Journal of the Korean Society of Food Science and Nutrition (한국식품영양과학회지)

The Korean Society of Food Science and Nutrition (한국식품영양과학회)
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Preparation of Conjugated Linolenic Acid from Urea Fractionated Perilla Seed Oil Hydrolysate

우레아 분별된 들기름 가수 분해물을 이용한 Conjugated Linolenic Acid(CLnA)의 합성

  • Lee, Kyung-Su (Dept. of Food Science and Technology, Chungnam National University) ;
  • Shin, Jung-Ah (Dept. of Food Science and Technology, Chungnam National University) ;
  • Lee, Ki-Teak (Dept. of Food Science and Technology, Chungnam National University)
  • Received : 2011.09.21
  • Accepted : 2011.11.28
  • Published : 2011.12.31
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Abstract

Conjugated linolenic acid (CLnA) and conjugated linoleic acid (CLA) are positional geometric isomers with three and two double bonds, respectively. In this study, perilla seed oil containing 60% ${\alpha}$-linolenic acid (C18:3) and 30% linoleic acid (C18:2) was used as a reaction substrate. After the perilla seed oil was hydrolyzed, conjugated fatty acids were synthesized using different reaction parameters, such as reaction time and concentration of sodium hydroxide. As a result, CLnA, CLA, and other newly synthesized conjugated isomers were present at levels of 14.5%, 14%, and 42.2%, respectively, when the reaction was performed with 20% NaOH, at $180^{\circ}C$, and for 1 hr. The results of GC-MS and fourier transform infrared spectroscopy (FT-IR) showed that CLnA isomer of cis-9, trans-11, and trans-13 octadecatrienoate, CLA isomer of cis-9, trans-11, and trans-10, cis-12 octadecadienoate, and other conjugated isomers were produced. Using urea, ${\alpha}$-linolenic acid could be concentrated from perilla seed oil hydrolysate. After concentration by urea, the concentration of ${\alpha}$-linolenic acid reached about 70%. After alkaline-isomerization was performed on the urea fraction containing 70% ${\alpha}$-linolenic acid, the content of CLnA increased up to 16.6%.

본 실험에서는 들기름에 약 60%로 존재하는 ${\alpha}$-linolenic acid를 알칼리 이성질화 반응을 이용하여 CLnA(conjugated linolenic acid)와 CLA(conjugated linoleic acid)를 생산하고자 하였다. 들기름을 가수분해한 뒤에 10분에서 6시간까지의 반응시간과 5%에서 60%까지의 NaOH 농도에서 CLnA와 CLA의 생성을 표준물질과 함께 GC와 spectrophotometer를 이용하여 확인하였다. 시간에 따른 CLnA와 CLA 함량 변화는 나타나지 않았으나, NaOH 농도가 증가함에 따라서 CLnA와 CLA가 유의적으로 증가하는 경향을 보였다. 반응조건 중, 20% KOH, $180^{\circ}C$, 1시간 반응에서 14.5%와 14%의 CLnA와 CLA의 함량을 나타냈으며, 42.2%의 C18:3 conjugated 이성질체가 생성되었다. 이성질체를 확인하기 위해 GC-MS 그리고 FT-IR을 이용한 실험을 수행하였다. GC-MS의 ion peak 분석 결과, conjugated 형태에서만 특징적으로 나타나는 m/z=91 ion peak를 확인할 수 있었고, CLA와 CLnA의 분자량이 C18:2와 C18:3과 일치하는 것을 확인할 수 있었다. 그리고 NIST Library에서 검색된 methyl 9c, 11t-CLA, methyl 10t, 12c-CLA와 methyl 9cis, 11trans, 13trans-octadecatrienoate의 결과와 일치하는 ion peak를 형성하였다. 이 외의 이성질체는 FT-IR 분석 결과, 높은 trans fatty acid 함량을 보여 알칼리 이성질화 반응 시, $180^{\circ}C$의 높은 열에 반응을 하여 trans 형태의 conjugated form이 다량 생성된 것으로 사료된다. conjugated 이성질체의 생성 양을 높이기 위해 들기름 가수분해물을 우레아 분별을 한 뒤에, ${\alpha}$-linolenic acid의 함량을 70%까지 높인 뒤에 알칼리 이성질화 반응을 수행한 결과 CLnA의 생성 양이 16.6%까지 증가한 것을 확인할 수 있었다. 그러나 CLnA 이외의 conjugated 지방산 함량의 변화는 없었다.

Keywords

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