Appl. Biochem. Biotechnol. 171: 655–666, https://doi.org/10.1007/s12010-013-0381-1.Search in Google Scholar PubMed

Nda-Umar, U.I., Ramli, I., Taufiq-Yap, Y.H., and Muhamad, E.N. (2019). An overview of recent research in the conversion of glycerol into biofuels, fuel additives and other bio-based chemicals. Catalysts 9: 15, https://doi.org/10.3390/catal9010015.Search in Google Scholar

Olivares, R.D.O., Okoye, P.U., Ituna-Yudonago, J.F., Njoku, C.N., Hameed, B.H., Song, W., Li, S., Longoria, A., and Sebastian, P.J. (2020). Valorization of biodiesel byproduct glycerol to glycerol carbonate using highly reusable apatite-like catalyst derived from waste Gastropoda Mollusca. Biomass Conv. Biorefinery 13: 619–631.10.1007/s13399-020-01122-0Search in Google Scholar

Ornla-ied, P., Rungsang, S., Tan, C.P., Lan, D., Wang, Y., and Sonwai, S. (2022). Production of cocoa butter substitute via enzymatic interesterification of fully hydrogenated palm kernel oil, coconut oil and fully hydrogenated palm stearin blends. J. Oleo Sci. 71: 343–351, https://doi.org/10.5650/jos.ess21277.Search in Google Scholar PubMed

Ortiz, C., Ferreira, M.L., Barbosa, O., dos Santos, J.C., Rodrigues, R.C., Berenguer-Murcia, Á., Briand, L.E., and Fernandez-Lafuente, R. (2019). Novozym 435: the “perfect” lipase immobilized biocatalyst? Catal. Sci. Technol. 9: 2380–2420, https://doi.org/10.1039/c9cy00415g.Search in Google Scholar

Pala Rosas, I., Contreras, J.L., Salmones, J., Tapia, C., Zeifert, B., Navarrete, J., Vázquez, T., García, D., and García, D.C. (2017). Catalytic dehydration of glycerol to acrolein over a catalyst of Pd/LaY zeolite and comparison with the chemical equilibrium. Catalysts 7: 73, https://doi.org/10.3390/catal7030073.Search in Google Scholar

Pang, M., Ge, Y., Cao, L., Cheng, J., and Jiang, S. (2019). Physicochemical properties, crystallization behavior and oxidative stabilities of enzymatic interesterified fats of beef tallow, palm stearin and camellia oil blends. J. Oleo Sci. 68: 131–139, https://doi.org/10.5650/jos.ess18201.Search in Google Scholar PubMed

Paula, A.V., Nunes, G.F., de Castro, H.F., and Santos, J.C. (2015a). Synthesis of structured lipids by enzymatic interesterification of milkfat and soybean oil in a basket-type stirred tank reactor. Indus. Eng. Chem. Res. 54: 1731–1737, https://doi.org/10.1021/ie503189e.Search in Google Scholar

Paula, A.V., Nunes, G.F., Osório, N.M., Santos, J.C., de Castro, H.F., and Ferreira-Dias, S. (2015b). Continuous enzymatic interesterification of milkfat with soybean oil produces a highly spreadable product rich in polyunsaturated fatty acids. Eur. J. Lipid Sci. Technol. 117: 608–619, https://doi.org/10.1002/ejlt.201400316.Search in Google Scholar

Pedro, K.C., Parreira, J.M., Correia, I.N., Henriques, C.A., and Langone, M.A. (2018). Enzymatic biodiesel synthesis from acid oil using a lipase mixture. Química Nova 41: 284–291, https://doi.org/10.21577/0100-4042.20170180.Search in Google Scholar

Phuah, E.T., Lee, Y.Y., Tang, T.K., Lai, O.M., Choong, T.S.Y., Tan, C.P., Ng, W.N., and Lo, S.K. (2016). Modeling and optimization of lipase-catalyzed partial hydrolysis for diacylglycerol production in packed bed reactor. Int. J. Food Eng. 12: 681–689, https://doi.org/10.1515/ijfe-2015-0381.Search in Google Scholar

Phuah, E.T., Tang, T.K., Lee, Y.Y., Choong, T.S.Y., Tan, C.P., and Lai, O.M. (2015). Review on the current state of diacylglycerol production using enzymatic approach. Food Bioprocess Technol. 8: 1169–1186, https://doi.org/10.1007/s11947-015-1505-0.Search in Google Scholar

Pleiss, J., Fischer, M., and Schmid, R.D. (1998). Anatomy of lipase binding sites: the scissile fatty acid binding site. Chem. Phys. Lipids 93: 67–80, https://doi.org/10.1016/s0009-3084(98)00030-9.Search in Google Scholar PubMed

Rodríguez, A., Esteban, L., Martín, L., Jiménez, M.J., Hita, E., Castillo, B., González, P.A., and Robles, A. (2012). Synthesis of 2-monoacylglycerols and structured triacylglycerols rich in polyunsaturated fatty acids by enzyme catalyzed reactions. Enzyme Microb. Technol. 51: 148–155, https://doi.org/10.1016/j.enzmictec.2012.05.006.Search in Google Scholar PubMed

Rønne, T.H., Yang, T., Mu, H., Jacobsen, C., and Xu, X. (2005). Enzymatic interesterification of butterfat with rapeseed oil in a continuous packed bed reactor. J. Agric. Food Chem. 53: 5617–5624, https://doi.org/10.1021/jf050646g.Search in Google Scholar PubMed

Saberi, A.H., Lai, O.M., and Miskandar, M.S. (2012). Melting and solidification properties of palm-based diacylglycerol, palm kernel olein, and sunflower oil in the preparation of palm-based diacylglycerol-enriched soft tub margarine. Food Bioprocess Technol. 5: 1674–1685, https://doi.org/10.1007/s11947-010-0475-5.Search in Google Scholar

Sarmah, N., Revathi, D., Sheelu, G., Yamuna Rani, K., Sridhar, S., Mehtab, V., and Sumana, C. (2018). Recent advances on sources and industrial applications of lipases. Biotechnol. Prog. 34: 5–28, https://doi.org/10.1002/btpr.2581.Search in Google Scholar PubMed

Satyawali, Y., Cauwenberghs, L., Maesen, M., and Dejonghe, W. (2021). Lipase catalyzed solvent free synthesis of monoacylglycerols in various reaction systems and coupling reaction with pervaporation for in situ water removal. Chem. Eng. Process. Process Intensif. 166: 108475, https://doi.org/10.1016/j.cep.2021.108475.Search in Google Scholar

Savaghebi, D., Safari, M., Rezaei, K., Ashtari, P., and Farmani, J. (2012). Structured lipids produced through lipase-catalyzed acidolysis of canola oil. J. Agric. Sci. Technol. 14: 1297–1310.Search in Google Scholar

Savickaite, A., Sadauskas, M., and Gudiukaite, R. (2021). Immobilized GDEst-95, GDEst-lip and GD-95RM lipolytic enzymes for continuous flow hydrolysis and transesterification reactions. Int. J. Biol. Macromol. 173: 421–434, https://doi.org/10.1016/j.ijbiomac.2021.01.133.Search in Google Scholar PubMed

Saw, M.H. and Siew, W.L. (2014). The effectiveness of immobilized lipase Thermomyces lanuginosa in catalyzing interesterification of palm olein in batch reaction. J. Oleo Sci. 63: 295–302, https://doi.org/10.5650/jos.ess13176.Search in Google Scholar PubMed

Sengupta, A., Roy, S., Mukherjee, S., and Ghosh, M. (2015). Production of medium chain fatty acid rich mustard oil using packed bed bioreactor. J. Oleo Sci. 64: 153–159, https://doi.org/10.5650/jos.ess14184.Search in Google Scholar PubMed

Shin, J.A., Yang, D., Gan, L., Hong, S.T., Lee, E.S., Park, S.H., and Lee, K.T. (2013). Preparation of recombined milk using modified butterfats containing α-linolenic acid. J. Food Sci. 78: C17–C24, https://doi.org/10.1111/j.1750-3841.2012.03011.x.Search in Google Scholar PubMed

Singh, V.K., Singh, P., Karmakar, M., Leta, J., and Mayr, P. (2021). The journal coverage of web of science, scopus and dimensions: a comparative analysis. Scientometrics 126: 5113–5142, https://doi.org/10.1007/s11192-021-03948-5.Search in Google Scholar

Song, Z., Liu, Y., Jin, Q., Li, L., Wang, X., Huang, J., and Liu, R. (2012). Lipase-catalyzed preparation of diacylglycerol-enriched oil from high-acid rice bran oil in solvent-free system. Appl. Biochem. Biotechnol. 168: 364–374, https://doi.org/10.1007/s12010-012-9780-y.Search in Google Scholar PubMed

Staniewski, B., Dorota, O., Kowalik, J., and Jarosław, K. (2021). The effect of triacylglycerol and fatty acid composition on the rheological properties of butter. Int. Dairy J. 114: 104913, https://doi.org/10.1016/j.idairyj.2020.104913.Search in Google Scholar

Stankiewicz, A. and Moulijn, J.A. (2002). Process intensification. Indus. Eng. Chem. Res. 41: 1920–1924, https://doi.org/10.1021/ie011025p.Search in Google Scholar

Subroto, E., Wisamputri, M.F., Supriyanto, Utami, T., and Hidayat, C. (2020). Enzymatic and chemical synthesis of high mono- and diacylglycerol from palm stearin and olein blend at different type of reactor stirrers. J. Saudi Soc. Agric. Sci. 19: 31–36, https://doi.org/10.1016/j.jssas.2018.05.003.Search in Google Scholar

Tamborini, L., Fernandes, P., Paradisi, F., and Molinari, F. (2018). Flow bioreactors as complementary tools for biocatalytic process intensification. Trends Biotechnol. 36: 73–88, https://doi.org/10.1016/j.tibtech.2017.09.005.Search in Google Scholar PubMed

Teixeira, L.F., Bôas, R.V., Oliveira, P.C., and de Castro, H.F. (2014). Effect of natural antioxidants on the lipase activity in the course of batch and continuous glycerolysis of babassu oil. Bioprocess Biosyst. Eng. 37: 1717–1725, https://doi.org/10.1007/s00449-014-1144-2.Search in Google Scholar PubMed

Utama, Q.D., Sitanggang, A.B., Adawiyah, D.R., and Hariyadi, P. (2019). Lipase-catalyzed interesterification for the synthesis of medium-long-medium (MLM) structured lipids–A review. Food Technol. Biotechnol. 57: 305, https://doi.org/10.17113/ftb.57.03.19.6025.Search in Google Scholar PubMed PubMed Central

Utama, Q.D., Sitanggang, A.B., Adawiyah, D.R., and Hariyadi, P. (2022). Lipase-catalyzed transesterification of medium-long-medium structured lipid (MLM-SL) using palm olein and palm kernel oil in batch and continuous systems. J. Microbiol. Biotechnol. Food Sci. 11: e3742, https://doi.org/10.55251/jmbfs.3742.Search in Google Scholar

Vilas Boas, R.N., Lima, R., Silva, M.V., Freitas, L., Aguiar, L.G., and de Castro, H.F. (2021). Continuous production of monoacylglycerol via glycerolysis of babassu oil by immobilized Burkholderia cepacia lipase in a packed bed reactor. Bioprocess Biosyst. Eng. 44: 2205–2215, https://doi.org/10.1007/s00449-021-02596-6.Search in Google Scholar PubMed

Vivek, N., Sindhu, R., Madhavan, A., Anju, A.J., Castro, E., Faraco, V., Pandey, A., and Binod, P. (2017). Recent advances in the production of value added chemicals and lipids utilizing biodiesel industry generated crude glycerol as a substrate – Metabolic aspects, challenges and possibilities: An overview. Bioresour. Technol. 239: 507–517, https://doi.org/10.1016/j.biortech.2017.05.056.Search in Google Scholar PubMed

Wang, J., Liu, X., Wang, X.D., Dong, T., Zhao, X.Y., Zhu, D., Mei, Y.Y., and Wu, G.H. (2016). Selective synthesis of human milk fat-style structured triglycerides from microalgal oil in a microfluidic reactor packed with immobilized lipase. Bioresour. Technol. 220: 132–141, https://doi.org/10.1016/j.biortech.2016.08.023.Search in Google Scholar PubMed

Wang, J.Z., Liu, X., Li, W.J., Song, W.M., Herman, R.A., Sheng, S., Wu, F., and Wang, J. (2020). One hour enzymatic synthesis of structure lipids enriched unsaturated fatty acids from silkworm pupae oil under microwave irradiation. J. Chem. Technol. Biotechnol. 95: 363–372, https://doi.org/10.1002/jctb.5924.Search in Google Scholar

Woodley, J.M. (2019). Accelerating the implementation of biocatalysis in industry. Appl. Microbiol. Biotechnol. 103: 4733–4739, https://doi.org/10.1007/s00253-019-09796-x.Search in Google Scholar PubMed

Xiao, F., Li, Z., and Pan, L. (2017). Application of microbial lipase and its research progress. Prog. Appl. Microbiol. 8–14.Search in Google Scholar

Xu, Y. and Dong, C. (2017). Thermal and kinetic behaviors and microscopic characteristics of diacylglycerol-enriched palm-based oils blends. Eur. J. Lipid Sci. Technol. 119: 1600491, https://doi.org/10.1002/ejlt.201600491.Search in Google Scholar

Yadav, M.G., Kavadia, M.R., Vadgama, R.N., Odaneth, A.A., and Lali, A.M. (2017). Green enzymatic production of glyceryl monoundecylenate using immobilized Candida antarctica lipase B. Prep. Biochem. Biotechnol. 47: 1050–1058, https://doi.org/10.1080/10826068.2017.1381621.Search in Google Scholar PubMed

Yanık, D.K., Keskin, H., Fadıloğlu, S., and Göğüş, F. (2016). Acidolysis of terebinth fruit oil with palmitic and caprylic acids in a recirculating packed bed reactor: optimization using response surface methodology. Grasas y Aceites 67: e131, https://doi.org/10.3989/gya.0633152.Search in Google Scholar

Yücel, S., Terzioğlu, P., and Özçimen, D. (2012). Lipase applications in biodiesel production. In: Biodiesel-feedstocks, production and applications. InTech, Croatia, pp. 209–250.10.5772/52662Search in Google Scholar

Zhang, N., Yang, X., Fu, J., Chen, Q., Song, Z., and Wang, Y. (2016). Production of diacylglycerol-enriched oil by glycerolysis of soybean oil using a bubble column reactor in a solvent-free system. J. Oleo Sci. 65: 207–216, https://doi.org/10.5650/jos.ess15241.Search in Google Scholar PubMed

Zhang, Z., Lee, W.J., Xie, X., Ye, J., Tan, C.P., Lai, O.M., Li, A., and Wang, Y. (2021a). Enzymatic interesterification of palm stearin and palm olein blend catalyzed by sn-1, 3-specific lipase: interesterification degree, acyl migration, and physical properties. J. Agric. Food Chem. 69: 9056–9066, https://doi.org/10.1021/acs.jafc.0c06297.Search in Google Scholar PubMed

Zhang, Z., Song, J., Lee, W.J., Xie, X., and Wang, Y. (2020a). Characterization of enzymatically interesterified palm oil-based fats and its potential application as cocoa butter substitute. Food Chem. 318: 126518, https://doi.org/10.1016/j.foodchem.2020.126518.Search in Google Scholar PubMed

Zhang, Z., Ye, J., Lee, W.J., Akoh, C.C., Li, A., and Wang, Y. (2021b). Modification of palm-based oil blend via interesterification: physicochemical properties, crystallization behaviors and oxidative stabilities. Food Chem. 347: 129070, https://doi.org/10.1016/j.foodchem.2021.129070.Search in Google Scholar PubMed

Zhang, Z., Zhang, S., Lee, W.J., Lai, O.M., Tan, C.P., and Wang, Y. (2020b). Production of Structured triacylglycerol via enzymatic interesterification of medium-chain triacylglycerol and soybean oil using a pilot-scale solvent-free packed bed reactor. J. Am. Oil Chem. Soc. 97: 271–280, https://doi.org/10.1002/aocs.12319.Search in Google Scholar

Zhao, J.F., Lin, J.P., Yang, L.R., and Wu, M.B. (2019). Preparation of high-purity 1, 3-diacylglycerol using performance-enhanced lipase immobilized on nanosized magnetite particles. Biotechnol. Bioprocess Eng. 24: 326–336, https://doi.org/10.1007/s12257-018-0458-3.Search in Google Scholar