• Title/Summary/Keyword: Esterification reaction

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Synthesis of Functional Lipid from Glyceryl Monooleate and Conjugated Linoleic Acid by Enzymatic Reaction (Glyceryl Monooleate와 Conjugated Linoleic Acid로부터 효소적 반응을 이용한 기능성 유지 합성)

  • Jeon, Mi-Sun;Lee, Ki-Teak
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.38 no.8
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    • pp.1062-1068
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    • 2009
  • Diacylglycerol (DAG) were synthesized by enzymatic esterification of glyceryl monooleate (GMO) and conjugated linoleic acid (CLA) in a shaking water bath. The reaction was catalyzed by Lipozyme TLIM (immobilized lipase from Thermomyces lanuginosa). Effects of reaction time, molar ratio, enzyme road and molecular sieves were studied. Results of normal-phase high performance liquid chromatography (NP-HPLC) analysis were performed. At 1:1, 2:1 and 3:1 (GMO : CLA) molar ratio and Lipozyme TLIM of 20% amount, DAG were produced in 42.6, 54.4 and 54.6 area% in 1 hr, respectively. When different Lipozyme TLIM amounts (2, 5, 10, 20%) were used with 2:1 (GMO : CLA) molar ratio, DAG were produced 21.4 (24 hr), 51.7 (12 hr), 56.2 (6 hr) and 54.4 (1 hr) area%, respectively. The reaction in the absence of molecular sieves increased DAG contents. The maximum DAG concentration conditions were obtained with molar ratio of 2:1 (GMO : CLA), lipase concentration of 10% (of substrate), 10% molecular sieves and reaction time of 6 hours at 55$^{\circ}C$. Under this reaction condition, produced DAG-rich oil was composed of 69 area% DAG, 7.9 area% TAG, 2 area% FFA, and 21.1 area% MAG.

Activity of Deoxygenation Reaction on Ni/MgO-$Al_2O_3$ : Effect of Calcination Temperature (소성온도에 따른 Ni/MgO-$Al_2O_3$ 촉매의 탈산소 반응 활성)

  • Eum, Ic-Hwan;Jeong, Dae-Woon;Kim, Ki-Sun;Roh, Hyun-Seog;Yi, Bo Eun;Na, Jeong-Geol;Ko, Chang Hyun
    • 한국신재생에너지학회:학술대회논문집
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    • 2010.06a
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    • pp.243.2-243.2
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    • 2010
  • 현재 바이오디젤(Bio diesel)은 유지와 메탄올을 염기촉매를 넣고 전이에스테르화(Trans-esterification)반응하여 생산한다. 생산된 1세대 바이오 디젤은 분자 내 산소가 다량 함유되어 여러 가지 단점을 가지기 때문에 전이에스테르화 반응을 대체한 탈산소(Deoxygenation)반응이 주목 받고 있다. 본 연구에서는 유리지방산(Free fatty acid, FFA)인 올레익 산(Oleic acid)의 탈산소반응을 수행하였다. 하이드로탈사이트(Hydrotalcites) 구조인 MgO-$Al_2O_3$(MgO=70 wt%)를 6시간 동안 $500^{\circ}C$에서 예비소성(Pre-calcination)하여 담체로 사용하였다. 제조된 MgO-$Al_2O_3$ 담체에 함침법(Incipient wetness method)으로 20 wt% Ni을 담지 시켰다. 제조된 Ni/MgO-$Al_2O_3$촉매는 소성온도를 변화시켜 반응 실험을 수행하였다. TPR 분석을 통해 산화-환원특성을 분석하였고 생성물의 원소분석을 통해 생성물의 산소함량을 측정하였다.

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Gene Targeting of the Acyl-CoA Synthetase Specific to Arachidonate

  • Kang, Man-Jong
    • Proceedings of the KSAR Conference
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    • 2000.10a
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    • pp.3-4
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    • 2000
  • The synthesis of acyl-CoA catalyzed by acyl-CoA synthetase (ACS, EC 6.2.1.3) from fatty acid, ATP, and CoA is a crucial reaction in mammalian fatty acid metabolism. In arachidonate metabolism, acyl-CoA synthetase(ACS) plays a key role in the esterification of free arachidonate into membrane phospholipids. Following its release by the action of calcium dependent phospholipase, free arachidonate is believed to be rapidly converted to arachidonoyl-CoA and reesterified into phospholipids in order to prevent excessive synthesis of eicosanoids. In previous studies, we have characterized five ACSs (designated as ACS1-5) with different tissue distribution. ACS1, ACS2, and ACS5 are similar in structure and fatty acid preference, and completely different from ACS3 and ACS4. The latter are arachidonate-preferring enzymes closely related in structure but expressed in different tissues: ACS3 mRNA is highly expressed in the brain and the mRNA for ACS4 is expressed in steroidogenic tissues including adrenal gland, ovary, and testis. To learn more about the potential function of ACS4 in arachidonate metabolism, we have produced knock-out mice for ACS4 gene. ACS4+/- females become pregnant less frequently and produce small litters with extremely low transmission of the disrupted alleles. Striking morphological changes including extremely enlarged uterine filled with numerous proliferative cysts of various size were detected in ACS4+/- females. Furthermore, marked accumulation of prostaglandins were seen in the uterus of heterozygous females. These results indicate that ACS4 is critical for the uterine arachidonate metabolism and heterozygous disruption of its gene lead to impaired pregnancy.

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Improvement of Solar Cell Efficiency by Modification of Cellulose Acetate Propionate for Ag paste (전극용 Ag Paste의 Cellulose Acetate Propionate(CAP) 개질에 따른 태양전지 효율 향상)

  • Kim, Dong Min;Lim, Jong Chan;Kim, Jin Hyun;Cha, Sang-Ho;Lee, Jong-Chan
    • Korean Journal of Materials Research
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    • v.28 no.4
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    • pp.227-234
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    • 2018
  • We investigate the effect of the modification of cellulose acetate propionate as an organic vehicle for silver paste on solar cell efficiency. For the modification of cellulose acetate propionate, poly(ethylene glycol) is introduced to the hydroxyl groups of a cellulose acetate propionate backbone via esterification reaction. The chemical structure and composition of poly(ethylene glycol) functionalized cellulose acetate propionate is characterized by Attenuated total reflectance Fourier transform infrared, $^1H$ nuclear magnetic resonance, differential scanning calorimetry and thermogravimetric analysis. Due to the effect of structural change for poly(ethylene glycol) functionalized cellulose acetate propionate on the viscosity of silver paste, the solar cell efficiency increases from 18.524 % to 18.652 %. In addition, when ethylene carbonate, which has a structure similar to poly(ethylene glycol), is introduced to cellulose acetate propionate via ring opening polymerization, we find that the efficiency of the solar cell increases from 18.524 % to 18.622 %.

Synthesis and Physical Properties of Biocompatible and Biodegradable Polypeptide Copolymers. (1) Synthesis of Poly(ethylene glycol) grafted Polypeptides (생체적합성과 생분해성을 갖는 Polypeptide Copolymer의 합성과 물성에 관한 연구. (1) 폴리에틸렌 글리콜을 그라프트시킨 폴리펩티드의 합성)

  • Gang, In Gyu;Gwon, Dae Ryong;Jo, Jong Su;Sung, Yong Kiel
    • Journal of the Korean Chemical Society
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    • v.34 no.2
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    • pp.197-202
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    • 1990
  • Polyethylene glycol (PEG) grafted poly γ-benzyl L-glutamate (PBLG) were prepared from esterification or substitution reaction of PBLG with PEG having hydroxyl group at one end or primary amino groups at both ends. The viscosity of these polymer solution was decreased with decrease of polymer concentration. But in more dilute solution the viscosity was increased with decrease of polymer concentration. PEG-grafted PBLG polymers showed smaller water contact angles than PBLG homopolymer, and the water contact angles of the surface of PEG-grafted PBLG polymers were largely dropped by reacting with aminoethanol, resulting in hydrogel surfaces.

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Synthesis, Characterization and Catalytic Evaluation of Zinc Fluorides for Biodiesel Production

  • Indrayanah, Sus;Marsih, I Nyoman;Murwani, Irmina Kris
    • Journal of the Korean Chemical Society
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    • v.62 no.1
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    • pp.7-13
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    • 2018
  • The potential of zinc fluorides with different molar ratios of Zn/F was applied as a solid catalyst in the simultaneous reaction of transesterification and esterification of crude palm oil (CPO) for biodiesel production. These materials were prepared by the fluorolytic sol-gel technique with different fluorine contents. The resulting samples were investigated using elemental analysis, XRD, FT-IR, TG/DTG, $N_2$ physisorption measurements and SEM. The results exhibited that the presence of fluorine strongly affected the catalytic activity in the biodiesel production. The catalysts with smaller fluorine contents (${\leq}1$) showed the best performance in all of the observed samples, yields from 92.94 to 89.95, 87.38 and 85.21% with increasing fluorine contents, respectively. The yield toward the formation of biodiesel depended on the phase and particle sizes of catalysts, but it was not influenced by surface area, pore size, and volume of the samples. The recovered catalyst showed a gradual decrease in activity over three cycles of same reactions.

Syntheses New Crown Ethers Containing Luminescent Coumarin Group(II) (Coumarin을 포함하는 새로운 형광 크라운 에테르의 합성(II))

  • Lee, Sang-Hwoon;Jang, Dong-Chun;Chang, Seung-Hyun
    • Journal of the Korean Society of Industry Convergence
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    • v.6 no.2
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    • pp.109-113
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    • 2003
  • We report herein synthetic results obtained new types of crown ethers containing coumarin group. Crown ethers containing coumarin group 1~3 are hydroxymethyl-15-crown-5-ether linked with 4-hydroxy coumarin-4-acetic acid by esterification reaction. Crown ethers containing coumarin group 1~3 have different cavity in each crown ether rings. The 12-crown-4 ether with coumarin 1 has the smallest cavity size. The 15-crown-5 ether with coumarine 2 has the medium cavity size. The 18-crown-6 ether with coumarin 3 has the largest cavity size. Therefore each crown ether with coumarin group will recognize different ionic radius meta. Because of different hole size in crown ethers, these crown ethers seem to be had different selectivity in luminescent sensors. The crown ethers with coumarine 1~3 synthesized hydroxymethyl-15-crown-5-ether and 4-hydroxy coumarin-4-acetic acid same ratio at one to one. The synthesized crown ethers were characterized respectively by IR, NMR. GC-Mass.

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Synthesis of 6-Aziridinylbenzimidazole Derivatives and Their In Vitro Antitumor Activities

  • Ahn, Chan-Mug;Kim, Soo-Kie;Han, Jeong-Lim
    • Archives of Pharmacal Research
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    • v.21 no.5
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    • pp.599-609
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    • 1998
  • In search for new antitumor agents, twelve 6-aziridinylbenzimidazole derivatives were synthesized and their cytotoxicities were tested against three cancer cell lines (mouse lymphocytic leukemia P388 and B16, and human gastric carcinoma SNU-16). From 4-amino-3-nitrotoluene as the starting material, 2-(acetoxymethyl)benzimidazoles (5a-d) were obtained by Phillips reaction. These benzimidazoles were then reacted with Fremy's salt to give a mixture of three 2-(acetoxymethyl) (8a-c) and four 2-(hydroxymethyl)benzimidazole-4,7-diones (9a-d). Addition of these quinones with aziridine afforded 6-aziridinyl-2-(acetoxymethyl) (10a-c) and 6-aziridinyl-2-(hydroxymethyl)benzimidazole-4,7-diones (11a-d). Utilizing 2-(hydroxymethyl)benzimidazole-4,7-diones (9b,d), esters 10d and 13e-h were prepared by the sequential reactions of esterification and addition. The synthesized compounds show potent cytotoxicity against all of three cell lines tested. The cytotoxicities of 10a-d or 11a-d against SNU-16 were wuperior to those of 13e-h, and were equal to or slightly higher than that of mitomycin C. compounds 11a-d were slightly more cytotoxic than 10a-d in all cell lines tested.

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A Study on the Immobilization of Lipase and Its Application for the Synthesis of Glycerides (리파제의 고정화 및 글리세리드 합성반응으로의 응용에 관한 연구)

  • Chung, Dae-won;Song, Jhea-hyun;Paik, Min-jung
    • Applied Chemistry for Engineering
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    • v.16 no.6
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    • pp.731-736
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    • 2005
  • In this paper, immobilization of lipase (Rhizomucor miehei, Rhm) onto ion-exchange resin pretreated with oleic acid and its application were studied. Immobilization efficiency was reached to 82% when weakly basic anion exchange resin, Duolite A-568, was used. Immobilized Rhm was stable in water, chloroform and hexane, however, unstable in alcoholic solvents. When immobilized Rhm was applied to the esterification reaction of glycerol and fatty acid, content of DG in the product mixture was ca. 80 mol% and 1,3-DG in total DG reached to 98%.

The synthesis and the structural analysis of advanced PVC plasticizer, 2,2,4-trimethyl-1,3-pentanediol-1-butyrate-3-isobutyrate

  • Cho Myo-Kyung;Ko Dong-Hyun;Lim Young-Hee;Jung Min-Hwan;Cho Hye-Sung;Ok Jong-Hoa
    • Journal of the Korean Magnetic Resonance Society
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    • v.9 no.2
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    • pp.103-109
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    • 2005
  • New PVC plasticizer, 2,2,4-trimethyl-1,3-pentanediol-1-butyrate-3-isobutyrate was synthesized via simple esterification with butyric acid and Texanol(a trademark of Eastman Chemicals), the mixture of 2,2,4-trimethyl-1,3-pentanediol-3-isobutyrate and 2,2,4-trimethyl-1,3-pentanediol-1-isobutyrate. The analysis of $^1H-1D,\;^{13}C-1D$ NMR and HMBC spectra identified internal-ester-transfer of 2,2,4-trimethyl-1,3-pentanediol-1-isobutyrate during the reaction. 2,2,4-trimethyl-1,3-pentanediol-1-butyrate-3-isobutyrate gave better properties in PVC than 2,2,4-trimethyl-1,3-pentanediol diisobutyrate(TXIB, a trademark of Eastman Chemicals) such as lower viscosity, higher tensile strength and better elongation. In particular, remarkably reduced migration compared with TXIB suggested a reduced emission of VOC(volatile organic compound) from PVC.

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