• Title/Summary/Keyword: esterification

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Poly-3,4-dihydroxybenzaldehyde Modified with 3,4-dihydroxybenzoic acid for Improvement of Electrochemical Activities

  • Cha Seong-Keuck
    • Journal of the Korean Electrochemical Society
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    • v.7 no.4
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    • pp.167-172
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    • 2004
  • 3,4-dihydroxybenzaldehyde(3,4-DHB) was oxidatively el electropolymerized on glassy carbon (GC) electrodes to prepare CC/p-3,4-DHB type electrodes, which were subsequently modified with 3,4-dihydroxybenzoic acid(3,4-DHBA) using 0.05M HCI as a catalyst. The esterification reactions were performed between -OH sites on the polymeric film surface of the p-3,4-DHB and the -COOH sites within the 3,4-DHBA molecules in solution. These reactions had a rate constant value of $1.1\times10^{-1}\;s^{-1}$ for the esterification step as obtained from the first-order rate constant in the solution. The electrochemical responses of the GC/p-3,4-DHB-3,4-DHBA electrodes exert an influence upon the buffer solution, its pH and applied potential ranges. The redox process of the electrode was more easily controlled by charge transfer kinetics than that of the CC/p-3,4-DHB. The modified electrodes had redox active sites that were 10 times more active than those present before modification. The electrical admittance of the modified electrodes was also three times higher than that of the unmodified electrodes. After being annealed in ethanol for 20 hrs the electrodes brought about a 3.3 times greater change of water molecules in the redox reaction. The modified electrodes are stable in the potential range of 0.4 to 0.55V.

Synthesis of Triglyceride of Conjugated Linoleic Acid(CLA) by Lipozyme

  • Park, Won-Seck;Kim, Seck-Jong;Park, Kyung-Ah;Kim, Jeong-Ok;Lee, Eun-Joo;Lim, Dong-Gil;Ha, Yeong-Lae
    • Preventive Nutrition and Food Science
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    • v.5 no.2
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    • pp.70-74
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    • 2000
  • Most fatty acids in food matrices are triglyceride(TG) forms. Conjugated linoleic acid(CLA) produced from linoleic acid by microorganisms or chemicals is a free form. To apply the CLA to food systems, the TG containing CLA(designate CLA-TG) was synthesized by Lipozyme-catalyzed esterification method. An optimum reaction con-dition for the esterification of free CLA(FCLA) to glycerol by Lipozyme was determined as follows; Lipozyme(50mg) effectively catalyzed the esterification of CLA(500mg) to glycerol(1150mg) dissolved in isooctane (3ml) in a shaking incubator (200 rpm, 5$0^{\circ}C$) for 48 hr. Under the reaction condition, the resultant contained 52.4% CLA-TG as well as 31.1% Di-CLA-glycerol(CLA-DG), 7.6% mono-CLA-glycerol(CLA-MG), and 9.0% other CLA(un-reacted FCLA plus CLA dimer). These results suggest that the Lipozyme could be a useful enzyme for the production of CLA-TG to be employed in foods.

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Structural and gelling properties of very low methoxyl pectin produced by an alkali-treatment

  • Lee, Byung-Hoo;Jung, Ho-Tak;Kim, Hyun-Seok;Yoo, Sang-Ho
    • Korean Journal of Food Science and Technology
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    • v.53 no.2
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    • pp.121-125
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    • 2021
  • Very low methoxyl pectin (VLMP) has different physical and rheological properties compared to high and low methoxyl pectins (HMP and LMP). In this study, we produced LMP and VLMP by alkaline de-esterification, and investigated the structural and textural properties. Apple peel pectin was kept at pH 12 using 5.0 M NaOH solution for 3 and 24 h to produce LMP and VLMP, respectively. The molecular weight was decreased due to the removal of an esterified group in the pectin backbones by the alkali treatment, and the VLMP showed a higher calcium ion sensitivity which leads to the production of the gel with increased hardness. The result clearly showed that VLMP has the potential to improve the texture and stability in food products depending on their degree of esterification, and this result can be applied as a functional ingredient in food industrial area application to enhance the current commercial pectins.

Synthesis of Short-Chain Alkyl Butyrate through Esterification Reaction Using Immobilized Rhodococcus Cutinase and Analysis of Substrate Specificity through Molecular Docking

  • Seok-Jae Won;Joung Han Yim;Hyung Kwoun Kim
    • Journal of Microbiology and Biotechnology
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    • v.33 no.2
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    • pp.268-276
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    • 2023
  • Alkyl butyrate with fruity flavor is known as an important additive in the food industry. We synthesized various alkyl butyrates from various fatty alcohol and butyric acid using immobilized Rhodococcus cutinase (Rcut). Esterification reaction was performed in a non-aqueous system including heptane, isooctane, hexane, and cyclohexane. As a result of performing the alkyl butyrate synthesis reaction using alcohols of various chain lengths, it was found that the preference for the alcohol substrate had the following order: C6 > C4 > C8 > C10 > C2. Through molecular docking analysis, it was found that the greater the hydrophobicity of alcohol, the higher the accessibility to the active site of the enzyme. However, since the number of torsions increased as the chain length increased, it became difficult for the hydroxyl oxygen of the alcohol to access the γO of serine at the enzyme active site. These molecular docking results were consistent with substrate preference results of the Rcut enzyme. The Rcut maintained the synthesis efficiency at least for 5 days in isooctane solvent. We synthesized as much as 452 mM butyl butyrate by adding 100 mM substrate daily for 5 days and performing the reaction. These results show that Rcut is an efficient enzyme for producing alkyl butyrate used in the food industry.

Esterification Reaction of Soybean Oil by Heterogeneous Catalysts (불균일상 촉매를 이용한 대두유의 에스테르화 반응)

  • 신용섭
    • Journal of Life Science
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    • v.14 no.2
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    • pp.269-274
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    • 2004
  • Using heterogeneous catalyst, esterification reaction of soybean oil (SBO) with methanol was investigated. Distributions of components in mixtures of soybean oil and methanol were measured at temperatures ranging from 40 to $65^{\circ}C$. Glycerine contents of reaction mixtures were measured for the different kinds of catalysts, such as NaOH, CaO, Ca(OH)$_2$, MgO, Mg(OH)$_2$, and Ba(OH)$_2$. Based on the measured glycerine concentrations, conversions of the reaction mixtures were calculated. The effects of dose of catalyst, cosolvent and reaction temperature on final conversion were examined. Solubility of methanol in soybean oil was substantially greater than that of soybean oil in methanol. When the esterification reaction of soybean oil was catalyzed by heterogeneous catalyst, final conversion was strongly dependent on the alkalinity of the heterogeneous catalyst, and increased with the alkalinity of the catalyst material. Hydroxides from the alkali metals were more effective than oxides, which actually had no catalytic effects. When Ca(OH)$_2$ was used for the esterification catalyst, maximum value of final conversion was measured at dose of 4%. The final conversion and reaction rate increased with reaction temperature, and showed substantial increment at reaction temperature of 5$0^{\circ}C$. When cosolvent, CHCl$_3$, was added into the reaction mixture of soybean oil which catalyzed by Ba(OH)$_2$, maximum value of final conversion was appeared at dose of 3%.

Development of Magnetically Separable Immobilized Lipase by Using Cellulose Derivatives and Their Application in Enantioselective Esterification of Ibuprofen

  • Lee, Go-Woun;Joo, Hong-Il;Kim, Jung-Bae;Lee, Jung-Heon
    • Journal of Microbiology and Biotechnology
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    • v.18 no.3
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    • pp.465-471
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    • 2008
  • Highly active, stable, and magnetically separable immobilized enzymes were developed using carboxymethyl cellulose (CMC) and diethylaminoethyl cellulose DEAE-C; hereafter designated "DEAE" as supporting materials. Iron oxide nanoparticles penetrated the micropores of the supporting materials, rendering them magnetically separable. Lipase (LP) was immobilized on the surface of the supporting materials by using cross-linked enzyme aggregation (CLEA) by glutaraldehyde. The activity of enzyme aggregates coated on DEAE was approximately 2 times higher than that of enzyme aggregates coated on CMC. This is explained by the fact that enzyme aggregates with amine residues are more efficient than those with carboxyl residues. After a 96-h enantioselective ibuprofen esterification reaction, 6% ibuprofen propyl ester was produced from the racemic mixture of ibuprofen by using DEAE-LP, and 2.8% using CMC-LP.

Improvement of Physical Properties of Paper by Esterification of Cellulose (셀룰로오스 에스테르화에 의한 종이의 강도변화)

  • 이명구;유재국
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.30 no.2
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    • pp.55-61
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    • 1998
  • This treatment was applied to bleached softwood kraft pulp handsheets in an effort to improve physical strength of paper. Paper strength was improved by esterification of cellulose and polycarboxylic acid. Because hydrogen bond of carboxyl group is stronger than that of hydroxyl group, polycarboxylic acid forms stronger hydrogen bond than cellulose does. 1,2,3,4,-cyclopentanetetracarboxylic acid (CPTA) and sodium dihydrogen phosphate ($NaH_2O_4$) were used as polycarboxylic acid and catalyst, respectively This reaction was confirmed by the weight gain of the handsheets, by FTIR spectrum and by changes in mechanical properties of sheets. Wet tensile strength was improved when handsheets were treated with polycarboxylic acid. However, tear strength and burst strength decreased.

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