Korean Journal of Food Science and Technology (한국식품과학회지)

Korean Society of Food Science and Technology (한국식품과학회)
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Purification of Eicosapentaenoic Acid (EPA) and Docosahexaenoic Acid (DHA) Esters from Squid Oil by Silver Ion Chromatography

은 이온 크로마토그래피에 의한 오징어유로부터 eicosapentaenoic acid(EPA) 및 docosahexaenoic acid(DHA)의 분리농축

  • Gyoung, Young-Soo (Department of Chemistry, Kangnung National University) ;
  • Yu, Ying-Lian (Department of Food Science, Kangnung National University) ;
  • Yoon, Jung-Ro (Department of Food Science, Kangnung National University)
  • Published : 2004.04.30
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Abstract

EPA and DHA extracted from methyl esterified squid oil were purified by silver exchanged resin, silver nitrate-impregnated silica gel, silver exchanged zeolite, and silica gel column chromatography, among which column chromatography using mixture of silver exchanged resin and silica gel (10% by weight) showed the best result. By this simple purification method, EPA and DHA were concentrated from 12.5 to 27.9% (yield, 86,0%) and from 21.7 to 49.5% (yield, 87.3%), respectively. Silver exchanged resin had additional advantages of outstanding reusability and simple recovery of silver.

은 이온이 불포화 지방산과의 착화합물을 만든다는 이론에 근거하여 은 이온 교환수지(SER)를 제조하였다. 제조한 SER을 비롯하여 silica gel, 질산은 함침 silica gel, 은 이온 제올라이트를 column 충전물로 사용하여 EPA와 DHA를 분리 농축하고 그 결과를 비교 분석하였다. SER과 silica gel의 9 : 1(w/w)혼합물을 충전물로 사용하였을 때 결과가 가장 좋았으며 이 경우 EPA와 DHA는 각각 27.9%와 49.1%로 농축되었고 수율은 각각 86.0%, 87.3%로 나타났다. SER만을 사용한 경우 EPA와 DHA는 각각 23.5%와 42.1%로 농축되었으며 이는 SER과 silica gel의 혼합 충전물 사용 시 보다 다소 낮은 결과이었다. 질산은 함침 silica gel의 경우 다른 충전물과 비교하여 농축율과 수율이 그다지 좋지 않았으나 EPA와 DHA의 분리 측면에서는 가장 우수한 결과를 나타내었다. SER은 재사용이 가능하고, 사용한 은 이온수지 자체도 쉽게 재생할 수 있을 뿐 아니라 사용한 은 이온도 AgCl 침전이나 $AgNO_3$로 회수가 용이하다는 점에서 다른 농축과정과 비교하여 훨씬 경제적이라 할 수 있다.

Keywords

References

  1. Connor W, Neuringer E, Reisbick S. Essential fatty acids: The importance of n-3 fatty acids in the retina and brain. Nutr. Rev. 50: 21-29 (1992)
  2. Yamagata K, Tagami M, Takenaga F, Yanori Y, Nara Y, Itoh S. Polyunsaturated fatty acids induce tight injections to form in brain capillary endothelial cells. Neuroscience 116: 649-656 (2003) https://doi.org/10.1016/S0306-4522(02)00715-7
  3. Lee RS, Karel M. Omega-3 Fatty Acids in Health and Disease, Marcel Dekker Inc., New York, NY, USA. pp. 201-208 (1990)
  4. Kamali R. Historical perspective and potential use of n-3 fatty acids in therapy of cancer cachexia. Nutrition 12 (suppl. I): S1-S4 (1996) https://doi.org/10.1016/0899-9007(96)90007-6
  5. Dyeberg J. Linoleate-derived polyunsaturated fatty acids and prevention of atherosclerosis. Nutr. Rev. 44: 125-134 (1986) https://doi.org/10.1111/j.1753-4887.1986.tb07603.x
  6. Nakano K, Kato S, Noritomi H, Nagahama A. Extraction of polyunsaturated fatty acid ethyl esters from sardine oil using Ag+ containing o/w/o emulsion liquid membranes. J. Memb. Sci. 110: 219-227 (1996) https://doi.org/10.1016/0376-7388(95)00259-6
  7. Kadota Y, Tanaka I, Ohtsu Y, Yamaguchi M. Separation of polyunsaturated fatty acids by chromatography using a silver-loaded spherical clay. I. pilot-scale preparation of high-purity docosahexaenoic acid by supercritical fluid chromatography. Yugakaku 46: 397-403 (1997)
  8. Nicols PL. Coordination of silver ion with methyl esters of oleic and elaidic acids. J. Am. Chem. Soc. 74: 1091-1092 (1952) https://doi.org/10.1021/ja01124a517
  9. Nikolova-Damyanova B, Christie WW, Herslof B. Mechanistic aspects of fatty acid retention in silver ion chromatography. J. Chromatogr. 749: 47-54 (1996) https://doi.org/10.1016/0021-9673(96)00365-2
  10. Jeong BY. Isolation and purification of DHA from skipjack orbital tissue oil. Bull. Korean Fish. Soc. 26: 529-537 (1993)
  11. Nieto S, Cordoba AM, Sanhueza J, Valenzuela A. Obtention of highly purified fractions of eicosapentaenoic acid and docosahexaenoic acid from sardine oil by silver-resin chromatography: A semi-preparative procedure. Grasas y Aceites 48: 197-199 (1997) https://doi.org/10.3989/gya.1997.v48.i4.789
  12. Yamamura R, Shimomura Y. High purification of polyunsaturated fatty acids. Yugakaku 47: 449-456 (1998)
  13. Kadota Y, Tanaka I, Ohtsu Y, Yamaguchi M. Separation of polyunsaturated fatty acids by chromatography using a silver-loaded spherical clay. Yugakaku 46: 397-403 (1997)
  14. Ozawa I, Kim M, Saito K, Sugita K, Baba T, Moriyama S, Sugo T. Purification of docosahexaenoic acid ethyl ester using a silverion- immobilized porous hollow-fiber membrane module. Biotechnol. Prog. 17: 893-896 (2001) https://doi.org/10.1021/bp0100777
  15. Guil-Guerrero JL, Belarbi EH. Purification process for cod liver oil polyunsaturated fatty acids. J. Am. Oil Chem. Soc. 78(5): 477-484 (2001) https://doi.org/10.1007/s11746-001-0289-9
  16. AOCS. Official and Tentative Methods. 3rd ed. Method Ce 2-66. American Oil Chemists' Society, Champaign, IL, USA (1978)