• Title/Summary/Keyword: 1,2-diglyceride

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Esterification for biodiesel production from dark oil (Dark oil로부터 바이오디젤 생산을 위한 에스테르화 반응 특성)

  • Park, Ji-Yeon;Kim, Deog-Keun;Na, Jong-Boon;Woo, Sang-Sun;Lee, Jin-Suk
    • 한국신재생에너지학회:학술대회논문집
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    • 2010.11a
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    • pp.105.1-105.1
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    • 2010
  • 바이오디젤 보급 활성화에 따른 식물성 원료유의 가격 상승 및 수급 불안정성 문제를 해결하고자 폐유지를 원료로 바이오디젤을 생산하고자 하는 시도가 이루어지고 있다. 폐유지의 사용은 폐자원 활용 측면에서 의미가 있으며 바이오디젤 생산 단가를 낮출 수 있다. 다양한 폐유지가 산업체로부터 배출되며 이 중에서 dark oil은 식용유 공장에서 식물성 원료유의 정제 과정에서 생기는 부산물로 바이오디젤로 전환 가능한 성분을 포함하고 있다. 본 연구에 사용된 dark oil은 54.9%의 유리지방산과 28.0%의 triglyceride, 4.4%의 diglyceride, 그리고 1% 이하의 monoglyceride를 함유하고 있다. Dark oil의 초기 산가는 109.8 mg KOH/g이었다. 본 연구에서는 dark oil의 유지 부분(triglyceride, diglyceride, monoglyceride)을 유리지방산으로 전환시켜 HAAO(high acid acid oil)을 생산한 후, 고체 산 촉매에 의한 에스테르화 반응을 통하여 바이오디젤을 생산하고자 하였다. 유지 부분의 유리지방산 전환 반응을 위하여 음이온성 계면활성제인 SDBS(sodium dodecyl benzene sulfonate)가 사용되었다. Dark oil:황산:물의 질량비가 10:2:10이고 SDBS가 오일 대비 3%인 조건에서 dark oil의 산가는 190.8 mg KOH/g까지 증가하였고, dark oil:황산:물의 질량비가 10:4:10이고 SDBS가 2%인 조건에서는 산가가 194.2 mg KOH/g까지 증가하였다. 생산된 HAAO을 이용하여 오일 대비 30%의 Amberlyst-15 촉매 하에서 HAAO:메탄올 몰비 1:9인 조건에서 에스테르화 반응을 수행하였을 경우 FAME(fatty acid methyl ester) 함량은 81.3%까지 증가하였다. 고체 산 촉매로써 Amberlyst-15와 가격 면에서 저렴한 PC101을 비교하였을 경우 FAME 함량은 각각 80.7%, 77.9%로 비슷한 효율을 나타내었다. 생산된 바이오디젤의 FAME 함량을 높이기 위해 증류 공정을 필요로 하였다.

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Studies on Change of Lipids Improvement-Meju during the Fermentation (개량(改良)메주의 숙성과정(熟成過程) 중 지질(脂質)조성의 변화(變化)에 관(關)한 연구(硏究))

  • Yang, Soo Dong;Bae, Man Jong;Yoon, Sang Hong;Choi, Cheong
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.12 no.3
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    • pp.189-195
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    • 1983
  • Changes of lipid composition in the Improvement-Meju inoculated with Aspergillus oryzae were examined. To investigate those changes systematically, silicic acid column chromatography was used for analysis of glycolipid, neutral lipid, phospholipid, and gas chromatography to examine the change of those fatty acid content. Following results were obtained. The lipid fraction obtained from soaked soybean and cooked soybean were mainly composed of about 93~94% neutral lipid, whereas phospholipid and glycolipid was 4.0~5.0%, 2.0~2.1% level, respectively. During meju incuvation period, neutral lipid decreased gradually, but glycolipid and phospholipid increased. Among the nonpolar lipids prepared from cooked soybean and soaked soybean, triglyceride content was mainly composed of 88~89%, and the content of sterol ester, free fatty acid, diglyceride and sterol was higher in soaked soybean than in cooked soybean. During meju incuvation period, triglyceride content decreased remarkablely, whereas content of sterol ester, free fatty acid and diglyceride increased gradually. From the soaked soybean and the cooked soybean, the fatty acids content of crude lipid, neutral lipid, glycolipid and phospholipid were composed of linoleic acid 54~70%, oleic acid 20.0~22.6%, palmitic acid 11.0~12.4%, linolenic acid 6.0~7.8% and stearic acid 3.4~4.3% in turn and myristic acid showed the trace, palmitic acid was a little higher in glycolipid and phospholipid than in crude lipid and neutral lipid. During meju incuvation period, the change of fatty acid content showed linoleic acid and linolenic acid reduction gradually in the neutral lipid, glycolipid and phospholipid. On the other hand, palmitic acid, stearic acid and oleic acid increased gradually, the maximum value was at the 4-days. The change of glycolipid fatty acid and phospholipid fatty acid was examined. 9-kinds including traced 3-kinds was detected. It was supposed that traced 2-kinks was occurred for incuvation, and those are the matter investigating in the future.

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Acute Oral Toxicity and Anti-obesity Effect of Diglyceride Preparation Containing Conjugated Linoleic Acid in Rat (공액리놀레산 함유 디글리세라이드 식용유지 조성물의 rat에 대한 단회 경구투여독성 및 항비만 효과)

  • Hong, Soon-Gi;Park, Chae-Kyu;Lee, Mi-Ja;Chung, Shin-Gyo;Lee, Young-Ho;Hyun, Sun-Hee
    • Korean Journal of Food Science and Technology
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    • v.41 no.3
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    • pp.320-325
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    • 2009
  • The present study was carried out to investigate the acute oral toxicity and anti-obesity effects of a diglyceride preparation containing conjugated linoleic acid (DG+CLA). To test its acute oral toxicity, the DG+CLA was injected into 30 rats (15 males and 15 females) at dosage of 2,000 mg/kg and 5,000 mg/kg. Mortality rates, clinical signs, and body weight changes were monitored for 14 days following administration. According to the results, the lethal dose ($LD_50$) of DG+CLA was determined as >5,000 mg/kg in both sexes. There were no significant changes in general conditions, clinical signs, body weight, and gross lesions between the vehicle control and DG+CLA groups. For the anti-obesity studies, obese Zucker rats were randomly divided into 4 groups and fed saline, soybean oil, diglyceride, and DG+CLA, respectively, for 8 weeks. The DG+CLA groups presented significant differences in body weight, food efficiency ratio, serum lipid levels, and fat weight. Overall, the results showed that the DG+CLA did not have acute oral toxicity and reduced body weight, serum lipid levels, and fat gain.

Changes of Lipids in Flint Corn by a Growth Process I. A Study on the Non-Polar Lipid (경립종 옥수수의 성장과정에 따른 지질변화 I. 비극성 지질에 대한 연구)

  • 김덕진;전영민
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.20 no.5
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    • pp.467-472
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    • 1991
  • In order to investigate the changes of lipid ingredient and fatty acid content in flint corn by a growth process, total lipids from flint corn(Zea may l.) were extracted, purified and fractionated into three lipid classes (neutral lipid ; NL, glycolipid ; GL, phospolipid ; PL) by silicic acid column chromatography (SACC). Non-polar lipid ingredients and fatty acid contents were determined by thin layer chromatography (TLC) and gas chromatography (GC). And non-polar lipid ingredients were quantitatived by TLC scanner. The crude oil among proximare composition increased 2.74% to 4.43% and NL and PL were fractionated by SACC increased 48.5% to 86.02%, 1.01% to 2.73%, respectively. But GL decreased 50.4% to 11.25%. Neutral lipid ingredients identified monoglyceride, were 1.1~3.7%, 11.9~16.1%, 2.3~4.2%, 16.7~21.5% and 58.5~63.6%, respectively. The major fatty acids of NL were linoleic (48.9~61.0%), oleic(22.3~34.2%), palmitic (10.3~11.7%) acids and stearic, linolenic acids were also detected as minor components. The ratio of total unsaturated fatty acid to total saturated fatty acid presented a higher percentage of 5.87~6.34. The physico-chemical characteristics of flint corn lipids were presented as specific gravity presented 0.920, refractive index 1.468, saponification value 191.2, unsaponificable matter 0.97%, acid value 0.58 and iodine value 124.6, respectively.

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The Distribution and Position of Fatty Acids in Glycerides Hydrolyzed from Fish Oil by Lipase

  • Hur, Byung-Ki;Hu, Hong-Bo;Yun, Hyun-Shik
    • Journal of Microbiology and Biotechnology
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    • v.10 no.4
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    • pp.502-506
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    • 2000
  • In order to determine the position and the content of fatty acids sttached to glycerides and the migration degree of fatty acids in the migration reaction, fish oil was hydroyzed with lipolase-100T which was derived from Aspergillus oryzae. The content of fatty acids in the glyceride mixture was analyzed and compared with that of fish oil. The amounts of fatty acid in a 2-position and the migration degree of the fatty acid in 2,3-DG (diglyceride) and 2-MG (monolyceride) were carefully calculated. The results showed that approximately 95% (w/w) of DHA (docosahexanoic acid) and 65% of EPA(eicosapentaenoic acid) were attached to the 2-position of glycerides in fish oil. Approximately 87% (w/w) of DHA and 75% of EPA remained in 2,3-DG, and 88% of DHA and 65% of EPA in 2-MG were not involved in the migration reaction.

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Distribution of Lipids in Panax ginseng Root (인삼근의 지질 분포)

  • Kim, U-Gap;Lee, Chang-Seop;Jeong, Byeong-Gap
    • Journal of Ginseng Research
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    • v.12 no.2
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    • pp.93-103
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    • 1988
  • Diversities of lipid compositions according to the morphological differences of the Panax ginseng root were studied by means of column, thin layer, gas-liquid chromate-graphies and histochemical stainings. Purified lipids from various parts were 1.08-2.23% of dry weight, of which 64.2-73.5% were neutral lipids, 15.4-17.4% were glycolipids and 10.4-19.2% were phospholipids. Especially the contents of neutral lipids were highest in cortex, suggesting to be the presence of lipid ducts only in cortex. Triglycerides, sterol esters and hydrocarbons were abundant in the neutral lipid fractions. Twelve components were identified in the periderm and cortex, but unidentified II, IV and V components were not present in the medulla. The major components of glycolipid freactions were sterol glycoside, digalactosyl diglyceride and esterified sterol glucoside. Phosphatidyl glycerol, phosphatidyl choline and phosphatidyl ethanolamine were major components of phospholipid fractions, And phosphatidyl choline was extreamly much in the periderm and medulla, but phosphatidyl glycerol was largest in quantity in the cortex. Eighteen kinds of fatty acids were identified in the neutral lipid, glycolipid and phospholipid fractions. Linoleic, palmitic, oleic and linolnic acids were the main components of fatty acids. The contents of saturated fatty acids, unsaturated fatty acids and essential fatty acids of each three fractions were different one another regardless of the Periderm, cortex and medulla.

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A Study on the lipid Components of Korean Buckwheats (한국산 메밀의 지질성분에 관한 연구)

  • Lee, Mi-Sook;Sohn, Kyung-Hee
    • Journal of the Korean Society of Food Culture
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    • v.7 no.4
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    • pp.303-307
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    • 1992
  • The lipid compositions of buckwheats produced in Korea were analyzed. The samples used in this experiment were as follows; Kyungbuk rice buckwheat. Kangwon hull buckwheat and Kangwon rice buckwheat. The total lipids were extracted and fractionated to neutral lipids, glycolipids and phospholipids respectively by silicic acid column chromatography (SACC). As a result, neutral lipids content of these three samples were in the range of 82.77-95.65%; glycolipids in 1.97-10.83%; and phospholipids in 2.21-6.40%. The composition of neutral lipids of these three samples showed that triglyceride were in the range of 88.7-92.0%; monoglyceride in 2.3-4.0%; free fatty acid in 3.0-3.7%; diglyceride in 0.7-0.8%.; free sterol in 0-0.7%; and steryl esters in 0-2.2%. The major fatty acids of total lipid, neutral lipid, glycolipids and phospholipids of these three samples were oleic, linoleic and palmitic acids.

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Studies on the Lipid and Fatty Acid Compositions of Ark-Shell, Anadara broughtonii (피조개 지질 및 지방산 조성에 관한 연구)

  • 문숙임
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.21 no.4
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    • pp.436-442
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    • 1992
  • The present study was designed to analyze the lipid and fatty acid compositions of ark shell, Anadara broughtonii. The crude lipid was extracted by Bligh and Dyer's method, and then fractionated by TLC and quantitatively analyzed by TLC scanner. Lipid extracted from ark shell was fractionated into neutral and polar lipid by column chromatography with silicic acid. The fatty acid composition of lipid fractions were determined by gas liquid chromatography. Total lipid content of ark shell was 0.83% base on wet weight. The content of unsaponifiable matter was 20.19%, and iodine value was 156.13. The main components of total lipids were triglyceride, diglyceride, hydrocarbon, and sterol ester. The fatty acid composition of total lipid chiefly consisted of $C_{17 : 0}$, $C_{16 : 0}$, $C_{18 : 1}$ and $CT_{16 : 1}$. The main fatty acids of neutral lipid were $C_{16 : 0}$, $C_{18 : 1}$, $C_{22 : 1}$, $C_{18 : 0}$ and $C_{16 : 1}$. The major fatty acids of polar lipid were $C_{16 : 0}$, $C_{18 : 2}$, $C_{20 : 5}$ and $C_{22 : 6}$. In total lipid fractionation, saturated acid contents were high in all (SA>MA> PA), in neutral lipid fractionation, menoenoic acid contents were high in all (MA > SA> PA), and in polar lipid fractionation, saturated acid con-tents were high in all (SA> PA> MA).

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Studies on the Lipids Composition of Korean Edible Mushrooms (한국산 식용버섯의 지방질 성분에 관한 연구)

  • Hong, Jai-Sik;Kim, Young-Hoi;Kim, Myung-Kon;Kim, Tae-Young;Kim, Keum-Jae
    • Journal of the Korean Society of Food Culture
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    • v.5 no.4
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    • pp.437-442
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    • 1990
  • Three fractions-neutral lipids, glycolipids and phospholipids were obtained from total lipids in cultivated mushrooms(Pleurotus ostreatus and Pleurotus sajor-caju) and wild mushrooms (Ramaria botrytis and Lactarius volemus), and their lipid compositions and fatty acid compositions were determined by means of silicic acid column chromatography, thin layer chromatography and gas liquid chromatography. The total lipid contents in mushrooms were $0.32{\sim}0.39%$(wet basis). It was found that the contents of phospholipids$(19.4{\sim}47.4%)$ and neutral lipids$(32.1{\sim}51.9%)$ were high, while that of glycolipids$(14.8{\sim}28.7%)$ were low. The main lipid in neutral lipids was triglyceride$(21.2{\sim}38.2%)$ followed by free sterol$(21.0{\sim}21.9%)$, sterol ester$(10.3{\sim}18.6%)$, but the main lipid in neutral lipid of Pleurotus sajor-caju was free fatty acid(34.1%). The main lipid in glycolipids was steryl glycoside$(15.6{\sim}29.4%)$ followed by esterified steryl glycoside$(13.4{\sim}23.9%)$, monogalactosyl diglyceride$(15.6{\sim}24.6%)$. Among the phospholipids, phosphatidyl choline$(36.7{\sim}49.5%)$, phosphatidyl ethanolamine$(20.9{\sim}29.7%)$, phosphatidyl inositol$(18.4{\sim}26.1%)$ were the major components. The major fatty acid of total lipids was linoleic acid followed by palmitic acid, oleic acid. Fatty acid composition was not significantly different among total lipids, neutral lipids, glycolipids and phospholipids contained in tested mushrooms but the main fatty acid in neutral lipid of Ramaria botrytis was oleic acid(48.7%).

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Effects of Temperature on Diacylglycerol Production by Enzymatic Soli-Phase Glycerolysis of Hydrogenated Beef Tallow (온도조절이 고상계에 경화우지로부터 디글리세리드의 효소적생산에 미치는 영향)

  • Kang, Sung-Tae;Yamane, Tsuneo
    • Korean Journal of Food Science and Technology
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    • v.26 no.5
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    • pp.567-572
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    • 1994
  • Diglyceride was prepared by reaction of hydrogenated beef tallow and glycerol (GL) in the presence of a Pseudomonas lipase. Both substrates were mixed at the ratio of GL/Triglyceride of 0.5 which is the stoichiometric molar ratio for the complete conversion of triglyceride (TG) to diglyceride (DG). DG can be obtained by solid phase-glycerolysis of hydrogenated beef tallow without use of organic solvents or emulsifiers by careful control of reaction temperature. Optimized reaction temperature condition was as follows: An initial incubation at$60^{\circ}C$ for 2h followed by the first temperature shift down to $55^{\circ}C$ for 4h, and then the second shift down to $50^{\circ}C$ for up to 3 days. There was a large decrease in the content of TG during the first $60^{\circ}C$ incubation for 2h. Even a prolonged incubation at $60^{\circ}C$ could not make a change of the composition of the reaction mixture at liquid state. By controlling the temperature lower than $60^{\circ}C$, reaction mixtures were solidified. The reaction temperature at $50^{\circ}C$ below the melting temperature of hydrogenaed beef tallow gave an 71% optimum yield of DG after 72h enzymatic glycerolysis and about 73% of total DG was 1,3-DG.

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