Kinetic modeling and optimization of the mono- and diglycerides synthesis mediated by the lipase Lipozyme® TL 100 L immobilized on clayey support.

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      Publisher: Springer-Verlag Country of Publication: Germany NLM ID: 101088505 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1615-7605 (Electronic) Linking ISSN: 16157591 NLM ISO Abbreviation: Bioprocess Biosyst Eng Subsets: MEDLINE
    • Publication Information:
      Original Publication: Berlin, Germany : Springer-Verlag, 2001-
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    • Abstract:
      Mono- and diglycerides play a crucial role in the food industry as multifunctional food additives and emulsifiers. Their importance stems from their unique properties, which allow them to improve the quality, texture, and stability of various food products. Here, results of the kinetic modeling of the mono- and diglycerides synthesis mediated by the lipase Lipozyme® TL 100 L immobilized on the clayey support Spectrogel® type C are reported. The support was characterized by TEM, SEM, and FTIR. Firstly, the influence of pH and lipase load on the immobilization process was analyzed, resulting in an enzymatic activity of 93.2 ± 0.7 U g -1 under optimized conditions (170.9 U g -1 of lipase and pH of 7.1). Afterward, the effects of reaction temperature and concentration of immobilized biocatalyst in the feedstock conversion were evaluated. At optimized parameters, a triglycerides conversion of 97% was obtained at 36.5 °C, 7.9 vol.% of enzyme, a glycerol to feedstock molar ratio of 2:1, and 2 h. The optimized conditions were used to determine the kinetic constants of the elementary reactions involved in the glycerolysis, where a fit superior to 0.99 was achieved between experimental values and predicted data.
      (© 2024. The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature.)
    • References:
      Li J, Guo R, Bi Y et al (2021) Comprehensive evaluation of saturated monoglycerides for the forming of oleogels. LWT 151:112061. https://doi.org/10.1016/j.lwt.2021.112061. (PMID: 10.1016/j.lwt.2021.112061)
      Liu Z, Zhao M, Shehzad Q et al (2023) Whippable emulsions co-stabilized by protein particles and emulsifiers: the effect of emulsifier type. Food Hydrocoll 137:108379. https://doi.org/10.1016/j.foodhyd.2022.108379. (PMID: 10.1016/j.foodhyd.2022.108379)
      Chen W, Liang G, Li X et al (2019) Impact of soy proteins, hydrolysates and monoglycerides at the oil/water interface in emulsions on interfacial properties and emulsion stability. Colloids Surfaces B Biointerfaces 177:550–558. https://doi.org/10.1016/j.colsurfb.2019.02.020. (PMID: 10.1016/j.colsurfb.2019.02.02030825847)
      Arranz-Martínez P, Corzo-Martínez M, Vázquez L et al (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. (PMID: 10.1016/j.procbio.2017.09.026)
      Hares Júnior SJ, Ract JNR, Gioielli LA, Vitolo M (2018) Conversion of triolein into mono- and diacylglycerols by immobilized lipase. Arab J Sci Eng 43:2247–2255. https://doi.org/10.1007/s13369-017-2635-7. (PMID: 10.1007/s13369-017-2635-7)
      Mouafo HT, Sokamte AT, Mbawala A et al (2022) Biosurfactants from lactic acid bacteria: a critical review on production, extraction, structural characterization and food application. Food Biosci 46:101598. https://doi.org/10.1016/j.fbio.2022.101598. (PMID: 10.1016/j.fbio.2022.101598)
      Zhao X, Zhao F, Zhong N (2020) Production of diacylglycerols through glycerolysis with SBA-15 supported Thermomyces lanuginosus lipase as catalyst. J Sci Food Agric 100:1426–1435. https://doi.org/10.1002/jsfa.10140. (PMID: 10.1002/jsfa.1014031710696)
      Binhayeeding N, Klomklao S, Sangkharak K (2017) Utilization of waste glycerol from biodiesel process as a substrate for mono-, di-, and triacylglycerol production. Energy Procedia 138:895–900. https://doi.org/10.1016/j.egypro.2017.10.130. (PMID: 10.1016/j.egypro.2017.10.130)
      Ferretti CA, Spotti ML, Di Cosimo JI (2018) Diglyceride-rich oils from glycerolysis of edible vegetable oils. Catal Today 302:233–241. https://doi.org/10.1016/j.cattod.2017.04.008. (PMID: 10.1016/j.cattod.2017.04.008)
      Mamtani K, Shahbaz K, Farid MM (2021) Glycerolysis of free fatty acids: a review. Renew Sustain Energy Rev 137:110501. https://doi.org/10.1016/j.rser.2020.110501. (PMID: 10.1016/j.rser.2020.110501)
      Choong TSY, Yeoh CM, Phuah E-T et al (2018) Kinetic study of lipase-catalyzed glycerolysis of palm olein using Lipozyme TLIM in solvent-free system. PLoS One 13:e0192375. (PMID: 10.1371/journal.pone.0192375294014815798838)
      da Silva JAP, Bönmann VC, Kuamoto DT et al (2021) Glycerolysis of buriti oil (Mauritia flexuosa) by magnesium oxide and immobilized lipase catalysts: reaction yield and carotenoids degradation. J Am Oil Chem Soc 98:403–411. https://doi.org/10.1002/aocs.12469. (PMID: 10.1002/aocs.12469)
      Finco GF, Fiametti KG, Lobo VdS et al (2022) Kinetic study of liquid lipase-catalyzed glycerolysis of olive oil using Lipozyme TL 100L. J Am Oil Chem Soc 99:559–568. https://doi.org/10.1002/aocs.12593. (PMID: 10.1002/aocs.12593)
      Chen W, He L, Song W et al (2022) Encapsulation of lipases by nucleotide/metal ion coordination polymers: enzymatic properties and their applications in glycerolysis and esterification studies. J Sci Food Agric 102:4012–4024. https://doi.org/10.1002/jsfa.11749. (PMID: 10.1002/jsfa.1174934997576)
      Wang X, He L, Huang J, Zhong N (2021) Immobilization of lipases onto the halogen and haloalkanes modified SBA-15: enzymatic activity and glycerolysis performance study. Int J Biol Macromol 169:239–250. https://doi.org/10.1016/j.ijbiomac.2020.12.111. (PMID: 10.1016/j.ijbiomac.2020.12.11133345972)
      Santolin L, Fiametti KG, da Silva LV et al (2021) Enzymatic synthesis of eugenyl acetate from essential oil of clove using lipases in liquid formulation as biocatalyst. Appl Biochem Biotechnol 193:3512–3527. https://doi.org/10.1007/s12010-021-03610-z. (PMID: 10.1007/s12010-021-03610-z34292478)
      Steinke G, Cavali M, Wancura JHC et al (2022) Lipase and phospholipase combination for biodiesel production from crude soybean oil. BioEnergy Res 15:1555–1567. https://doi.org/10.1007/s12155-021-10364-3. (PMID: 10.1007/s12155-021-10364-3)
      Li Y, Zhong N, Cheong L-Z et al (2018) Immobilization of Candida antarctica Lipase B onto organically-modified SBA-15 for efficient production of soybean-based mono and diacylglycerols. Int J Biol Macromol 120:886–895. https://doi.org/10.1016/j.ijbiomac.2018.08.155. (PMID: 10.1016/j.ijbiomac.2018.08.15530172818)
      An N, Zhou CH, Zhuang XY et al (2015) Immobilization of enzymes on clay minerals for biocatalysts and biosensors. Appl Clay Sci 114:283–296. https://doi.org/10.1016/j.clay.2015.05.029. (PMID: 10.1016/j.clay.2015.05.029)
      Martin LS, Cerón AA, Molinari D et al (2019) Enhancement of lipase transesterification activity by immobilization on β–cyclodextrin-based polymer. J Sol-Gel Sci Technol 91:92–100. https://doi.org/10.1007/s10971-019-05011-5. (PMID: 10.1007/s10971-019-05011-5)
      de Farias MB, Spaolonzi MP, Silva MGC, Vieira MGA (2021) Fixed-bed adsorption of bisphenol A onto organoclay: characterisation, mathematical modelling and theoretical calculation of DFT-based chemical descriptors. J Environ Chem Eng 9:106103. https://doi.org/10.1016/j.jece.2021.106103. (PMID: 10.1016/j.jece.2021.106103)
      Wancura JHC, Brondani M, dos Santos MSN et al (2023) Demystifying the enzymatic biodiesel: how lipases are contributing to its technological advances. Renew Energy 216:119085. https://doi.org/10.1016/j.renene.2023.119085. (PMID: 10.1016/j.renene.2023.119085)
      Zhong N, Chen W, Liu L, Chen H (2019) Immobilization of Rhizomucor miehei lipase onto the organic functionalized SBA-15: their enzymatic properties and glycerolysis efficiencies for diacylglycerols production. Food Chem 271:739–746. https://doi.org/10.1016/j.foodchem.2018.07.185. (PMID: 10.1016/j.foodchem.2018.07.18530236739)
      Ketzer F, Wancura JHC, Tres MV, de Oliveira JV (2022) Kinetic and thermodynamic study of enzymatic hydroesterification mechanism to fatty acid methyl esters synthesis. Bioresour Technol 356:127335. https://doi.org/10.1016/j.biortech.2022.127335. (PMID: 10.1016/j.biortech.2022.12733535589043)
      Araki CA, Marcucci SMP, da Silva LS et al (2018) Effects of a combination of lipases immobilised on desilicated and thiol-modified ZSM-5 for the synthesis of ethyl esters from macauba pulp oil in a solvent-free system. Appl Catal A Gen 562:241–249. https://doi.org/10.1016/j.apcata.2018.06.007. (PMID: 10.1016/j.apcata.2018.06.007)
      Zhu R, Zhou Q, Zhu J et al (2015) Organo-clays as sorbents of hydrophobic organic contaminants: sorptive characteristics and approaches to enhancing sorption capacity. Clays Clay Miner 63:199–221. https://doi.org/10.1346/CCMN.2015.0630304. (PMID: 10.1346/CCMN.2015.0630304)
      Dizge N, Keskinler B, Tanriseven A (2009) Biodiesel production from canola oil by using lipase immobilized onto hydrophobic microporous styrene–divinylbenzene copolymer. Biochem Eng J 44:220–225. https://doi.org/10.1016/j.bej.2008.12.008. (PMID: 10.1016/j.bej.2008.12.008)
      Tran D-T, Chen C-L, Chang J-S (2012) Immobilization of Burkholderia sp. lipase on a ferric silica nanocomposite for biodiesel production. J Biotechnol 158:112–119. https://doi.org/10.1016/j.jbiotec.2012.01.018. (PMID: 10.1016/j.jbiotec.2012.01.01822306108)
      Molinari D (2020) Immobilization of Burkholderia cepacia lipase in clay for application in the production of ethyl esters. State University of Maringá.
      Sun S, Wang G, Wang P (2018) A cleaner approach for biodegradable lubricants production by enzymatic glycerolysis of castor oil and kinetic analysis. J Clean Prod 188:530–535. https://doi.org/10.1016/j.jclepro.2018.04.015. (PMID: 10.1016/j.jclepro.2018.04.015)
      Nelder JA, Mead R (1965) A simplex method for function minimization. Comput J 7:308–313. https://doi.org/10.1093/comjnl/7.4.308. (PMID: 10.1093/comjnl/7.4.308)
      Rosenbrock HH (1963) Some general implicit processes for the numerical solution of differential equations. Comput J 5:329–330. https://doi.org/10.1093/comjnl/5.4.329. (PMID: 10.1093/comjnl/5.4.329)
      Batista AH, Melo VF, Rate AW et al (2018) Scanning and transmission analytical electron microscopy (STEM-EDX) can identify structural forms of lead by mapping of clay crystals. Geoderma 310:191–200. https://doi.org/10.1016/j.geoderma.2017.09.026. (PMID: 10.1016/j.geoderma.2017.09.026)
      Manzotti F, dos Santos OAA (2019) Evaluation of removal and adsorption of different herbicides on commercial organophilic clay. Chem Eng Commun 206:1515–1532. https://doi.org/10.1080/00986445.2019.1601626. (PMID: 10.1080/00986445.2019.1601626)
      de Paiva LB, Morales AR, Valenzuela Díaz FR (2008) Organoclays: properties, preparation and applications. Appl Clay Sci 42:8–24. https://doi.org/10.1016/j.clay.2008.02.006. (PMID: 10.1016/j.clay.2008.02.006)
      Maia GS, de Andrade JR, da Silva MGC, Vieira MGA (2019) Adsorption of diclofenac sodium onto commercial organoclay: kinetic, equilibrium and thermodynamic study. Powder Technol 345:140–150. https://doi.org/10.1016/j.powtec.2018.12.097. (PMID: 10.1016/j.powtec.2018.12.097)
      Xue A, Zhou S, Zhao Y et al (2010) Adsorption of reactive dyes from aqueous solution by silylated palygorskite. Appl Clay Sci 48:638–640. https://doi.org/10.1016/j.clay.2010.03.011. (PMID: 10.1016/j.clay.2010.03.011)
      Yiğitoğlu M, Temoçin Z (2010) Immobilization of Candida rugosa lipase on glutaraldehyde-activated polyester fiber and its application for hydrolysis of some vegetable oils. J Mol Catal B Enzym 66:130–135. https://doi.org/10.1016/j.molcatb.2010.04.007. (PMID: 10.1016/j.molcatb.2010.04.007)
      de Andrade JR, Oliveira MF, Canevesi RLS et al (2020) Comparative adsorption of diclofenac sodium and losartan potassium in organophilic clay-packed fixed-bed: X-ray photoelectron spectroscopy characterization, experimental tests and theoretical study on DFT-based chemical descriptors. J Mol Liq 312:113427. https://doi.org/10.1016/j.molliq.2020.113427. (PMID: 10.1016/j.molliq.2020.113427)
      Dixit M, Chhabra D, Shukla P (2023) Optimization of endoglucanase-lipase-amylase enzyme consortium from Thermomyces lanuginosus VAPS25 using multi-objective genetic algorithm and their bio-deinking applications. Bioresour Technol 370:128467. https://doi.org/10.1016/j.biortech.2022.128467. (PMID: 10.1016/j.biortech.2022.12846736509307)
      Silva JMF, dos Santos KP, dos Santos ES et al (2023) Immobilization of Thermomyces lanuginosus lipase on a new hydrophobic support (Streamline phenyl™): strategies to improve stability and reusability. Enzyme Microb Technol 163:110166. https://doi.org/10.1016/j.enzmictec.2022.110166. (PMID: 10.1016/j.enzmictec.2022.11016636455468)
      Qu P, Li D, Lazim R et al (2022) Improved thermostability of Thermomyces lanuginosus lipase by molecular dynamics simulation and in silico mutation prediction and its application in biodiesel production. Fuel 327:125039. https://doi.org/10.1016/j.fuel.2022.125039. (PMID: 10.1016/j.fuel.2022.125039)
      Moya-Ramírez I, García-Román M, Fernández-Arteaga A (2016) Waste frying oil hydrolysis in a reverse micellar system. ACS Sustain Chem Eng 4:1025–1031. https://doi.org/10.1021/acssuschemeng.5b01118. (PMID: 10.1021/acssuschemeng.5b01118)
      Tu Q, Lu M, Knothe G (2017) Glycerolysis with crude glycerin as an alternative pretreatment for biodiesel production from grease trap waste: parametric study and energy analysis. J Clean Prod 162:504–511. https://doi.org/10.1016/j.jclepro.2017.06.064. (PMID: 10.1016/j.jclepro.2017.06.064)
      Raizer E (2015) Use of ultrasound in diacylglycerol synthesis via enzymatic hydrolysis of sunflower oil. Western State University of Paraná, Toledo.
      Monte Blanco SFM, Santos JS, Feltes MMC et al (2015) Optimization of diacylglycerol production by glycerolysis of fish oil catalyzed by Lipozyme TL IM with Tween 65. Bioprocess Biosyst Eng 38:2379–2388. https://doi.org/10.1007/s00449-015-1473-9. (PMID: 10.1007/s00449-015-1473-926391508)
      Corzo-Martínez M, Vázquez L, Arranz-Martínez P et al (2016) Production of a bioactive lipid-based delivery system from ratfish liver oil by enzymatic glycerolysis. Food Bioprod Process 100:311–322. https://doi.org/10.1016/j.fbp.2016.08.003. (PMID: 10.1016/j.fbp.2016.08.003)
    • Contributed Indexing:
      Keywords: Biocatalysis; Diacylglycerol; Emulsifier; Monoacylglycerols; Triacylglycerol
    • Publication Date:
      Date Created: 20240327 Date Completed: 20240514 Latest Revision: 20240705
    • Publication Date:
      20240705
    • Accession Number:
      10.1007/s00449-024-02999-1
    • Accession Number:
      38536484