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Monoglyceride and Diglyceride Production Through Lipase-Catalyzed Glycerolysis and Molecular Distillation

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Abstract

Distilled glycerides are obtained through distillation of the system mono-diglycerides which is produced from the esterification reaction between a triglyceride with glycerol. In this work, monoglycerides (MG) and diglycerides (DG) are produced through lipase-catalyzed glycerolysis of soybean oil using Candida antarctica B in a solvent-free system. To separate the products of the reaction in order to obtain essentially MG and an oil of DG, it is necessary to use a suitable process in order to preserve the stability of the components and to keep the products free of inappropriate solvents. So, after 24 h of enzymatic reaction, the mixture of acylglycerols and fatty acids was distilled into a centrifugal molecular distiller, since it provides a free solvent and lower temperature environment to increase the desired product concentration. Starting from a material with 25.06% of triglycerides (TG), 46.63% of DG, 21.72% of MG, 5.38% of free fatty acids (FFA), and 1.21% of glycerol, the MG purity in the distillate stream was 80% at evaporator temperature (T E) equal to 250 °C and feed flow rate (Q) equal to 10.0 mL/min. At these conditions, the MG recovery was 35%. The material collected in the residue stream presented DG-enriched oil with TG unhydrolyzed, residual MG, and low acidity (29.83% of TG, 53.20% of DG, 15.64% of MG, and 1.33% of FFA), which is suitable to replace TG oil in the human diet.

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References

  1. Kristensen, J. B., Xu, X., & Mu, H. (2005). Journal of the American Oil Chemists' Society, 82, 329–334.

    Article  CAS  Google Scholar 

  2. Kaewthong, M., Sirisansaneeyakul, S., Prasertsan, P., & H-Kittikun, A. (2005). Process Biochemistry, 40, 1525–1530.

    Article  CAS  Google Scholar 

  3. Chang, C., & Bodmeier, R. (1998). International Journal of Pharmaceutics, 173, 51–60.

    Article  CAS  Google Scholar 

  4. Fregolente, P. B. L., Fregolente, L. V., Pinto, G. M., Batistella, B. C., Wolf-Maciel, M. R., & Maciel Filho, R. (2008). Applied Biochemistry and Biotechnology, 146, 165–172.

    Article  CAS  Google Scholar 

  5. Cvengros, J. (2005). Chemical Engineering & Technology, 18, 49–58.

    Article  Google Scholar 

  6. Meng, X., Zou, D., Shi, Z., Duan, Z., & Mão, Z. (2006). Lipids, 39, 37–41.

    Article  Google Scholar 

  7. Taguchi, H., Nagao, T., Watanabe, H., Onizawa, K., Matsuo, N., & Tokimitsu, I. (2001). Lipids, 36, 379–382.

    Article  CAS  Google Scholar 

  8. Fregolente, L. V., Fregolente, P. B. L., Chicuta, A. M., Batistella, C. B., Maciel Filho, R., & Wolf-Maciel, M. R. (2007). Chemical Engineering Research & Design, 85, 1524–1528.

    Article  CAS  Google Scholar 

  9. Batistella, C. B., & Maciel, M. R. W. (1998). Computers & Chemical Engineering, 22, 53–60.

    Article  Google Scholar 

  10. Watanabe, Y., Nagao, T., Hirota, Y., Kitano, M., & Shimada, Y. (2004). Journal of the American Oil Chemists' Society, 81, 339–345.

    Article  CAS  Google Scholar 

  11. Yamane, T., Suzuki, T., Sahashi, Y., Vikersveen, L., & Hoshino, T. (1992). Journal of the American Oil Chemists' Society, 69, 1104–1107.

    Article  CAS  Google Scholar 

  12. Torres, C. F., Nettekoven, T. J., & Jr Hill, C. G. (2003). Enzyme and Microbial Technology, 32, 49–58.

    Article  CAS  Google Scholar 

  13. Tuter, M., Aksoy, H. A., Ustun, G., Riva, S., Secundo, F., & Ipekler, S. (2003). Journal of the American Oil Chemists' Society, 80, 237–241.

    Article  CAS  Google Scholar 

  14. Schoenfelder, W. (2003). European Journal of Lipid Science and Technology, 105, 45–48.

    Article  CAS  Google Scholar 

  15. Hartman, L., & Lago, R. C. A. (1973). Laboratory Practice, London, 22, 475–481.

    CAS  Google Scholar 

  16. Watanabe, Y., Shimizu, M., Sugiura, M., Sato, M., Korohi, J., & Yamada, N. (2003). Journal of the American Oil Chemists' Society, 80, 1201–1207.

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors are grateful for the financial support of CNPq and FAPESP.

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Authors and Affiliations

  1. Separation Process Development Laboratory, Chemical Engineering School, State University of Campinas, 13081 970, Campinas, São Paulo, Brazil

    Patricia Bogalhos Lucente Fregolente, Gláucia Maria F. Pinto, Maria Regina Wolf-Maciel & Rubens Maciel Filho

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  1. Patricia Bogalhos Lucente Fregolente
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  2. Gláucia Maria F. Pinto
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  3. Maria Regina Wolf-Maciel
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  4. Rubens Maciel Filho
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Correspondence to Patricia Bogalhos Lucente Fregolente.

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Fregolente, P.B.L., Pinto, G.M.F., Wolf-Maciel, M.R. et al. Monoglyceride and Diglyceride Production Through Lipase-Catalyzed Glycerolysis and Molecular Distillation. Appl Biochem Biotechnol 160, 1879–1887 (2010). https://doi.org/10.1007/s12010-009-8822-6

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  • DOI: https://doi.org/10.1007/s12010-009-8822-6

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