• Title/Summary/Keyword: Methyl oleate

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Effect of Different Biosynthetic Precursors on the Production of Nargenicin $A_1$ from Metabolically Engineered Nocardia sp. CS682

  • Koju, Dinesh;Maharjan, Sushila;Dhakal, Dipesh;Yoo, Jin Cheol;Sohng, Jae Kyung
    • Journal of Microbiology and Biotechnology
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    • v.22 no.8
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    • pp.1127-1132
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    • 2012
  • Nargenicin $A_1$ is a 28-membered polyketide macrolide, with antibacterial activity against methicillin-resistant Staphylococcus aureus, produced by Nocardia sp. CS682. In this study, the production of nargenicin $A_1$ was improved by enhancing the supply of different biosynthetic precursors. In Nocardia sp. CS682 (KCTC11297BP), this improvement was ~4.62-fold with the supplementation of 30 mM methyl oleate, 4.25-fold with supplementation of 15mM sodium propionate, and 2.81-fold with supplementation of 15 mM sodium acetate. In Nocardia sp. metK18 and Nocardia sp. CS682 expressing S-adenosylmethionine synthetase (MetK), the production of nargenicin $A_1$ was improved by ~5.57-fold by supplementation with 30 mM methyl oleate, 5.01-fold by supplementation with 15 mM sodium propionate, and 3.64-fold by supplementation with 15 mM sodium acetate. Furthermore, supplementing the culture broth of Nocardia sp. ACC18 and Nocardia sp. CS682 expressing the acetyl-CoA carboxylase complex (AccA2 and AccBE) with 30 mM methyl oleate, 15 mM sodium propionate, or 15 mM sodium acetate resulted in ~6.99-, 6.46-, and 5.58-fold increases, respectively, in nargenicin $A_1$ production. Our overall results showed that among the supplements, methyl oleate was the most effective precursor supporting the highest titers of nargenicin $A_1$ in Nocardia sp. CS682, Nocardia sp. metK18, and Nocardia sp. ACC18.

Solvent-free, Soap-free Synthesis Process of Methyl Fructoside Oleic Acid Polyester (무용매 , 무유화제 공정에 의한 메틸프룩토시드 올레산 폴리에스테르의 합성)

  • Heo, Joo-Hyung;Kim, Chong-Tai;Kim, Hae-Sung
    • Journal of the Korean Applied Science and Technology
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    • v.15 no.4
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    • pp.45-56
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    • 1998
  • Methyl fructoside oleic acid polyester(MFPE), fructose-based sugar polyester, was synthesized by solvent-free, soap-free transesterification of methyl oleate with methyl fructoside(MF) as a sugar starting material in the presence of conventional potassium carbonate basic catalyst. Methyl fructoside was found to be an effective sugar starting material, because of its low softning point, high heat stability, high miscibility, and high reactivity than other sugars. Yield 98% of purified MFPE based on initial weight of MF was obtained at 1:5 of the molar ratio of methyl fructoside to methyl oleate, 2%(w/w) of potassium carbonate catalyst content, 20${\sim}$200mmHg of reduced pressure and $180^{\circ}C$ of reaction temperature. MFPE structure was confirmed by infrared and proton nuclear magnetic resonance spectroscopy. Physical properties of methyl of fructoside oleic acid polyester such as viscosity, HLB, solubility, color, refractive index, specific gravity, and density were similar to physical properties of sucrose polyesters(SPE) and vegetable oils. Then, it was elucidated that MFPE was sufficient to replace the SPE and conventional oils.

Neuraminidase Inhibitors from Mushroom Microphorus affinis

  • Kim, Kyung-Bum;Kim, Sang-In;Song, Kyung-Sik
    • Journal of Microbiology and Biotechnology
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    • v.13 no.5
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    • pp.778-782
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    • 2003
  • In the course of screening anti-influenza agents from natural products, four neuraminidase inhibitors were isolated from the methanol extract of mushroom Microphorus affinis by purification using solvent partition, silica gel column chromatography, Sephadex LH-20, and semi-preparative HPLC. The chemical structures of these compounds were identified as ${\alpha}-lupeol$, methyl linoleate, methyl palmitate, and methyl oleate by means of spectral data including GC-MS, $^1H-,\;and\;^{13}C-NMR\;with\;IC_{50}$ values of 5.65, 7.07, 7.12, and $7.52\;\mu\textrm{M}$, respectively. They did not inhibit other glycosidases such as glucosidase, mannosidase, and galactosidase, indicating that they were relatively specific inhibitors of neuraminidase. The relationship between the fatty acid structure and inhibitory activity was investigated. The result showed that, in the case of an aliphatic linear hydrocarbon skeleton, at least one carboxyl (presumably any carbonyl) moiety and sixteen carbons were the necessary requirements for potent inhibition, whereas saturated, unsaturated, free, and ester forms did not have any significant effect on the activity.

Effects of Free Alkali and Moisture on Sucrose Polyesters Synthesis (유리 알카리 및 수분이 sucrose polyesters 합성에 미치는 영향)

  • Chung, Ha-Yull;Kim, Suk-Ju;Yoon, Sung-Woo;Yoon, Hee-Nam;Kong, Un-Young
    • Korean Journal of Food Science and Technology
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    • v.24 no.3
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    • pp.247-250
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    • 1992
  • Effects of free alkali and moisture on sucrose polyesters (SPE)-possible non calorie fat substitute-synthesis were investigated using a model system composed of sodium oleate, sucrose, potassium carbonate and methyl oleate. Trace amounts of free alkali in sodium oleate were found to interefere with SPE synthesis. When free alkali content in sodium oleate was varied gradually from 0% to 5%(w/w), the yield of SPE production was reduced from 92% to 45.5%. The moisture absorbed in sodium oleate, sucrose and potassium carbonate during storage also interefered with SPE synthesis. The yield (92%) of SPE production with dried ($105^{\circ}C$.6 hrs) reactants and catalysts was higher than that (89%) of SPE production with non-dried. Soybean oil fatty acid sodium soaps (FASS) not containing free alkali could be manufactured with slightly less than molar ratio of sodium hydroxide to soybean oil fatty acid methyl esters (FAME). Practically, 91.7% yield of soybean oil SPE production was outcomed by minimizing free alkali and moisture which were remaining in sucrose, potassium carbonate, soybean oil FASS and soybean oil FAME.

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Studies on the Synthesis of Nonionic Surfactants (III). Kinetics of the Synthesis of Sucrose Esters (비이온성 계면활성제의 합성에 관한 연구 (제3보). 슈크로오스에스테르의 합성에 관한 동력학적 고찰)

  • Ki Dae Nam;Joo Hwan Sohn
    • Journal of the Korean Chemical Society
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    • v.25 no.4
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    • pp.283-290
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    • 1981
  • The reaction rates for the transesterification reaction were measured on the excess sucrose with the five fatty acid methyl ester systems such as methyl laurate, methyl myristate, methyl palmitate, methyl stearate and methyl oleate at temperature range of $50^{\circ}C$ to $90^{\circ}C$ in N,N-dimethylformamide solvent and potassium carbonate as a catalyst. Their activation parameters as well as rate constants were calculated from these measurements. And these reactions were found to be pseudo-first order and depended mainly on the structural changes in fatty acid residue of methyl esters. Also their reactions were found to be of enthalpy-controlled, which were disfavored in the order of methyl laurate, methyl myristate, methyl palmitate, methyl oleate and methyl stearate. Correspondingly their activation energies were 9.3, 9.9, 10.3, 10.9 and 11.1 kcal/mole, respectively.

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Effect of N-Methyl Acetamide on the Critical Micelle Concentration of Aqueous Solutions of Some Surfactants (수용액상 계면활성제의 임계 미셀 농도에 대한 N-methyl acetamide의 영향)

  • Alawi, Sadeq M.;Akhter, M. Salim
    • Journal of the Korean Chemical Society
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    • v.55 no.2
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    • pp.163-168
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    • 2011
  • The variations of molar conductivity of various surfactants such as sodium caprylate, sodium laurate, sodium palmitate, sodium stearate, sodium oleate, sodium dodecyl sulphate, and lithium dodecyl sulphate with concentrations of the surfactants for each of the solutions consisting of mixtures of varying concentrations of N-methyl acetamide in water at constant temperature of $30{\pm}0.2^{\circ}C$ were studied. The critical micelle concentration (CMC) for each surfactant is measured. It is found that the CMC values in mixtures of N-methyl acetamide and water solutions of various surfactants are lower than the CMC values in water, and the driving force for micelle formation correlates with solvophobicity. The surfactant-solvent interactions that drive amphiphilic self-organization in N-methyl acetamide in water are discussed. Thermodynamic parameters were evaluated for micellar system to explain the results.

Glycoside Fatty Acid Polyester Synthesis by Emulsion Process (유화공정에 의한 글리코시드 지방산 폴리에스테르의 합성)

  • Kim, Hae-Sung
    • Journal of the Korean Applied Science and Technology
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    • v.19 no.2
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    • pp.137-144
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    • 2002
  • Methyl glycoside oleic acid polyester was successfully prepared from methyl glycosides and methyl oleate by emulsion interesterification in the presence of methyl fructoside oleic acid polyester as an emulsifier. Emulsion interesterification process was optimized to obtain 98% yield of methyl glycoside polyester within $3{\sim}5hr$ at temperatures as relatively low as $90{\sim}150^{\circ}C$ and $20{\sim}200mmHg$ pressure with a five-fold molar ratio of oleic acid methyl ester to methyl glycoside in the presence of 2(w/w)% potassium carbonate and 2O(v/v)% methyl fructoside polyester based on oleic acid methyl ester.

Fungal Production of Single Cell Oil Using Untreated Copra Cake and Evaluation of Its Fuel Properties for Biodiesel

  • Khot, Mahesh;Gupta, Rohini;Barve, Kadambari;Zinjarde, Smita;Govindwar, Sanjay;RaviKumar, Ameeta
    • Journal of Microbiology and Biotechnology
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    • v.25 no.4
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    • pp.459-463
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    • 2015
  • This study evaluated the microbial conversion of coconut oil waste, a major agro-residue in tropical countries, into single cell oil (SCO) feedstock for biodiesel production. Copra cake was used as a low-cost renewable substrate without any prior chemical or enzymatic pretreatment for submerged growth of an oleaginous tropical mangrove fungus, Aspergillus terreus IBB M1. The SCO extracted from fermented biomass was converted into fatty acid methyl esters (FAMEs) by transesterification and evaluated on the basis of fatty acid profiles and key fuel properties for biodiesel. The fungus produced a biomass (8.2 g/l) yielding 257 mg/g copra cake SCO with ~98% FAMEs. The FAMEs were mainly composed of saturated methyl esters (61.2%) of medium-chain fatty acids (C12-C18) with methyl oleate (C18:1; 16.57%) and methyl linoleate (C18:2; 19.97%) making up the unsaturated content. A higher content of both saturated FAMEs and methyl oleate along with the absence of polyunsaturated FAMEs with ≥4 double bonds is expected to impart good fuel quality. This was evident from the predicted and experimentally determined key fuel properties of FAMEs (density, kinematic viscosity, iodine value, acid number, cetane number), which were in accordance with the international (ASTM D6751, EN 14214) and national (IS 15607) biodiesel standards, suggesting their suitability as a biodiesel fuel. The low cost, renewable nature, and easy availability of copra cake, its conversion into SCO without any thermochemical pretreatment, and pelleted fungal growth facilitating easier downstream processing by simple filtration make this process cost effective and environmentally favorable.

Studies on the Synthesis of Nonionic Surfactants (Ⅳ). Synthesis of myo-inositol Esters and their Surface Activities (비이온성 계면활성제의 합성에 관한 연구 (제4보). 미오-이노시톨 에스테르의 합성과 계면활성)

  • Joohwan Sohn;Kidae Nam
    • Journal of the Korean Chemical Society
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    • v.26 no.1
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    • pp.49-57
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    • 1982
  • Transesterification reactions were carried out with myo-inositol and five fatty acid methyl esters such as methyl laurate, methyl myristate, methyl palmitate, methyl stearate and methyl oleate in the dimethylsulfoxide solvent. Their products were separated by both thin layer chromatography and column chromatography, and myo-inositol monoesters were quantitatively separated by counter current distribution. We measured their surface tension, foaming power and emulsifying power, determined critical micelle concentrations by the color method, and evaluated their hydrophilic-lipophilic balance. The results show that myo-inositol monoesters exhibit surface activites.

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Flotation Characteristics of Malachite by Various Collectors (포수제(捕收劑) 종류(種類)에 따른 공작석(孔雀石)의 부유선별(浮遊選別) 특성(特性))

  • Kim, Hyung-Seok;Kim, Wan-Tae;Han, In-Kyu;Kim, Sang-Bae
    • Resources Recycling
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    • v.19 no.4
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    • pp.58-64
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    • 2010
  • In order to select the proper collector for the flotation of malachite, we had floated malachite by using various collectors. When measuring the zeta potential of malachite, we knew that the point of zero charge of malachite is found at pH 8.2 and malachite particles are negatively charged above this pH value; and positively, below this pH value. The floatability of malachite by the anionic collectors like sodium oleate and Aeropromoter 845, was about 97% in pH 5~11 range, whereas that of malachite by alkyl hydroxamate and the cationic collector like dodecyl trimethyl ammonium chloride and dodecyl ethyl methyl ammonium chloride, was below 15% above pH 5 regardless of dosage increase of collector and flotation time. The malachite sulphidised by $(NH_4)_2S$ was floated above 97% by potassium amyl xanthate. The dosage of potassium amyl xanthate decreased and the flotation period shortened to one third than when it was not sulphidised by $(NH_4)_2S$. Therefore, potassium amyl xanthate and the anionic collectors like sodium oleate and Aeropromoter 845 can be used as the collector of malachite.