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Development of a magnetic biocatalyst useful for the synthesis of ethyloleate

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Abstract

Candida antarctica Lipase B was successfully immobilized on magnetite (Fe3O4) nanoparticles functionalized with chitosan and glutaraldehyde. The obtained magnetic catalyst was characterized and its performance was evaluated in solvent-free synthesis of ethyl oleate at room temperature. The performance of this biocatalyst was compared with the commercial Novozym 435, as a tool to estimate the efficiency of immobilization. It was found that using 33 mg of the biocatalyst it was possible to reach almost the same activity that was obtained using 12 mg of Novozym 435. Furthermore, this new biocatalyst presents the advantages of not being degraded by short alcohols, being easily recovered from the reaction media by magnetic decantation, and low fabrication cost. The possibility of reutilization was also studied, keeping a significant activity up to eight cycles. A special sampling protocol was also developed for the multiphasic reaction system, to assure accurate results. This novel biocatalyst is an interesting alternative for potential industrial applications, considering the above-mentioned advantages.

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References

  1. Baldo VM, Paiva AL, Malcata FX (1996) Bioreactors with immobilized lipases: state of the art. Enz Microb Tech 18:392–416

    Article  Google Scholar 

  2. Hasan F, Shah AA, Hameed A (2006) Industrial applications of microbial lipases. Enz Microb Tech 39:235–251

    Article  CAS  Google Scholar 

  3. Guisan JM (2006) Stabilisation of enzymes by multipoint covalent immobilization. In: José M (ed) Immobilization of enzymes and cells, 2nd edn. Guisan Humana Press, Totowa, pp 3–5

    Chapter  Google Scholar 

  4. Bozhinova D, Galunsky B, Yueping G, Franzre M, Köster R, Kasche V (2004) Evaluation of magnetic polymer micro-beads as carriers of immobilized biocatalysts for selective and stereoselective transformations. Biotechnol Lett 26:343–350

    Article  CAS  Google Scholar 

  5. Miao C, Zhonghong L, Jianlong W, Wupeng G, Tianli Y, Ronghua L, Colvin V, Yu W (2012) Food related applications of magnetic iron oxide nanoparticles: enzyme immobilization, protein purification, and food analysis. Tren Food Sci Technol 27:47–56

    Article  CAS  Google Scholar 

  6. Hung Ch, Holoman T, Kofinas P, Bentley W (2008) Towards oriented assembly of proteins onto magnetic nanoparticles. Biochem Eng J 38:164–170

    Article  CAS  Google Scholar 

  7. Pan Y, Du X, Zhao F, Xu B (2012) Magnetic nanoparticles for the manipulation of proteins and cells. Chem Soc Rev 41:2912–2942

    Article  CAS  Google Scholar 

  8. Alcalde M, Ferrer M, Plou FJ, Ballesteros A (2006) Environmental bio-catalysis: from remediation with enzymes to novel green processes. Tren Biotechnol 24:281–287

    Article  CAS  Google Scholar 

  9. Rossi LM, Quach AD, Rosenzweig Z (2004) Glucose oxidase magnetite nanoparticle bio-conjugate for glucose sensing. Anal Bioanal Chem 380:606–613

    Article  CAS  Google Scholar 

  10. Netto C, Toma H, Andrade L (2013) Super paramagnetic nanoparticles as versatile carriers and supporting materials for enzymes. J Mol Catal B Enzym 85–86:71–92

    Article  CAS  Google Scholar 

  11. Johnson A, Zawadzka A, Deobald L, Crawford R, Paszczynski A (2008) Novel method for immobilization of enzymes to magnetic nanoparticles. J Nanopart Res 10:1009–1025

    Article  CAS  Google Scholar 

  12. Kuo Ch, Liu Y, Chang Ch, Chen J, Cheng Ch, Shieh Ch (2012) Optimum conditions for lipase immobilization on chitosan-coated Fe3O4 nanoparticles. Carbohyd Polym 87:2538–2545

    Article  CAS  Google Scholar 

  13. Huang S, Liao M, Chen D (2003) Direct binding and characterization of lipase onto magnetic nanoparticles. Biotechnol Prog 19:1095–1100

    Article  CAS  Google Scholar 

  14. Nicolás P, Saleta M, Troiani H, Zysler R, Lassalle V, Ferreira ML (2013) Preparation of iron oxide nanoparticles stabilized with biomolecules: experimental and mechanistic issues. Acta Biomat 9:4754–4762

    Article  CAS  Google Scholar 

  15. Foresti ML, Ferreira ML (2005) Frequent analytical/experimental problems in lipase-mediated synthesis in solvent free systems and how to avoid them. Anal Bioanal Chem 381:1408–1425

    Article  CAS  Google Scholar 

  16. Pahujani S, Kanwar SS, Chauhan G, Gupta R (2008) Glutaraldehyde activation of polymer Nylon-6 for lipase immobilization: enzyme characteristics and stability. Biores Technol 99:2566–2570

    Article  CAS  Google Scholar 

  17. Musale DA, Kumar A (2000) Effects of surface crosslinking on sieving characteristics of chitosan/poly(acrylonitrile) composite nano filtration membranes. Sep Purif Technol 21:27–37

    Article  CAS  Google Scholar 

  18. Cromwell MEM, Hilario E, Jacobson F (2006) Protein aggregation and bio processing. AAPS J 8:572–579

    Article  Google Scholar 

  19. Lassalle VL, Pirillo S, Rueda E, Ferreira ML (2011) An accurate UV/visible method to quantify proteins and enzymes: impact of aggregation, buffer concentration and the nature of the standard. Curr Top Anal Chem 8:83–93

    CAS  Google Scholar 

  20. José C, Bonetto RD, Gambaro LA, Torres MDP, Foresti ML, Ferreira ML, Briand LE (2011) Investigation of the causes of deactivation–degradation of the commercial biocatalyst Novozym® 435 in ethanol and ethanol–aqueous media. J Mol Catal B-Enzym 71:95–107

    Article  CAS  Google Scholar 

  21. Hen J, Kuo Ch, Too J, Huang H, Twu Y, Chang CH, Liu Y, Shieh CH (2012) Optimal covalent immobilization of chymotrypsin on Fe3O4–chitosan nanoparticles. J Mol Catal B-Enzym 78:9–15

    Article  CAS  Google Scholar 

  22. Kalkan N, Aksoy S, Aksoy E, Hasirci N (2012) Preparation of chitosan-coated magnetite nanoparticles and application for immobilization of laccase. J Appl Polym Sci 123:707–716

    Article  CAS  Google Scholar 

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Acknowledgments

The authors acknowledge the financial support from CONICET (Argentina) and the economic support from PICT 0788-2010 (ANPCyT, Argentina) and the PGI N°24/Q016 (UNS, Argentina).

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Authors and Affiliations

  1. Planta Piloto de Ingeniería Química (UNS-CONICET), Camino La Carrindanga km. 7, 8000, Bahía Blanca, Argentina

    Paula Nicolás & María Luján Ferreira

  2. Instituto de Química del Sur (UNS-CONICET), Avda. Alem 1253, 8000, Bahía Blanca, Argentina

    Verónica Lassalle

Authors
  1. Paula Nicolás
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  2. Verónica Lassalle
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  3. María Luján Ferreira
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Correspondence to Verónica Lassalle.

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Nicolás, P., Lassalle, V. & Ferreira, M.L. Development of a magnetic biocatalyst useful for the synthesis of ethyloleate. Bioprocess Biosyst Eng 37, 585–591 (2014). https://doi.org/10.1007/s00449-013-1010-7

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  • DOI: https://doi.org/10.1007/s00449-013-1010-7

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