• Title/Summary/Keyword: urea adduct

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A Simple Method for the Preparation of Highly Pure Conjugated Linoleic Acid(CLA) Synthesized from Safflower Seed Oil

  • Kim, Young R.;Lee, Young H.;Park, Kyung A.;Kim, Jeong O.;Ha, Yeong L.
    • Preventive Nutrition and Food Science
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    • v.5 no.1
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    • pp.10-14
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    • 2000
  • A simple and rapid method was developed to prepare a large quantity of highly pure conjugated linoleic acid (CLA) chemically-synthesized from safflower seed oil (SSO). CLA-SSO(74.9% in purity) was synthesized from fresh SSO(79.9% of linoleic acid) by alkaline isomerization at 18$0^{\circ}C$. Urea(50g) and CLA-SSO (25g) were completely dissolved in ethanol (750ml) using a water bath(5$0^{\circ}C$) and followed by refluxing for 60 min. The resultant was cooled to room temperature and stored in a cold room (4$^{\circ}C$) for 24hrs. After removing the urea adduct by filtration, the filtrate was rotoevaporated under 4$0^{\circ}C$ and the residue was dissolved in hexane (200ml). The hexane extract was washed with distilled water (100ml$\times$3) and dried over sodium sulfate anhydrous. This urea treatment procedure was repeated three times. The purity of CLA recovered from the hexane extract was 95.0%. This method can be applied to prepare a large quantity of highly pure chemically-synthesized CLA (>0.5kg/a batch) from any plant oils containing high percentages (>70%) of linoleic acid.

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Selective Enrichment of EPA end DHA by Adduct Formation of Folly Acids of Fish Oil and Urea (어유 지방산과 요소의 부가화합물 형성을 이용한 EPA와 DHA의 선택적 농축방법)

  • Han, Dae-Seok;Ahn, Byung-Hak;Shin, Hyun-Kyung
    • Korean Journal of Food Science and Technology
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    • v.22 no.5
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    • pp.520-525
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    • 1990
  • A modified method of urea adduct formation, in which water and organic solvent were used as the wetting agent and the reaction medium. respectively, is suggested to obviate methanolysis and to ease recovery in the separation of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) from fish oil. With the new method the fraction in which the total content of EPA. DHA and their precursors is more than 80% could be obtained. Although the total content of precursors in the concentrate was hardly affected by the kind of the wetting agent or the organic solvent, the content of EPA and DHA varied significantly depending on the organic solvent. This finding made it possible to selectively enrich the desired components. After DHA-enriched fraction (I)HA is 50%) was obtained by using pentane, EPA-enriched fraction ( EPA is 53%)) could be obtained from the residue of DHA-enriched fraction by using heptane.

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Separation of EPA and DHA from Fatty Acid of Fish Oil by Urea Adduct Formation Using Supercritical Carbon Dioxide Solvent (초임계 이산화탄소 용매하의 요소부가법에 의한 어유지방산으로부터 EPA와 DHA의 분리)

  • Kim, Jae-Duck;Lim, Jong-Sung;Lee, Youn-Woo
    • Journal of the Korean Applied Science and Technology
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    • v.14 no.2
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    • pp.41-48
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    • 1997
  • Separation of EPA and DHA from fish oil fatty acid ethyl ester (FAFE) by urea adductive crystallization method was carried out in the supercritical carbon dioxide (SC $CO_2$) as a solvent. Our results showed that SC $CO_2$ is a good candidate as a solvent in the urea adductive crystallization to separate FAFE by the number of unsaturated bonds. Compared to the separation process using methanol. SC $CO_2$ yielded better performance in the overall selectivity of EPA and DHA. The effect of process variables on separation of EPA and DHA was discussed in detailed. A hybrid technology of SC $CO_2$ fractionation and urea adductive crystallization with SC $CO_2$ was conformed as a viable process to separate and concentrate EPA and DHA from fish oil.

Preparation of a Large Quantity of CIS-9, trans-11 and trans-10, cis-12 Conjugated Linoleic Acid(CLA) Isomers from SYnthetic CLA

  • Kim, Seck-Jong;Park, Kyung-Ah;Park, Jung-H.Y.;Kim, Jeong-Ok;Ha, Yeong-Lae
    • Preventive Nutrition and Food Science
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    • v.5 no.2
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    • pp.86-92
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    • 2000
  • Conjugated linoleic acid(CLA) refers to a collective term of positional and geometric isomers of linoleic acid, which are different in their biological activities. The predominant isomer of CLA in animal tissues is cis-9, trans-11; smaller amounts of trans-10, cis-12 CLA isomers, CLA methyl ester (CLA-ME) was chemically syn-thesized from linoleic acid by the alkaline isomerization method. The synthetic CLA-ME, mainly composed of cis-9, trans-11 CLA and trans-10, cis-12 CLA, was dissolved in acetone, stored at 68$^{\circ}C$ for 1 day, and the supernatant(cis-9, trans-11 CLA-Me) was separated from the precipitate (trans-10, cis-12 CLA-Me). After the processes were repeated three times at -68$^{\circ}C$, the whole processes were repeated three times at -71$^{\circ}C$ in order to increase the purity of these two isomers. The cis-9, trans-11 CLA-Me and trans-10, cis-12 CLA isomers were further purified by the urea adduct. Purities of the cis-9, trans-11 CLA-Me and trans-10, cis-12 CLA-Me were 90.3 and 99.9%, respec-tively. This method could be employed for the preparation of a large quantity of highly purified cis-9, trans-11 CLA-Me or trans-10, cis-12 CLA-Me from synthetic CLA-Me.

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Studies on the Presence of all $cis-{\Delta}^{5,11,14}-C_{20:3}$ Fatty Acid in the Seed Oils of Ginkgo (은행종실유의 all $cis-{\Delta}^{5,11,14}-C_{20:3}$ 지방산 존재에 관한 연구)

  • Kim, Seong-Jin;Lee, Kyeng-Hee;Kim, Yeon-Sim;Joh, Yong-Goe
    • Journal of the Korean Applied Science and Technology
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    • v.10 no.1
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    • pp.57-65
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    • 1993
  • The fatty acid, all $cis-{\Delta}^{5,11,14}-C_{20:3}$, in the Gingko nuts oils, was isolated and, purified by urea-adduct method, silver ion silica gel chromatography and HPLC equipped with reversed phase ${\mu}-Bondapak$ $C_{18}$ column. Its structural elucidation was conducted by IR and $^1H$-, $^{13}C$-NMR technique. The fatty acid composition of seed oils mainly consists of linoleic acid(37.73%), vaccenic acid(18.30%), oleic acid(15.18%), palmitic acid(3.37%), palmitoleic acid(3.37%) and ${\Delta}^5$ NMDB fatty acids(8.50%) in which all $cis-{\Delta}^{5,11,14}-C_{20:2}$ predominates.