The Method That Makes Oils and Fats Healthier: Interesterification

Year 2024, Volume: 7 Issue: 5, 1081 - 1091, 15.09.2024

Batuhan İnanlar , Filiz Altay

https://doi.org/10.34248/bsengineering.1310721

Abstract

Interesterification is a versatile modification technique with significant benefits for health, the environment, and the economy. It serves as an advantageous alternative to partial and full hydrogenation, preventing the formation of trans fatty acids and saturated fats. While more research is needed to fully understand its health impacts, existing studies suggest that the health effects may stem from end products rather than the process itself. This method is particularly valuable in producing alternatives to breast milk, enriching foods with omega-3 fatty acids, and contributing to food safety through applications like edible film production. From an environmental standpoint, enzymatic interesterification is especially advantageous due to its ability to reuse enzymes and minimize waste, thus reducing environmental impact. The process also offers energy savings and increased efficiency, which are both environmentally and economically beneficial. By preserving food quality, aiding in the production of trans fat free margarine, and reducing the need for hydrogenation, interesterification supports the food industry while indirectly contributing to lower health expenditures. Despite its advantages, interesterification is influenced by factors such as fatty acid composition, triacylglyceride stereochemistry, temperature, process duration, catalyst usage, and the condition of the oil mixture. Challenges such as acyl migration and residue formation can arise. While both chemical and enzymatic methods are utilized, enzymatic interesterification has become more popular due to its efficiency and environmental benefits. Future research should focus on enzymatic interesterification to optimize its applications. Given its widespread use, it is recommended that interesterification undergo thorough risk assessments by national and international authorities to ensure safety, particularly concerning its health effects.

Keywords

Interesterification, Margarine, Trans fatty acids, Hydrogenation

References

• American Oil Chemists’ Society (AOCS). 2021a. Chemical interesterification. URL: https://lipidlibrary.aocs.org/edible-oil-processing/chemical-interesterification (accessed date: August 28, 2024).
• American Oil Chemists’ Society (AOCS). 2021b. Enzymatic interesterification. URL: https://lipidlibrary.aocs.org/edible-oil-processing/enzymatic-interesterification (accessed date: August 28, 2024).
• Berry S, Bruce H, Steenson S, Stanner S, Buttriss L, Spiro A, Gibson S, Bowler I, Dionisi F, Farrell L, Glass A, Lovegrove JA, Nicholas J, Peacock E, Porter S, Mensink P, Hall W. 2019. Interesterified fats: What are they and why are they used? Nutr Bull, 44(4): 363-380. https://doi.org/10.1111/nbu.12397
• Bhandari SD, Delmonte P, Honigfort M, Yan W, Dionisi F, Fleith M, Iassonova D, Bergeson L. 2020. Regulatory changes affecting the production and use of fats and oils: Focus on partially hydrogenated oils. J Am Oil Chem Soc, 97(7): 797-815. https://doi.org/10.1002/aocs.12366
• Bjoernsbo KS, Joensen AM, Joergensen T, Lundbye-Christensen S, Bysted A, Christensen T, Fagt S, Capewell S, O'Flaherty M. 2022. Quantifying benefits of the Danish transfat ban for coronary heart disease mortality 1991-2007: Socioeconomic analysis using the IMPACTsec model. PLoS One, 17(8): e0272744. https://doi.org/10.1371/journal.pone.0272744
• Campioni NC, Pereyra LS, Ribier APB, Alpuy IJ. 2021. Zero-trans fats designed by enzyme-catalyzed interesterification of rice bran oil and fully hydrogenated rice bran oil. OCL, 46: 1-11. https://doi.org/10.1051/ocl/2021036
• Cui H, Li J, Xu X, Li J, Lu M, Song H, Wang S, Yang L, Zhu D, Liu H. 2022. Enzymatic interesterification of beef tallow/coconut oil blends to produce a superior margarine base stock. J Food Sci Technol, 57(2): 908-919. https://doi.org/10.1111/ijfs.15314
• de Lima EE, Castro W, Grinevicius A, Hilbig J, Mota S, Zeferino RC, da Silva RC, Jachmanián I, da Silva EL, Pedrosa RC, Block JM. 2020. Effect of a diet rich in inter-esterified, non-inter-esterified, and trans fats on biochemical parameters and oxidative status of Balb-c mice. Food Nutr Sci, 11(11): 1032-1052. https://doi.org/10.4236/fns.2020.1111073
• DiNicolantonio JJ, O'Keefe JH. 2022. Monounsaturated fat vs saturated fat: Effects on cardio-metabolic health and obesity. Mo Med, 119(1): 69-73. PMID: 36033137; PMCID: PMC9312452.
• European Food Safety Authority (EFSA). 2023. Scientific opinion on the safety of interesterified oils in food. EFSA J, 21(7): Article 8094. https://doi.org/10.2903/j.efsa.2023.8094
• European Union. 2019. Regulation (EU) 2019/649 of 24 April 2019 amending Annex III to Regulation (EC) No 1925/2006 of the European Parliament and of the Council as regards trans fats, other than trans fats naturally occurring in fat of animal origin. J European Union, L 110: 17-20. https://eur-lex.europa.eu/legal-content/EN/TXT/PDF/?uri=CELEX:32019R0649&from=EN
• Farfán M, Villalón MJ, Ortíz ME, Nieto S, Bouchon P. 2013. The effect of interesterification on the bioavailability of fatty acids in structured lipids. Food Chem, 139(1-4): 571-577. https://doi.org/10.1016/j.foodchem.2013.01.024
• Hall WL, Alkoblan A, Gibson PS, D'Annibale M, Coekaerts A, Bauer M, Bruce JH, Lecomte B, Penhoat A, Laugerette F, Michalski MC, Salt LJ, Wilde PJ, Berry SE. 2024. Postprandial lipid and vascular responses following consumption of a commercially-relevant interesterified palmitic acid-rich spread in comparison to functionally-equivalent noninteresterified spread and spreadable butter: A randomized controlled trial in healthy adults. Food Funct, 15(5): 2733-2750. https://doi.org/10.1039/d3fo05324e
• Harvard Health Publishing. 2022. The truth about fats: The good, the bad, and the in-between. Harvard Health. URL: https://www.health.harvard.edu/staying-healthy/the-truth-about-fats-bad-and-good (accessed date: August 28, 2024).
• Hasibuan HA, Sitanggang AB, Andarwulan N, Hariyadi P. 2021. Solvent fractionation of hard palm stearin to increase the concentration of tripalmitoylglycerol and dipalmitoyl-stearoyl-glycerol as substrates for synthesis of human milk fat substitute. J Food Sci Technol, 56(9): 4549-4558. https://doi.org/10.1111/ijfs.15206
• Hasibuan VR, Aini N, Febriyanti F, Pane, SAA. 2018. The effect of additional detergent in crude palm oil in the process of separation stearin. In: International Conference on Innovation in Education, Science and Culture, November 8–9, Medan, Indonesia, pp: 64. https://doi.org/10.1088/1742-6596/970/1/012020
• Karageorgou D, Rova U, Christakopoulos P, Katapodis P, Matsakas L, Patel A. 2023. Benefits of supplementation with microbial omega-3 fatty acids on human health and the current market scenario for fish-free omega-3 fatty acid. Trends Food Sci Technol, 136: 169-180. https://doi.org/10.1016/j.tifs.2023.04.018
• Martins BC, da Silva Ribeiro M, Teixeira AVS, et al. 2024. Consumption of interesterified palm oil leads to inflammation of white adipose tissue and triggers metabolic disturbances in mice on a high-fat diet. Sci Reports, 14: 12530. https://doi.org/10.1038/s41598-024-63488-9
• Meng E, Li J, Liu W, Yang G, Yang R, Liang S, Sun C. 2023. Deep eutectic solvent-inspired solid alkali carbonate for highly efficient interesterification of lard. LWT, 186: 115232. https://doi.org/10.1016/j.lwt.2023.115232
• Mills CE, Harding SV, Bapir M, Mandalari G, Salt LJ, Gray R, Fielding BA, Wilde PJ, Hall WL, Berry SE. 2021. Palmitic acid-rich oils with and without interesterification lower postprandial lipemia and increase atherogenic lipoproteins compared with a MUFA-rich oil: A randomized controlled trial. Am J Clin Nutr, 113(5): 1221-1231. https://doi.org/10.1093/ajcn/nqaa413
• Miyamoto JE, Reginato A, Portovedo M, dos Santos RM, Stahl MA, Le Stunff H, Milanski M. 2020. Interesterified palm oil impairs glucose homeostasis and induces deleterious effects in liver of Swiss mice. Metabolism, 112, 154350. https://doi.org/10.1016/j.metabol.2020.154350
• Mo SY, Lai OM, Chew BH, Ismail R, Bakar AS, Jabbar NA. 2019. Production and characterization of a trans-free interesterified blend prepared from palm stearin and rice bran oil. Food Chem, 288: 126-132. https://doi.org/10.1016/j.foodchem.2019.02.106
• Moore MA, Akoh CC. 2017. Enzymatic interesterification of coconut and high oleic sunflower oils for edible film application. J Am Oil Chem Soc, 94(4): 567-576. https://doi.org/10.1007/s11746-017-2969-z
• Moreira DKT, Gandra RL, Zuin JC, Ract JNR, Ribeiro APB, Macedo JA, Gambero A, Akil E, Torres GA, Macedo GA. 2020. Synthesis and characterization of structured lipid rich in behenic acid by enzymatic interesterification. Food Bioprod. Process. 122, 303-310. https://doi.org/10.1016/j.fbp.2020.06.005
• National Library of Medicine (NIH). 2024. "Interesterification". URL: https://pubmed.ncbi.nlm.nih.gov/?term=Interesterification (accessed date: August 28, 2024).
• Neeharika SVR, Rallabandi R, Ragini Y. 2015. Lipase catalyzed interesterification of rice bran oil with hydrogenated cottonseed oil to produce trans free fat. . J Food Sci Technol, 52: 4905–4914. https://doi.org/10.1007/s13197-014-1563-8
• Ng YT, Voon PT, Ng TK, Lee VKM, Sahri M, Esa N, Ong SH, Ong ASH. 2018. Interesterified palm olein (IEPalm) and interesterified stearic acid-rich fat blend (IEStear) have no adverse effects on insulin resistance: A randomized control trial. Nutrients, 10(8): 1112. https://doi.org/10.3390/nu10081112
• Okcu BN, Aktas AB. 2024. Characterization of structured lipids produced through interesterification of blends comprising beef tallow, milk, and vegetable oil using infrared spectroscopy. J Am Oil Chem Soc, 101(3): 309–320. https://doi.org/10.1002/aocs.12801
• Ornlaied P, Podchong P, Sonwai S. 2021. Synthesis of cocoa butter alternatives from palm kernel stearin, coconut oil, and fully hydrogenated palm stearin blends by chemical interesterification. J Sci Food Agric, 102(4): 1619-1627. https://doi.org/10.1002/jsfa.11498
• Oroian M. 2024. A new perspective regarding the adulteration detection of cold-pressed oils. LWT, 198: 116025. https://doi.org/10.1016/j.lwt.2024.116025
• Papchenko V, Matveeva T, Khareba V, Khareba O. 2021. Fractionation of oil from a new line of sunflower seeds. Food Sci. Technol, 15(3): 71-79. https://doi.org/10.15673/fst.v15i3.2117
• Rasor AS, Duncan SE. 2014. Fats and oils - Plant based. In: Clark S, Jung S, Lamsal B, editors. Food processing: Principles and applications. Wiley Blackwell, 2nd ed., pp: 457-481. ISBN: 978-0-470-67114-6.
• Robinson DM, Martin NC, Robinson LE, Ahmadi L, Marangoni AG, Wright A. 2009. Influence of interesterification of a stearic acid-rich spreadable fat on acute metabolic risk factors. Lipids, 44: 17–26. https://doi.org/10.1007/s11745-008-3253-7
• Santos, C. S., Kanup, R. F., Albuquerque, M. A. C., Bedani, R., Santos CS, Kanup RF, Albuquerque MAC, Bedani R, Souza CHB, de Gioielli LA, Saad SMI, Ract JNR. 2020. Effect of enzymatic interesterification on the textural and nutritional properties of a probiotic table spread containing milk fat. LWT, 124: 109129. https://doi.org/10.1016/j.lwt.2020.109129
• Sewwandi SDC, Arampath PC. 2022. Preparation of trans fat-free bakery margarine with rice bran oil and palm stearin. World J. Food Sci Technol, 6(2): 31-38. https://doi.org/10.11648/j.wjfst.20220602.12
• Shah B, Thadani U. 2019. Trans fatty acids linked to myocardial infarction and stroke: What is the evidence? Trends Cardiovasc Med, 29(5): 306-310. https://doi.org/10.1016/j.tcm.2018.09.01
• Singh PK, Chopra R, Garg M, Dhiman A, Dhyani A. 2022. Enzymatic interesterification of vegetable oil: A review on physicochemical and functional properties, and its health effects. J Oleo Sci, 71(12): 1697-1709. https://doi.org/10.5650/jos.ess22118
• Sivakanthan S, Terrence M. 2020. Current trends in applications of enzymatic interesterification of fats and oils: A review. LWT 132: 109880. https://doi.org/10.1016/j.lwt.2020.109880
• Spessato A, Rivero Meza S, Cañizares L, Timm N, Mardade C, Rombaldi C, Oliveira M. 2023. Effect of industrial bleaching on the physicochemical and nutritional quality of non-allergenic lecithin derived from rice bran oil (Oryza sativa L.). Biocatal. Agric Biotechnol, 51: 102768. https://doi.org/10.1016/j.bcab.2023.102768
• Thirumdas R. 2023. Partial hydrogenation of oils using cold plasma technology and its effect on lipid oxidation. J Food Sci Technol, 60(7): 1674–1680. https://doi.org/10.1007/s13197-022-05434-z
• Tian W, Yan X, Zeng Z, Xia J, Zhao J, Zeng G, Yu P, Wen X, Gong D. 2024. Enzymatic interesterification improves the lipid composition, physicochemical properties and rheological behavior of Cinnamomum camphora seed kernel oil, Pangasius bocourti stearin and perilla seed oil blends. Food Chem, 430: 137026. https://doi.org/10.1016/j.foodchem.2023.137026
• Tong SC, Tang TK, Lee YY. 2021. A review on the fundamentals of palm oil fractionation: Processing conditions and seeding agents. Eur J Lipid Sci Technol, 123(12): 2100132. https://doi.org/10.1002/ejlt.202100132
• Troncoso FD, Costilla IO, Tonetto GM. 2022. Hydrogenation of vegetable oil using highly dispersed Pt/γ-Al2O3 catalyst: Effects of key operating parameters and deactivation study. J Am Oil Chem Soc, 99(8): 697–710. https://doi.org/10.1002/aocs.12614
• U.S. Food and Drug Administration (FDA). 2023. Decision 172.869: Oxystearin. Code of Federal Regulations Title 21. URL:https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=172.869 (accessed date: August 28, 2024).
• U.S. Food and Drug Administration (FDA). 2024a. Decision 184.1420: Methyl stearate. Code of Federal Regulations Title 21. URL: https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=184.1420 (accessed date: August 28, 2024).
• U.S. Food and Drug Administration (FDA). 2024b. Trans fat. U.S. Food and Drug Administration. URL: https://www.fda.gov/food/food-additives-petitions/trans-fat (accessed date: August 28, 2024).
• Vafaei N, Eskin MNA, Rempel CB, Jones PTJ, Scanlon MG. 2020. Interesterification of soybean oil with propylene glycol in supercritical carbon dioxide and analysis by NMR spectroscopy. Appl. Biochem. Biotechnol, 191: 905–920. https://doi.org/10.1007/s12010-019-03200-0
• Web of Science (WoS) Database. 2024. "Interesterification". URL: https://0-www-webofscience-com.divit.library.itu.edu.tr/wos/woscc/analyze-results/097f2189-581d-49b9-b9ee-20247a4103ce-010472f488 (accessed date: August 28, 2024).
• Wei W, Jin Q, Wang X. 2019. Human milk fat substitutes: Past achievements and current trends. Prog Lipid Res, 74: 69-86. https://doi.org/10.1016/j.plipres.2019.02.001
• World Health Organization (WHO). 2018. Nutrition: Trans fat. URL: https://www.who.int/news-room/questions-and-answers/item/nutrition-trans-fat (accessed date: August 28, 2024).
• World Health Organization (WHO). 2019. Replace Trans Fat: Promote (No. 2, pp. 15-17). URL: https://cdn.who.int/media/docs/default-source/nutritionlibrary/replace-transfat/replace-module-2-p.pdf?sfvrsn=e9f83030_4 (accessed date: August 28, 2024).
• World Health Organization (WHO). 2021. Countries with regulations protecting people from industrially produced trans fat tripled over the past year. World Health Organization. URL: https://www.who.int/news/item/07-12-2021-countries-with-regulations-protecting-people-from-industrially-produced-trans-fat-tripled-over-the-past-year (accessed date: August 28, 2024).
• Zárate R, El Jaber-Vazdekis N, Tejera N, Pérez JA, Rodríguez C. 2017. Significance of long chain polyunsaturated fatty acids in human health. Clin Transl Med, 6(1): 25. https://doi.org/10.1186/s40169-017-0153-6
• Zbikowska A, Onacik-Gür S, Kowalska M, Rutkowska J. 2019. Trans fatty acids in Polish pastry. J Food Prot, 82(6): 1028-1033. https://doi.org/10.4315/0362-028X.JFP-18-497
• Zbikowska A, Onacik-Gür S, Kowalska M, Zbikowska K, Feszterová M. 2023. Trends in fat modifications enabling alternative partially hydrogenated fat products proposed for advanced application. Gels, 9(6): 453. https://doi.org/10.3390/gels9060453
• Zhang Z, Lee WJ, Wang Y. 2020. Evaluation of enzymatic interesterification in structured triacylglycerols preparation: A concise review and prospect. Crit Rev Food Sci Nutr, 61(19): 3145-3159. https://doi.org/10.1080/10408398.2020.1793725
• Zhang Z, Xie X, Lee WJ, Zhao G, Li C, Wang Y. 2022. The effects of interesterification on the physicochemical properties of Pangasius bocourti oil and its fractions. Food Chem, 371: 131177. https://doi.org/10.1016/j.foodchem.2021.131177
• Zhen Z, Jing Y, Wan JL, Casimir CA, Aijun L, Yong W. 2021. 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