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Effect of Limonene on Modulation of Palm Stearin Crystallization

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Abstract

Due to its hard consistency and low plasticity, palm stearin (PS) has limited industrial applications. As described in the literature, the addition of limonene to lipid systems has been shown to influence their crystallization pattern, such as by softening consistency and accelerating polymorphic transition. The objective of this study was to evaluate different concentrations of limonene (1–10%) added to PS, regarding its crystallization behavior. This study reports that limonene addition was able to reduce solid fat content (SFC) and consistency, and delayed crystallization, with more evidenced effects when the highest concentration of limonene was applied (10%). Microstructure and polymorphism were significantly affected by the highest concentrations (7.5% and 10%), tending to the formation of small crystals and their agglomeration, with acceleration of polymorphism. Blending this fat with limonene may broaden its application, considering softer options of PSs.

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Data Availability

The data generated and/or analyzed during the current study are completely available from the corresponding author.

Abbreviations

DAG:

diacylglycerol

DSC:

differential scanning calorimetry

FA:

fatty acids

FAMEs:

fatty acid methyl esters

FFA:

free fatty acids

GC:

gas cromatograph

IV:

iodine value

k :

Avrami constant (min−1)

MAG:

monoacylglycerol

n :

Avrami exponent

NMR:

nuclear magnetic resonance

PLM:

polarized light microscopy

PS:

palm stearin

PS + 1–10%:

palm stearin blended with 1% up to 10% of limonene

R2 :

coefficient of determination

SFC:

solid fat content

SSS:

trisaturated triacylglycerols

SUS:

disaturated triacylglycerols

SUU:

monosaturated triacylglycerols

UUU:

triunsaturated triacylglycerols

TAG:

triacylglycerol

Ton :

onset temperature;

Toff :

offset temperature

Tp :

peak temperature

tSFC :

induction time of crystallization

ΔH:

enthalpy

t1/2 :

half time of crystallization

References

  1. M.H. Naeli, J. Farmani, A. Zargaraan, J. Food Process Eng. 40(2), 1–12 (2017)

    Article  Google Scholar 

  2. M. Kellens, V. Gibon, M. Hendrix, W. De Greyt, Eur. J. Lipid Sci. Technol. 109(4), 336–349 (2007)

    Article  CAS  Google Scholar 

  3. C. Liu, Z. Meng, P. Cao, J. Jiang, X. Liang, M. Piatko, S. Campbell, S.K. Lo, Y. Liu, Food Chem. 266, 66–72 (2018)

    Article  CAS  Google Scholar 

  4. P.M. Kopas, G. Kopas, Cosmeceutical formulation containing palm oil. U.S. Patent n. 8,524,292, Sep. 3, 2013

  5. M.H.A. Jahurul, L.L. Ping, M.S. Sharifudin, M. Hasmadi, A.H. Mansoor, J.S. Lee, B.W. Noorakmar, H.M.S. Amir, S. Jinap, A.K.M. Omar, I.S.M. Zaidul, LWT Food Sci. Technol. 107, 64–71 (2019)

    Article  CAS  Google Scholar 

  6. C. Liu, Z. Meng, X. Chai, X. Liang, M. Piatko, S. Campbell, Y. Liu, Food Chem. 286, 636–643 (2019)

    Article  CAS  Google Scholar 

  7. P.D. Oliveira, A.M.C. Rodrigues, C.V. Bezerra, L.H.M. Silva, Food Chem. 215, 369–376 (2017)

    Article  CAS  Google Scholar 

  8. R. Lakum, S. Sonwai, Int. J. Food Sci. Technol. 53(12), 2761–2769 (2018)

  9. S. Shimamura, Y. Ueno, K.S. Miyamoto, Cryst. Growth Des. 13(11), 4746–4754 (2013)

    Article  CAS  Google Scholar 

  10. R. Ciriminna, M. Lomeli-Rodriguez, P. Demma Carà, J.A. Lopez-Sanchez, M. Pagliaro, Chem. Commun. 50(97), 15288–15296 (2014)

  11. D. Baines, J. Knights, in Chemistry and Technology of Flavours and Fragances, ed. by D. J. Rowe. (Blackwell, Oxford, 2005), p. 274

    Google Scholar 

  12. S.T. Beckett, Preparation of chocolate products with limonene to reduce fat content, U.S. Patent n. 6,200,625, Mar. 13, 2001

  13. T.A.L. Do, J. Vieira, J.M. Hargreaves, B. Wolf, J.R. Mitchell, J. Am. Oil Chem. Soc. 85(10), 911–920 (2008)

    Article  CAS  Google Scholar 

  14. C.A. Dos Santos, Obtenção e caracterização de sementes de cristalização a base de hardfat adicionado de D-limoneno ou óleo de canola e aplicação em chocolate: avaliação dos efeitos tecnológicos, Doctoral dissertation, University of Campinas (2018)

  15. E.K. Miyasaki, C.A. Dos Santos, L.R. Vieira, C.C. Ming, G.A. Calligaris, L.P. Cardoso, L.A.G. Gonçalves, Eur. J. Lipid Sci. Technol. 118(5), 716–723 (2016)

  16. A. Rigolle, B. Goderis, K. Van Den Abeele, I. Foubert, J. Agric, Food Chem. 64(17), 3405–3416 (2016)

    Article  CAS  Google Scholar 

  17. C.A. Dos Santos, C.S Carpenter, A.P.B. Ribeiro, P. Efraim. Method for obtaining crystallisation seeds, crystallisation seeds and use thereof. Patent WO 2018/018112, Feb. 1, 2018

  18. L. Hartman, R. Lago, Lab. Pract. 22(6), 475–476 (1973)

    CAS  PubMed  Google Scholar 

  19. AOCS. American Oil Chemists’ Society, Official Methods and Recommended Practices of the American Oil Chemists’, 6th edn. (American Oil Chemists Society, Champaign, IL, 2009)

  20. N.R.A. Filho, O.L. Mendes, F.M. Lanças, Chromatographia 40(9–10), 557–562 (1995)

    Article  Google Scholar 

  21. I. Karabulut, S. Turan, G. Ergin, Eur. Food Res. Technol. 218(3), 224–229 (2004)

    Article  CAS  Google Scholar 

  22. A.J. Haighton, J. Am. Oil Chem. Soc. 36(8), 345–348 (1959)

    Article  CAS  Google Scholar 

  23. R. Campos, in Structure and Properties of Fat Crystal Networks, 2nd edn., ed. by A. G. Marangoni, L. H. Wesdorp. (CRC Press, Boca Raton, 2013), p. 419

    Google Scholar 

  24. A.G. Marangoni, L.H. Wesdorp, Structure and Properties of Fat Crystal Networks, 2nd edn. (CRC Press, Boca Raton, 2013)

    Google Scholar 

  25. W.L. Siew, T.S. Tang, C.H.O.H. Flingoh, C.L. Chong, Y.A. Tan, Elaeis 5(1), 38–46 (1993)

    CAS  Google Scholar 

  26. R.D. O’Brien, Fats and Oils. Formulating and Processing for Applications, 3rd edn. (CRC Press, Boca Raton, 2009)

    Google Scholar 

  27. C.W. Hoerr, J. Am. Oil Chem. Soc. 37(10), 539–546 (1960)

    Article  CAS  Google Scholar 

  28. K. Sato, Chem. Eng. Sci. 56(7), 2255–2265 (2001)

    Article  CAS  Google Scholar 

  29. S.W. Lin, in Vegetable Oils in Food Technology: Composition, Properties and Uses, 2nd edn., ed. by F. D. Gunstone. (Willey Blackwell, Chichester, 2011), p. 25

    Chapter  Google Scholar 

  30. P. Walstra, W. Kloek, T. Van Vliet, in Crystallization Processes in Fats and Lipid Systems, ed. by N. Garti, K. Sato. (Marcel Dekker, New York, 2001), p. 289

    Google Scholar 

  31. P. Walstra, Physical Chemistry of Foods (Marcel Dekker, New York, 2003)

    Google Scholar 

  32. G.M. De Oliveira, A.P.B. Ribeiro, T.G. Kieckbusch, LWT Food Sci. Technol. 63(2), 1155–1162 (2015)

    Article  Google Scholar 

  33. P. Podchong, C.P. Tan, S. Sonwai, D. Rousseau, Int. J. Food Prop. 21(1), 496–509 (2018)

    Article  CAS  Google Scholar 

  34. C.P. Tan, Y.B. Che Man, Food Chem. 76(1), 89–102 (2002)

    Article  CAS  Google Scholar 

  35. K. Chaleepa, A. Szepes, J. Ulrich, Chem. Phys. Lipids 163(4–5), 390–396 (2010)

    Article  CAS  Google Scholar 

  36. G.M. De Oliveira, A.P.B. Ribeiro, A.O. Dos Santos, L.P. Cardoso, T.G. Kieckbusch, LWT Food Sci. Technol. 63(2), 1163–1170 (2015)

    Article  Google Scholar 

  37. R.C. Basso, A.P.B. Ribeiro, M.H. Masuchi, L.A. Gioielli, L.A.G. Gonçalves, A.O. Dos Santos, L.P. Cardoso, R. Grimaldi, Food Chem. 122(4), 1185–1192 (2010)

    Article  CAS  Google Scholar 

  38. A.H. Saberi, O.M. Lai, J.F. Toro-Vázquez, Food Res. Int. 44(1), 425–435 (2011)

  39. M.A.F. Domingues, T.L.T. Da Silva, A.P.B. Ribeiro, M.C. Chiu, L.A.G. Gonçalves, Food Chem. 192(1), 972–978 (2016)

    Article  CAS  Google Scholar 

  40. M.A.F. Domingues, T.L.T. Da Silva, A.P.B. Ribeiro, M.C. Chiu, L.A.G. Gonçalves, Int. J. Food Prop. 21(1), 618–632 (2018)

    Article  CAS  Google Scholar 

  41. J. Ray, W. MacNaughtan, P.S. Chong, J. Vieira, B. Wolf, J. Am. Oil Chem. Soc. 89(3), 437–445 (2012)

    Article  CAS  Google Scholar 

  42. Y. Shi, B. Liang, R.W. Hartel, J. Am. Oil Chem. Soc. 82(6), 399–408 (2005)

    Article  CAS  Google Scholar 

  43. P.H. Yap, J.M. de Man, L. de Man, J. Am. Oil Chem. Soc. 66(5), 693–697 (1989)

    Article  CAS  Google Scholar 

  44. R.W. Hartel, Crystallization in Foods (Aspen Publishers, Philadelphia, 2001)

    Google Scholar 

  45. L. DeMan, J.M. DeMan, B. Blackman, J. Am. Oil Chem. Soc. 66(12), 1777–1780 (1989)

    Article  CAS  Google Scholar 

  46. I.F. De Oliveira, R. Grimaldi, L.A.G. Gonçalves, Eur. J. Lipid Sci. Technol. 116(7), 904–909 (2014)

    Google Scholar 

  47. N. Kaufmann, J.J.K. Kirkensgaard, U. Andersen, L. Wiking, J. Am. Oil Chem. Soc. 90(6), 871–880 (2013)

    Article  CAS  Google Scholar 

  48. A.J. Wright, H.D. Batte, A.G. Marangoni, J. Dairy Sci. 88(6), 1955–1965 (2010)

    Article  Google Scholar 

  49. J.M. De Man, J. Food Lipids 5(2), 159–170 (1998)

    Article  Google Scholar 

Download references

Acknowledgements

The authors thank Agropalma S/A for supplying the palm stearin used in this study and Espaço da Escrita – Pró-Reitoria de Pesquisa – UNICAMP for the language services provided. Mello is grateful for the master scholarship granted by the National Council for Scientific and Technological Development (CNPq) (grant number 160621/2017-8). This study was partly financed by the Coordination for the Improvement of Higher Education Personnel (CAPES) – Finance Code 001.

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All authors contributed to the study conception and design. Material preparation, data collection and analysis were performed by Natália Aparecida Mello. The first draft of the manuscript was written by Natália Aparecida Mello and all authors commented on previous versions of the manuscript. All authors read and approved the final manuscript. Ana Paula Badan Ribeiro and Juliano Lemos Bicas were responsible for supervision.

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Correspondence to Natália Aparecida Mello.

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The authors declare that this research is part of a Patent Application (BR 102019 026732 1), deposited on December 15th, 2019.

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Mello, N.A., Cardoso, L.P., Ribeiro, A.P.B. et al. Effect of Limonene on Modulation of Palm Stearin Crystallization. Food Biophysics 16, 1–14 (2021). https://doi.org/10.1007/s11483-020-09640-0

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