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Soybean oil deodorizer distillate (SODD) typically contains about 45% free fatty acids (FFAs) and 20% triacylglycerols (TAGs). In addition, bioactive compounds such as tocopherols, free phytosterols, fatty acid sterol esters (FASEs) and squalene also make up a significant portion of SODD. In this study, the stirred batch desorption extraction was employed to to separate SODD into a nonpolar lipid fraction (NPLF) and a polar lipid fraction (PLF). Most squalene (> 99%) and fatty acid steryl ester (FASE) were concentrated in NPLF whereas most tocopherols and free physterols were concentrated into PLF. Starting with SODD = 20g that contains 4.35% FASEs, 1.92% squalene, 13.19% tocopherols and 9.22% free phytosterols, under the following operation conditions: silica gel to SODD mass ratio = 6 (w/w), hexane for each batch = 800 ml, stirring speed = 1000 rpm, temperature = -6 oC, and total batchs = 70, it was possible to obtain NPLF enriched with FASEs (19.5%, recovery 96.93%) and squalene (9.15%, recovery 100%). The contents of FFAs, TAGs, tocopherols and free phytosterols remained in the NPLF were 11.59%, 1.36%, 4.83%, and 1.45%, respectively. The corresponding recoveries of FFAs, TAGs, tocopherols, and free phytosterols in this fraction were 6.93%, 3.30%, 8.00%, and 3.40%, respectively.
The batch extraction employed in this study yielded about the same degree of separation as compared to that of modified soxhlet extraction. However, the advantage of the method of this study is that it can be scaled-up easily.

Alicieo, TVR, ES Mendes, NC Pereira, OC Motta Lima,” Membrane ultrafiltration of crude soybean oil”, Desalination, Vol. 148, 1-3, pp.99-102 (2002)
Auffray, B “Protection against singlet oxygen, the main actor of sebum squalene peroxidation during sun exposure, using Commiphora myrrha essential oil,” J Cosmet Sci, Vol. 29, 1, pp.23 (2007)
Brunner, G “Supercritical fluids: technology and application to food processing” J Food Eng, Vol.67, 1-2, pp.21-33 (2005)
Brunner, G “Stofftrennung mit uberkritischen Gasen (Gasextraktion),” Chemie Ing Tech Vol.59, pp.12–22 (1987)
Cheryan, M, Ultrafiltration Handbook, Technomic Publishing Co., Inc., Lancaster (1986).
Cheryan, M, “Membrane technology in the vegetable oil industry” Membr Technol, Vol.2005, 2, pp.5-7 (2005)
Chu BS, BS Baharin, YB Che Man, SY Quek, “Separation of vitamin E from palm fatty acid distillate using silica: I equilibrium of batch adsorption, “ J Food Eng Vol.62, pp.97-103 (2004)
Cooney, RV, AA Franke, PJ Harwood, V Hatch-Pigott, LJ Custer, and LJ Mordan, “Gamma-tocopherol detoxification of nitrogen dioxide: superiority to alpha-tocopherol,” Proc Natl Acad Sci USA Vol.90 (5), pp.1771–1775 (1993)
Desci, T and B Koletzko, “Do trans fatty acids impair linolenic metabolism in children?” Ann Nutr Metab, Vol.39, pp.36–41 (1995)
Erickson DR, Practical Handbook of Soybean Processing and Utilization, AOCS Press and the United Soybean Board (1995)
Fornari, T, L Vázquez, CF Torres, E Ibáñez, FJ Señoráns, G Reglero, “Countercurrent supercritical fluid extraction of different lipid-type materials: Experimental and thermodynamic modeling," J Supercritl Fluids, Vol. 45, 2, pp.206-212 (2008)
Gast, K, M Jungfer, C Saure, and G Brunner, “Purification of tocochromanols from edible oil,” J. Supercrit Fluids Vol.34, pp.17-25 (2005).
Greyt, WD and M Kellens, in: W Hamm, RJ Hamilton (Eds), Edible Oil Refining, Sheffield Academic, Sheffield (2000)
Gunawan, S, NS Kasim, YH Ju, “Separation and purification of squalene from soybean oil deodorizer distillate” Sep Purifi Technol, Vol. 60, 2, pp.128-135 (2008)
Hamunen, A, “Process for the purification of beta-sitosterol isolated from the unsaponifiables in crude soap from the sulphate cellulose process,” US Patent 4,422,974 (1983)
Hau, LB, WW Nawar, “Thermal oxidation of lipids in monolayers. I. The nature of binding on silica,” J Am OilChem Soc Vol.62, pp.1596-1598 (1985)
Hirota, Y, T Nagao, Y Watanabe, M Suenaga, S Nakai, M Kitano, A Sugihara, and Y Shimada, “Purification of steryl esters from soybean oil deodorizer distillate,” J Am Oil Chem Soc Vol.80, pp.341-346 (2003).
Koskenniska, LA, “Process for the isolation of beta-sitosterol,” US Patent 4,298,539 (1981)
Luque de Castro, MD, LE García-Ayuso, “Soxhlet extraction of solid materials: an outdated technique with a promising innovative future”, Analyt Chem Acta, Vol. 369, 1-2, 10, pp 1-10 (1998)
Ling, WH and PJH Jones. “Dietary phytosterols: A review of metabolism, benefits and side effects”Life Sci, Vol.57, 3, pp.195-206 (1995)
Mascio, PD, ME Murphy and H Sies, “Antioxidant defense systems: The role of carotenoids, tocopherols, and thiol,” Am J Clin Nutr Vol.53,194S-200 (1991)
Gerald, C, The vitamins: fundamental aspects in nutrition and health. San Diego: Academic Press, 1992.
McDowell, LR, Vitamins in animal nutrition. Academic press, Inc. New York (1998)
Meluzzi, A, F Sirri, G Manfreda, N Tallarico and A Franchini. “Effects of dietary vitamin E on the quality of table eggs enriched with n-3 long-chain fatty acids” Poultry Sci. Vol. 79, pp.539-545 (2000)
Moreau, RA, BD Whitaker, and KB Hicks, “Phytosterols, phytostanols, and their conjugates in foods: Structural diversity, quantitative analysis, and health-promoting uses,” Prog Lipid Res, Vol.41, pp.457-500 (2002).
Moreira, EA and MA Baltanas, “Recovery of phytosterols from sunflower oil deodorizer distillates,” J Am Oil Chem Soc Vol.81, pp.339-345 (2004)
Moura JMLN, LAG. Gonc¸alves, JCC Petrus, LA Viotto, “Degumming of vegetable oil by microporous membrane,” J Food Eng Vol.70, pp.473–478 (2005)
Niki, E, A Kawakami, M Sato, M Yamamoto, J Tsuchiya and Y Kamiya “Effect of phytyl side chain of vitamin E on its antioxidant activity,” J Bio Chem, Vol.260, pp.2191-2196 (1985).
Ochoa, N, C Pagliero, J Marchese, M Mattea, “Ultrafiltration of vegetable oils: degumming by polymeric membranes,” Sep Purif Technol pp.417–422 (2001)
Pollak OJ, “Reduction of blood cholesterol in man,” Circulation, Vol. 7, pp.702-706 (1953)
Posada, LR, J Shi, Y Kakuda, SJ Xue, “Extraction of tocotrienols from palm fatty acid distillates using molecular distillation” Sep Purif Technol, Vol.57, 2, pp 220-229 (2007)
Raman, LP, M Cheryan and N Rajagopalan, “Deacidification of soybean oil by membrane technology,” J Am Oil Chem Soc, Vol.73 (2), pp.219-224 (1996)
Ridgway, K, PD Lalljie, RM Smith, “Sample preparation techniques for the determination of trace residues and contaminants in foods” J Chrom. A, Vol.1153, pp.36-53 (2007)
Ruthven DM, Principles of Adsorption and Adsorption Process, John Wiley and Sons Inc., New York, pp. 29-30 (1984)
Saure, C “Untersuchungen zur anreicherung von squalen und tocopherolen mittels gegenstromextraktion mit uberkritischem CO2,” Dissertation, Hamburg. (1996)
Valko, MD, Leibfritz, J Moncol, MTD Cronin, M Mazur, J Telser, “Free radicals and antioxidants in normal physiological functions and human disease” J Bio Chem Vol.39, 44–84 (2007)
Verleyen, T, R Verhe, L Garcia, K Dewettinck, A Huyghebaert, and W De Greyt, “Gas chromatographic characterization of vegetable oil deodorization distillate,” J Chromatogr A Vol.921, pp.277-285 (2001).
Xu, WL, YB Huang, JH Qian, O Sha, and YQ Wang, “Separation and purification of stigmasterol and β-sitosterol from phytosterol mixtures by solvent crystallization method,” Separ Purif Technol, Vol.41, pp.173-178 (2005)
Zambonin, L, C Prata, L Cabrini, T Maraldi, D Fiorentini, FVD Sega, G Hakim, L Landi, “Effect of radical stress and ageing on the occurrence of trans fatty acids in rats fed a trans-free diet”, Free Radical Bio Med, Vol.44, 4, 15, pp.594-601 (2008)
Thomas W.J. and B. Crittenden, “Adsorption Technology & Design,”
Butterworth-Heinemann, Oxford (1998)
Fried, B., Lipid in: J.Sherma, B. Fried (Eds.), Handbook of Thin-layer Chromatography, Marcel Dekker Press, New York, 1996,pp. 704-705