• Title/Summary/Keyword: fatty acid ester

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Comparisons of Flavor Ingredients Changes according to Whisky Types and Maturation Period (위스키 종류 및 숙성기간에 따른 향미 성분 변화의 비교)

  • Lee, Young-Sang;Cho, Eun-Ah;Cha, Yun-Hwan;Yoon, Do-Won;Im, Duck-Ho;Choi, Beom-Gu;Jeon, Joo-Hyoung
    • The Korean Journal of Food And Nutrition
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    • v.24 no.3
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    • pp.471-479
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    • 2011
  • This study analyzes flavor ingredients according to types of whisky and maturation periods based on total 40 different types of whisky that are mainly distributed to Korea via imports. Whisky was classified into four categories based on origin, and also into different categories based on maturity period, ingredients such as fusel alcohol, fatty acid, and fatty acid esters and proportion of patterns were analyzed. As a result of an analysis for fusel alcohol, high qualified types of alcohol including 3-methylbutanol, 2-methylbutanol, iso-butanol, and 1-propanol were detected from all Scotch whiskys, America whiskys, and Canadian whiskys. In particular, the proportional sum of 3-methylbutanol and 2-methylbutanol, and the sum of 3-methylbutanol and 2-methylbutanol/iso-butanol were regarded as core factors to determine each type of whisky. Acetaldehyde, ethyl acetate, and acetic acid increased as maturation and storage period became longer. As a result of the fatty acid and fatty acid ethyl ester analysis, the major fatty acids were dodecanoic acid and decanoic acid, both with detection of octanoic acid and hexanoic acid. However, dodecanoic acid, decanoic acid, and octanoic acid were lower than the detectable limit in American and Canadian whiskys, showing a unique phenomenon that hexanoic acid was detected only in very small amounts. Malt Scotch whisky showed higher significance than blended Scotch whisky, making it possible to classify types of whisky. Fatty acid ethyl ester contents showed significance with fatty acid either. In addition, changes in the whiskys based on maturation period were confirmed via proportions of fatty acids and fatty acid ethyl esters. In general, the proportion of fatty acids and fatty acid ethyl esters decreased as the storage period increased. This study provided basic data to classify types of whisky based on maturation periods by analyzing the proportion of flavor ingredients such as fusel alcohols, fatty acids, and fatty acid ethyl esters.

Antioxidant and Antibacterial Activity of Caprylic Acid Vanillyl Ester Produced by Lipase-Mediated Transesterification

  • Kim, Jin Ju;Kim, Hyung Kwoun
    • Journal of Microbiology and Biotechnology
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    • v.31 no.2
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    • pp.317-326
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    • 2021
  • Vanillyl alcohol (VA), which is abundant in Vanilla bean, has strong antioxidant activity. However, the use of VA in the food and cosmetics industries is limited, due to its low solubility in emulsion or organic solvents. Meanwhile, medium chain fatty acids and medium chain monoglycerides have antibacterial activity. We synthesized butyric acid vanillyl ester (BAVE) or caprylic acid vanillyl ester (CAVE) from VA with tributyrin or tricaprylin through transesterification reaction using immobilized lipases. BAVE and CAVE scavenged 2,2-diphenyl-1-picrylhydrazyl radicals in organic solvents. In addition, BAVE and CAVE decreased the production rate of conjugated diene and triene in the menhaden oil-in-water emulsion system. While BAVE showed no antibacterial activity, CAVE showed antibacterial activity against food spoilage bacteria, including Bacillus coagulans. In this study, the antibacterial activity of vanillyl ester with medium chain fatty acid was first revealed. Zeta potential measurements confirmed that BAVE and CAVE were inserted into B. coagulans membrane. In addition, the propidium iodide uptake assay and fluorescent microscopy showed that CAVE increased B. coagulans membrane permeability. Therefore, CAVE is expected to play an important role in the food and cosmetics industries as a bi-functional material with both antioxidant and antibacterial activities.

Change of Fatty Acid Compositions during Hepatic Triacylglycerol Accumulation in Dietary Orotic Acid-induced Fatty Liver (오로토산 유발 지방산의 간장 트리아실글리세롤 축적간 지방산 조성의 변화)

  • 차재영;김경숙;조영수
    • The Korean Journal of Food And Nutrition
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    • v.11 no.5
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    • pp.542-549
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    • 1998
  • Dietary orotic acid is known to induce the fatty liver. Fatty acid profiles in the lipid fraction of the liver and the serum in rats fed with or with orotic acid diet were analyzed. In all the hepatic lipid fraction of rats fed on the supplemented orotic acid diet, there was a significant increased in linoleic acid. In addition, linoleic acid was also increased in the triacylglycerol fraction of hepatic endoplasmic reticulum and the triacylglycerol and diacylglycerol fractions of hepatic Golgi apparatus of the orotic acid-feeding rats. In the time course study of the fatty acid profile in the hepatic triacylglycerol and diacylgycerol fractions, an increase of linoleic acid was observed similarly in the initial stages of orotic acid intake in the both fractions. However, linoleic acid in the serum triacylglycerol fraction of orotic acid-feeding rats increased from day 1, but it began to decrease the increment from day 2, resulting in the lower level of linoleic acid in the serum triacylglycerol fraction of orotic acid-feeding rats than that of rat fed a orotic acid-free diet after 10 days. Oleic acid (18:1) was increased in the only cholesteryl ester fraction of helpatic. However, oleic acid level in other fractions was not changed. The compositions of 14:0, 16:0 and 18:0 was reduced in the hepatic triacylogylcerol, diacylglycerol and cholesteryl ester fractions by orotic acid-feeding. However, these saturated fatty acids were significantly increased in the serum triacylglycerol fractions. The orotic acid indcued changes in linoleic acid level in hepatic triacylglycerol may be explained by the impaired fatty acid metabolism and limited excretion of this fatty acid from liver to serum.

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Effect of Additives on the Contents of Fatty Acid Methyl Esters of Biodiesel Fuel in the Transesterification of Palm oil with Supercritical Methanol (팜유로부터 바이오디젤 연료를 합성하는 초임계유체반응에서 지방산메틸에스테르의 함량에 미치는 첨가물의 영향)

  • Lee, Hong-shik;Choi, Joon-hyuk;Shin, Young Ho;Lim, Youngsub;Han, Chonghun;Kim, Hwayong;Lee, Youn-Woo
    • Korean Chemical Engineering Research
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    • v.46 no.4
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    • pp.747-751
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    • 2008
  • The effect of additives in the synthesis of biodiesel fuel using supercritical methanol was studied in order to examine the possibility of application of spent vegetable oil as a raw material, which has high contents of water or free fatty acid. The experiments were performed by varying the contents of water, free fatty acid or antioxidants respectively in a batch reactor. The contents of fatty acid methyl ester was analyzed by a gas chromatography. As the water contents increased, the contents of fatty acid methyl ester decreased, however, the decrease was very little compared with the alkaline and acid catalyst. The effect of the contents of free fatty acid, vitamin E, and ${\beta}$-carotene was negligible.

Lipids Constituents of the Korean Marine Sponges (한국산 해면의 지질 성분 연구)

  • Kim In Kyu;Park Sun Ku;Park Sung Hye;Jhang Sung Keun
    • Journal of the Korean Chemical Society
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    • v.35 no.1
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    • pp.85-89
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    • 1991
  • Various sterols and uncommon fatty acids have been isolated from the three species of Korean marine sponges. Odd-numbered pentadecanoic, heptadecanoic methyl ester and branched 12-methyltetradecanoic, 14-methylpentadecanoic, 15-methylhexadecanoic and 14-methylhexadecanoic methyl ester were isolated along with common tetradecanoic and hexadecanoic methyl ester from Heteropiidae sponge Vosmaeropsis japonica Hozawa collected from Sohuksan island of the Korea sea. Futher elution with more polar solvent gave 5${\alpha}$-cholestan-3${\beta}$-ol along with minor amount of ergost-25-ene-3${\beta}$,5${\alpha}$,6${\beta}$-triol. On the other hand, marine sponge Hymeniacidon sinapium collected from Yesu Dolsan island of the Korea sea was shown to contain 5${\alpha}$-cholestan-3${\beta}$-ol, along with minor amount of cholesterol, palmitic, palmitoleic, oleic, stearic, linolenic, and arachidonic acid ethyl ester. Unknown marin sponge collected from the same region was shown to contain large amount of tetradecanoic tetradecyl and hexadecyl ester and cholesteryl acetic and fatty acid ester.

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The Effects of Operation Variables of Supercritical Fluid on the Distribution Coefficients of Fatty Acid Esters (초임계유체의 작동변수가 지방산 에스터의 분배계수에 미치는 영향)

  • Heo, Byeong-Gi;No, Deok-U;U, Dong-Jin
    • KSBB Journal
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    • v.14 no.5
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    • pp.633-637
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    • 1999
  • Supercritical fluid of carbon dioxide was used to investigate the effects of its temperature and density on the distribuion coefficients of fatty-acid esters composing fish oil. The distribution coefficient of fatty acid ester was greatly different from each other according to the temperature and density of the supercritical fluid. The possibility of separation of a certain fatty acid from the mixture of fatty acids was tested. The density of the supercritical fluid showing the great differences ofthe distribution coefficients among the fatty acid esters ranged from 0.3 g/mL to 0.4 g/mL. The retrograde condensation took place at high densities of the supercritical fluid.

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Composition and Structure Confirmation of Glucitol Fatty Acid Polyesters (Glucitol Fatty Acid Polyesters의 조성 및 구조확인)

  • Chung, Ha-Yull;Yoon, Hee-Nam;Kong, Un-Young;Kim, Jung-Han
    • Korean Journal of Food Science and Technology
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    • v.25 no.2
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    • pp.148-153
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    • 1993
  • Composition and structure of synthetic glucitol fatty acid polyesters (GPE)-a potential fat substitute-were investigated. Also degree of substitution (D.S) of GPE was determined according to the relative ester distribution within it to evaluate the feasibility of GPE using as a fat substitute. The GPE was separated into single ester group by a normal-phase HPLC and D.S of it was identified to be 6. Absorption band at $1747\;cm^{-1}$ in the IR spectrum of GPE indicated that there were ester bonds within GPE molecules. which link fatty acid moiety to glucitol. Disappearance of the hydroxyl proton signals of glucitol in the H-NMR spectrum of GPE implied that most of hydroxyl groups in glucitol participated in the formation of ester bonds with fatty acids. In addition the D.S estimated from the quantitative proton integration of GPE coincided well with the D.S of GPE determined by hydroxyl value measurement. In conclusion, the GPE synthesized in this study was found to be a glucitol fatty acid hexaester so that it is expected to be used as a fat substitute in the near future.

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Selective Mechanism of Cyhalofop-butyl ester between Rice(Oryzae sativa L.) and Echinochloa crus-galli - IV. Effect on Enzyme Activity, Biosynthesis of Fatty Acid and Protein in Rice and Echinochloa crus-galli (제초제(除草劑) Cyhalofop-butyl ester의 벼와 피간(間)의 선택성(選擇性) 기작(機作) - IV. 효소활성(酵素活性), 지방산(脂肪酸) 및 단백질합성(蛋白質合成)에 미치는 영향(影響))

  • Park, J.E.;Lee, I.Y.;Park, T.S.;Ryu, G.H.;Kim, Y.K.;Kim, K.U.
    • Korean Journal of Weed Science
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    • v.17 no.2
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    • pp.192-198
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    • 1997
  • This experiment was carried out to determine selectivity of herbicide cyhalofop-butyl ester on enzyme activity, biosynthesis of fatty acid and protein between rice and Echinochloa crus-galli. Activity of the acetyl-CoA carboxylase(ACCase) was inhibited greater in E. crus-galli than in rice by the treatment of cyhalofop-butyl ester. The ACCase activity in E. crus-galli was observed with $I_{50}$ at 1-2ppm of cyhalofop-butyl ester, while in rice only at above 10ppm. Cyhalofop-butyl ester also inhibited the biosynthesis of fatty acid by 61% of palmitic acid, 54% of linoleic acid and 41% of linolenic acid in E. crux-galli. In contrast, no significant difference of fatty acid content was observed in rice at 5DAT as compared with the untreated control. Protein patterns of rice between the herbicide treatment and the untreated control were not significantly different, but in E. crus-galli, 3 protein spots were disappeared in between 29KD and 45KD.

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Elimination of Saturated Fatty Acids, Toxic Cyclic nonapeptide and Cyanogen Glycoside Components from Flax Seed Oil

  • Choi, Eun-Mi;Kim, Jeung-Won;Pyo, Mi-Kyung;Jo, Sung-Jun;Han, Byung-Hoon
    • Biomolecules & Therapeutics
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    • v.15 no.1
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    • pp.65-72
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    • 2007
  • Flax seed(Linseed, Linum usitatissimum L.) and its oil, a richest source of alpha-linolenic acid(ALA)(${\omega}-3$), contain saturated fatty acids, neurotoxic cyanogen glycosides and immuno-suppressive cyclic-nonapeptides. Present paper describes the development of two chemical processes, Process-A and -B, to remove saturated fatty acids and to destroy cyclic nonapeptides and cyanogen glycosides from flax seed oil. Process-A consists of three major steps, i.e., extraction of fatty acid mixture by alkaline saponification, removal of saturated fatty acid by urea-complexation, and triglyceride reconstruction of unsaturated fatty acid via fatty acyl-chloride activation using oxalyl chloride. Process-B consists of preparation of fatty acid ethyl ester by transesterification, elimination of saturated fatty acid ester by urea-complexation, and reconstruction of triglyceride by interesterification with glycerol-triacetate (triacetin). The destruction of lipophilic cyclic nonapeptide during saponification or transesterification processes could be demonstrated indirectly by the disappearance of antibacterial activity of bacitracin, an analogous cyclic-decapeptide. The cyanogen glycosides were found only in the dregs after hexane extraction, but not in the flax seed oil. The reconstructed triglyceride of flax seed oil, obtained by these two different pathways after elimination of saturated fatty acid and toxic components, showed agreeable properties as edible oil in terms of taste, acid value, iodine and peroxide value, glycerine content, and antioxidant activity.

Occurrence of cis-4-Tetradecenoic Acid in the Oils of Kernels of Lindera erythrocarpa Seeds, as a Major Component

  • Kim, Seong-Jin;Joh, Yong-Goe
    • Food Science and Biotechnology
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    • v.15 no.1
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    • pp.107-111
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    • 2006
  • Kernel oils of Lindera erythrocarpa seeds had high level of unusual fatty acid. Picolinyl ester of this unknown fatty acid showed molecular ion at m/z = 317 with other diagnostic ions such as m/z = 151, 191 (40 amu between two peaks), 204, and 218 on GC-MS. Characteristic peak at $720\;cm^{-1}$ appeared in IR spectrum. In $^1H-NMR$ spectrum both methylene protons at C-3 and C-6 resonated at ${\delta}2.309$ and ${\delta}2.012$, and methine protons of double bond resonated in lower magnetic field centered at ${\delta}5.296$ (C-4) and ${\delta}5.387$ (C-5) as multiplet (J = 9.7Hz). In $^{13}C-NMR$, signals at ${\delta}22.669$ and ${\delta}27.048$ were due to C-3 and C-6 of ${\delta}^4$-monoenoic acid. Results obtained from spectroscopic measurements confirmed unknown fatty acid as cis-4-tetradecenoic acid (cis-4-$C_{14:1}$). Main fatty acid components of oils were cis-4-$C_{14:1}$ (44.5-45.1%), oleic acid ($C_{18:1}$), 20.4-21.3%), and lauric acid ($C_{12:0}$, 11.6-12.4%), along with trace amounts of cis-4-$C_{12:1}$ and cis-4-$C_{16:1}$.