Distribution of Phospholipids, Cholesterol and Carotenoids in Two-Solvent System during Egg Yolk Oil Solvent Extraction
Egg yolk oil is a concentrated source of egg bioactive compounds, such as fat-soluble vitamins, phospholipids, cholesterol, carotenoids and others. To extract lipids and other fat-soluble nutrients from liquid egg yolk, a two-step extraction process involving polar (ethanol) and non-polar (hexane) solvents were used. This extraction technique was based on egg yolk bioactive compounds polarities, where non-polar compound was extracted into non-polar hexane, but polar in to polar alcohol/water phase. But many egg yolk bioactive compounds are not strongly polar or non-polar. Egg yolk phospholipids, cholesterol and pigments are amphipatic (have both polar and non-polar regions) and their behavior in ethanol/hexane solvent system is not clear. The aim of this study was to clarify the behavior of phospholipids, cholesterol and carotenoids during extraction of egg yolk oil with ethanol and hexane and determine the loss of these compounds in egg yolk oil. Egg yolks and egg yolk oil were analyzed for phospholipids (phosphatidylcholine (PC) and phosphatidylethanolamine (PE)), cholesterol and carotenoids (lutein, zeaxanthin, canthaxanthin and β-carotene) content using GC-FID and HPLC methods. PC and PE are polar lipids and were extracted into polar ethanol phase. Concentration of PC in ethanol was 97.89% and PE 99.81% from total egg yolk phospholipids. Due to cholesterol’s partial extraction into ethanol, cholesterol content in egg yolk oil was reduced in comparison to its total content presented in egg yolk lipids. The highest amount of lutein and zeaxanthin was concentrated in ethanol extract. The opposite situation was observed with canthaxanthin and β-carotene, which became the main pigments of egg yolk oil.
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 M. Anton, “Low-density Lipoproteins (LDL) or Lipovitellenin Fraction,“ in Bioactive Egg Compounds. R. Huopalahti, R. López-Fandiño, M. Anton, and R. Schade, Eds. Springer Science & Business Media, 2007, pp. 7–12.
 A. Kovalcuks, “Purification of egg yolk oil obtained by solvent extraction from liquid egg yolk,” in Annual 20th International Scientific Conference Research for Rural Development, Jelgava, Latvia, 21–23 May 2014, pp. 142–147.
 C. N. Blesso, “Egg Phospholipids and Cardiovascular Health,” Nutrients, vol. 7, pp. 2731–2747, 2015.
 L. E. Palacios, T. Wang, “Extraction of egg-yolk lecithin,” Journal of the American Oil Chemists’ Society, vol. 82, no. 8, pp. 565–569, August 2005.
 L. K. Paik, R. Blair, “Atherosclerosis, cholesterol and egg,” AJAS, vol. 9, no. 1, pp. 1–25, 1996.
 M. Anton, “Composition and Structure of Hen Egg Yolk,“ in Bioactive Egg Compounds. R. Huopalahti, R. López-Fandiño, M. Anton, and R. Schade, Eds. Springer Science & Business Media, 2007, pp. 1–6.
 Sigma-Aldrich. Available at: http://www.sigmaaldrich.com/technical-service-home/product-catalog.html
 S. Baluja, R. Gajera, N. Vekariya, M. Bhatt, and R. Bhalodia, “Solubility of cholesterol in some alcohols from 293.15 to 318.15 K,” Archives of Applied Science Research, vol. 1, no. 2, pp. 263–270, 2009.
 T. T. N. Dinh, L. D. Thompson, M. L. Galyean, J. C. Brooks, K. Y. Patterson, and L. M. Boylan, “Cholesterol Content and Methods for Cholesterol Determination in Meat and Poultry,” Comprehensive Reviews in Food Science and Food Safety, vol. 10, pp. 269–289, 2011.
 S. Zaripheh, J. W. Erdman, Jr, “Factors That Inﬂuence the Bioavailablity of Xanthophylls,” J. Nutr., vol. 132, pp. 531S–534S, 2002.
 K. M. S. Islam, F. J. Schweigert, “Comparison of three spectrophotometric methods for analysis of egg yolk carotenoids,” Food Chemistry, vol. 172, pp. 233–237, 2015.
 C. Nimalaratne, J. Wu, and A. Schieber, “Egg Yolk Carotenoids: Composition, Analysis, and Effects of Processing on Their Stability,” in Carotenoid Cleavage Product, P. Winterhalter, S. E. Ebeler, Ed. vol. 1134, pp. 219–225, 2013.
 S. Rivera, R. Canela, “Influence of Sample Processing on the Analysis of Carotenoids in Maize,” Molecules, vol. 17, pp. 11255–11268, 2012.
 A. Perry, H. Rasmussen, E. J. Johnson, “Xanthophyll (lutein, zeaxanthin) content in fruits, vegetables and corn and egg products,” Journal of Food Composition and Analysis, vol. 22, pp. 9–15, 2009.
 C. Qian, T. Zhang, S. Pi, and X. Chen, “Solubility of Canthaxanthin in Pure Solvents from (293.15 to 343.15) K,” J. Chem. Eng. Data, vol. 54, no. 3, pp. 1115–1116, 2009.
 N. E. Craft, “Relative Solubility, Stability, and Absorptivity of Lutein and β-Carotene in Organic Solvents,” J. Agric. Food Chem., vol. 40, 431–434, 1992.
 J. Folch, M. Lees, and G. H. S. Stanley, “A simple method for the isolation and purification of total lipids from animal tissues,” J. Biol. Chem., vol. 226, pp. 497–509, 1957.
 T. L. Mounts, S. L. Abidi, and K. A. Rennick, “HPLC Analysis of Phospholipids by Evaporative laser light-Scattering Detection,” JAOCS, vol. 69, no. 5, pp. 438–442, 1992.
 H. I. Seri, H. Y. Naim, and T. Hassan, “A high performance liquid chromatography (HPLC) method with evaporative light scattering detector for quantiﬁcation of major phospholipids classes of donkey serum,” Veterinarsi Arhiv, vol. 80, no. 3, pp. 365–373, 2010.
 H. Yalçyn, M. K. Ünal, and H. Basmacyoolu, “The fatty acid and cholesterol composition of enriched egg yolk lipids obtained by modifying hens’ diets with fish oil and flaxseed,” Grasas Y Aceites, vol. 58, no. 4, pp. 372–378, 2007.
 H. Y. Chung, H. Rasmussen, and E. J. Johnson, “Lutein bioavailability is higher from lutein-enriched eggs than from supplements and spinach in men,” J. Nutr., vol. 134, pp. 1857–1893, 2004.
 M. J. González-Muñoz, S. Bastida, O. Jiménez, C. Lorenzo de, G.Vergara, and F. J. Sánchez-Muniz, “The effect of dietary fat on the fatty acid composition and cholesterol content of the eggs from Hy-line and Warren hens,” Grasas Y Aceites, vol. 60, no. 4, pp. 350–359, 2009.
 Y. H. Jiang, R. B. McGeachin, and C. A. Bailey, “α-tocopherol, b-carotene, and retinol enrichment of chicken eggs,” Poult. Sci., vol. 73, no. 7, pp. 1137–1143, 1994.
 J. Hamulka, J. Koczara, and M. Gronek, “Lutein content of selected Polish foods and estimation of its intake,” Pol. J. Food Nutr. Sci., vol. 14/55, no 2, pp. 201–206, 2005.
 EFSA, “Scientific opinion on the safety and efficacy of canthaxanthin as a feed additive for poultry and for ornamental birds and ornamental fish,” EFSA Journal, vol. 12, no. 1:3527, 2014.
 D. U. Ahn, S. H. Lee, H. Singam, E. J. Lee, and J. C. Kim, “Sequential separation of main components of chicken egg yolk,” Food Sci. Biotechnol., vol. 15, no. 2, pp. 189–195, 2006.
 W. Chen, B. Su, H. Xing, Y. Yang, and Q. Ren, “Solubilities of cholesterol and desmosterol in binary solvent mixtures of n-hexane + ethanol.” Fluid Phase Equilibria, vol. 287, no. 1, pp. 1–6, 2009.
 V. A. Daragan, A. M. Voloshin, S. V. Chochina, T. N. Khazanovich, W. G. Wood, N. A. Avdulov, and K. H. Mayo, “Specific Binding of Ethanol to Cholesterol in Organic Solvents,” Biophysical Journal, vol. 79, pp. 406–415, 2000.
 E. F. Goodrow, T. A. Wilson, S. C. Houde, R. Vishwanathan, P. A. Scollin, G. Handelman, and R. J. Nicolosi, “Consumption of One Egg Per Day Increases Serum Lutein and Zeaxanthin Concentrations in Older Adults without Altering Serum Lipid and Lipoprotein Cholesterol Concentrations,” The Journal of Nutrition, vol. 136, no. 10, pp. 2519–2524, 2006.