• Title/Summary/Keyword: Fatty acid ester

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Synthesis of Dimer Acid Methyl Ester Using Base-treated Montmorillonite (염기 처리된 montmorillonite를 이용한 다이머산 메틸에스테르의 합성)

  • Yuk, Jeong Suk;Shin, Jihoon;Kim, Young-Wun
    • Tribology and Lubricants
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    • v.35 no.2
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    • pp.132-138
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    • 2019
  • In this study, we demonstrate the effects of the acidic properties of montmorillonite (MMT), which is commonly used as a catalyst, on the conversion and selectivity of the dimer acid methyl ester (DAME) synthesis. We synthesize DAME by the dimerization of conjugated linoleic acid methyl ester (CLAME) and oleic acid methyl ester using MMT KSF. Incidentally, trimer acid methyl ester was formed as a by-product during the DAME synthesis. There is a necessity to adequately adjust the strength and quantity of the acid site to control the selectivity of DAME. Therefore, we vary the pH of the MMT acid by using various metal hydroxides. The purpose of this study is to increase the yield of monocyclic dimer acid methyl ester, which is a substance with adequate physical properties for industrial applications (e.g., lubricant and adhesive, etc.), using a heterogeneous catalyst. We report the dimerization of fatty acid methyl ester by using base treated-KSF, and apply it to conjugated soybean oil methyl ester. Then, we transmute the acid site properties of KSF, such as pH of 5 wt.% slurry KSF and various alkali metals (Li, Na, K, Ca). Characterization of base treated-KSF using a pH meter, x-ray diffraction, inductively coupled plasma-atomic emission spectrometer, Brunauer-Emmett-Teller surface analysis, and temperature-programmed desorption. We conduct an analysis of CLAME and DAME using nuclear magnetic resonance spectroscopy, gas chromatography, and gel permeation chromatography. Through these experiments, we demonstrate the effects of the acidic properties of KSF on the conversion and selectivity of the DAME synthesis, and evaluate its industrial potential by application to waste vegetable oil.

Effects of the Feeding Platycodon grandiflorum and Codonopsis Ianceolata on the Fatty Acid Composition of Serum and Liver in Rats (도라지 및 더덕 첨가식이가 흰쥐의 혈청 및 간장의 지방산 조성에 미치는 영향)

  • 김소영;김한수;김성희;김희숙;서인숙;정승용
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.22 no.5
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    • pp.524-530
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    • 1993
  • This study was designed to observe the effects of the feeding Platycodon grandiflorum, Codonopsis Ianceolata, perilla oil and safflower oil on the fatty acid composition in serum and liver of dietary hypercholesterolemic rats. Experimental groups mixed with 5% cellulose +10% lard (group 1, control group), 2% cholestyraemine +10% lard (group 2), 5% C. ianceolata+ 10% perilla oil (group 3), 5% P. grandiflorum+10% perilla oil (group 4), 5% C. ianceolata+10% safflower oil (group 5) and 5% P. grandiflorum+10% safflower oil (group 6) were administered to the male rats of the Sprague Dawley for 3 weeks. In the fatty arid compositions of serum total fatty arid, phospholipid, triglyceride and cholesteryl ester, the linoleic acid content was most in the PUFA and it was major fatty acid. Particularly, the other components except the phospholipid fraction in serum lipids were influenced by the fatty acid composition of the test lipids from the fact that linoleic acid content was remarkably more in the groups 5 and 6. In the fatty arid compositions of liver total fatty acid, phospholipid, triglyceride and cholesteryl ester, the linoleic acid content was more in the PUFA and so it was major fatty acid. Particularly, the arachidonic and eicosapentaenoic acid contents of phospholipid fraction in liver lipids were rather more. from the above research, fatty arid composition of serum and liver lipid components were influenced by the fatty acid composition of the test lipids from the fact that linoleic acid takes up the highest percentage.

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Purification and Characterization of the Red Carotenoprotein from the Skin of Ascidian, Halocynthia roretzi 2. Chemical Structure of Carotenoid (멍게 껍질로부터 분리정제한 적색 Carotenoprotein의 특성 2. Carotenoid의 화학구조)

  • Kang, Ok-Ju;Suh, Myung-Ja;Lee, An-Jong;Kim, Se-Kwon
    • Journal of Life Science
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    • v.5 no.4
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    • pp.181-189
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    • 1995
  • Carotenoids liberated from the red carotenoprotein from the skin of ascidian(Halocynthia roretzi)were developed on TLC, and two bands were obtained with different Rfvalues. Their chemical reactivities and spectroscopic properties were studied and elucidated as astaxanthin diester and astaxanthin monoester. After saponification of carotenoid ester, GC analysis was performed. The carotenoid ester contained oleic acid, palmitic acid and palmitoleic acids as 50% of total amount, and had higher content unsaturated fatty acid including eicosapentanoic acid than saturated fatty acid.

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Fuel properties of biodiesel produced from beef-tallow and corn oil blends based on the variation in the fatty acid methyl ester composition

  • Woo, Duk Gam;Kim, Tae Han
    • Korean Journal of Agricultural Science
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    • v.46 no.4
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    • pp.941-953
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    • 2019
  • Biodiesels are being explored as a clean energy alternative to regular diesel, which causes pollution. In this study, the optimum conditions for producing biodiesel (BD) by combining beef tallow, an animal waste resource with a high saturated fatty acid content, and corn oil, a vegetable oil with a high unsaturated fatty acid content, were investigated, and the fuel properties were analyzed. Furthermore, Multivariate Analysis of Variance (MANOVA) was used to verify the optimum conditions for producing biodiesel. The influences of control factors, such as the oil blend ratio and methanol to oil molar ratio, on the fatty acid methyl ester and biodiesel production yield were investigated. As a result, the optimum condition for producing blended biodiesel was verified to be tallow to corn oil blend ratio of 7 : 3 (TACO7) and a methanol to oil molar ratio of 14 : 1. Moreover, the interaction between the oil blend ratio and the methanol to oil molar ratio has the most crucial effects on the production of oil blended biodiesel. In conclusion, the analysis results of the fuel properties of TACO7 BD satisfied the BD quality standard, and thus, the viability of BD blended with waste tallow as fuel was verified.

Synthesis of Isoamyl Fatty Acid Ester, a Flavor Compound, by Immobilized Rhodococcus Cutinase

  • Ye Won Jeon;Ha Min Song;Ka Yeong Lee;Yeong A Kim;Hyung Kwoun Kim
    • Journal of Microbiology and Biotechnology
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    • v.34 no.6
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    • pp.1356-1364
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    • 2024
  • Isoamyl fatty acid esters (IAFEs) are widely used as fruity flavor compounds in the food industry. In this study, various IAFEs were synthesized from isoamyl alcohol and various fatty acids using a cutinase enzyme (Rcut) derived from Rhodococcus bacteria. Rcut was immobilized on methacrylate divinylbenzene beads and used to synthesize isoamyl acetate, butyrate, hexanoate, octanoate, and decanoate. Among them, Rcut synthesized isoamyl butyrate (IAB) most efficiently. Docking model studies showed that butyric acid was the most suitable substrate in terms of binding energy and distance from the active site serine (Ser114) γ-oxygen. Up to 250 mM of IAB was synthesized by adjusting reaction conditions such as substrate concentration, reaction temperature, and reaction time. When the enzyme reaction was performed by reusing the immobilized enzyme, the enzyme activity was maintained at least six times. These results demonstrate that the immobilized Rcut enzyme can be used in the food industry to synthesize a variety of fruity flavor compounds, including IAB.

Non-Saponin Fraction from Panax ginseng C.A. Meyer Inhibits Platelet Aggregation (혈소판 응집반응을 억제시키는 Panax ginsing C.A. Meyer의 비사포닌 분획)

  • Park, Kyeong-Mee;Rhee, Man-Hee;Park, Hwa-Jin
    • Journal of Ginseng Research
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    • v.17 no.3
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    • pp.246-249
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    • 1993
  • Hexane, Hexane/diethylether and chloroform fractions from Panax ginseng C.A. Meyer stroungly inhibitied human platelet aggregation induced by a high dose of thrombin (2$\mu$/ml). Chloroform fraction more strongly inhibited the platelet aggregation than the other two fraction among them. There were fatty acid ester and phosphate ester instead of polyacethylene compounds in the chloroform fraction.

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The Base Catalyzed Synthesis of Sucrose Ester Containing Omega-3 Fatty Acids (오메가 3 지방산을 함유한 Sucrose Ester의 합성)

  • Shin, Jung-Ah;Jang, Ji-Sun;Hong, Jang-Hwan;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.35 no.9
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    • pp.1224-1231
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    • 2006
  • Sucrose esters were synthesized by transesterification of sucrose with docosahexaenoic acid ethylester mixture (DHAEE). Potassium carbonate as a base catalyst was used in the presence of dimethylsulfoxide (DMSO) for the reactions. The reactions were performed with the different reaction times and molar ratios of substrates in the presence of surfactant in vacuum. Among the reaction conditions in this study, SE#4~7 showed the relatively high conversion rate (>96%) of DHAEE, leading to the high yield of sucrose esters. In addition, the product composition was changed from sucrose mono ester to di/tri/polyesters after the prolonged reaction time while the increased molar ratio of DHAEE also resulted in the composition changes of sucrose mono ester to the sucrose di/tri/polyesters. From the reaction (SE#7), conversion ratio was 98.5% in which 87.3% mono ester and 13.7% di/tri/polyester were found, resulting in the highest content of mono ester. Therefore, the sucrose ester containing various rates of mono and di/tri/polyesters, which effects on hydrophilic lipophilic balance (HLB) values, can be manipulatively synthesized using the reaction conditions reported in this study.

Production of Biodiesel from High Acid Value Oils using Amberlyst-15 (Amberlyst-15를 이용한 산가가 높은 유지로부터 바이오디젤의 생산)

  • Sim, Yeon-Ju;Kim, Eui-Yong
    • KSBB Journal
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    • v.25 no.5
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    • pp.483-489
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    • 2010
  • Biodiesel has attracted great attention as an alternative renewable energy source for the replacement of petroleumbased diesel fuel, yet its high production cost due to expensive oil feedstock remainsas the major economical obstacle. In this study, we investigated catalysts and reaction conditions for the acid catalyzed pre-conversion of free fatty acid (FFA) to fatty acid methyl ester (FAME) in cheap low-grade oils of high acid value. The NaOH base catalyzed reaction of vegetable oil of the initial acid value of 2 mg KOH/g led to a high FAME conversion above 95.4%, but the conversion abruptly decreased at higher initial acid values. This base catalyzed reaction was practically ineffective displaying the FAME conversion below 15% even at the initial acid value of 10 mg KOH/g by the severe saponification side reaction. Among the various catalysts studied for the pre-conversion of FFA to FAME, Amberlyst-15 was the most effective in reducing the acid value, and the optimum reaction condition identified was $65^{\circ}C$ with oil to methanol ratio of 1:3 and catalyst concentration of 15% (w/w). As the results, great enhancements in the overall biodiesel conversion were achievable via a consecutive reaction of the acid catalyzed FFA pre-conversion to FAME under the optimal condition obtained with Amberlyst-15 followed by the NaOH base catalyzed reaction, far above the extent which was obtainable by the single NaOH catalyzed reaction.

Fatty Acid Methyl Ester (FAME) Technology for Diagnosing Nocardia Foaming in Activated Sludge (활성슬러지내 Nocardia 거품현상 진단을 위한 Fatty Acid Methyl Ester (FAME) 기술)

  • Lee, Jae Woo;Kim, Il Kyu;Lee, Seok Hun;Ahn, Kyu-Hong;Cha, Daniel K.
    • Journal of Korean Society of Water and Wastewater
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    • v.18 no.4
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    • pp.480-485
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    • 2004
  • Fatty acid methyl ester (FAME) technology was evaluated as a monitoring tool for quantification of Nocardia amarae causing a nuisance foaming problem in activated sludge process. The identified signature peak was 19:1 alcohol as a reliable unique peak to N. amarae. Chemostat study revealed that the distribution and quantity of fatty acid peaks were dependent on the growth stage of Nocardia. The FAME results were similar for two relatively high dilution rates; however, the amounts of signature peaks extracted from the 4 and 6 day cultures were significantly higher. This dependence of signature peaks on the physiological state of the organism may be a useful information to assess the health of microbial populations in activated sludge. A laboratory scale batch foaming potential experiment provided a critical foaming level depending on Nocardia population. This critical Nocardia level determined in this study was in terms of either the threshold filament intersections number or the threshold signature FAME amount. The threshold peak area of signature FAME (19:1 alcohol) and corresponding filament counts were 430PA/mg VSS and $1.45{\times}10^6$ intersections/g VSS, respectively. The threshold signature FAME level could be effectively applied as a criterion for diagnosing foam occurrence in activated sludge system.

Compositions of fatty acids and structural identification in human breast milk (모유 중 지방산 조성 및 구조 분석)

  • Ji-Woo, Yoo;Young-Soo, Keum;Nam Mi, Kang
    • Analytical Science and Technology
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    • v.35 no.6
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    • pp.229-236
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    • 2022
  • Lipidomic analyses of transient breast milk are far more limited than those of other dairy products. As a preliminary analysis of breast milk lipidomes, analytical methods for polar and nonpolar lipids from transient breast milk were developed, and detailed fatty acid profiles were determined in this study. The newly developed methods include solvent fractionation of phospholipids and acyl glycerol, one-pot derivatization to FAMEs and pyridylcarbinol esters, and instrumental analysis, including GC-FID and GC-MS. The results indicate that breast milk contains 16 major common fatty acids with 8-22 carbons. Additionally, 29 minor fatty acids were identified, including odd-numbered fatty acids and branched analogues with 11-23 carbons. Their detailed concentrations in different fractions were measured using the internal standard method. In addition to ordinary fatty acids, breast milk contains several branched fatty acids, including iso/anteiso acids with 15-18 carbons. Structural studies have been performed on selected minor fatty acids via chemical synthesis.