• Title/Summary/Keyword: -O-4 linkage

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Physicochemical Properties of Methyl Linoleate Oxidized at Various Temperatures (온도에 따라 산화된 Methyl Linoleate의 물리화학적 특성)

  • Kim, In-Hwan;Kim, Chul-Jin;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
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    • v.31 no.3
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    • pp.600-605
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    • 1999
  • Methyl linoleate was oxidized at 60, 90, 120 and $150^{\circ}C$, respectively, with sparging oxygen for different periods of time. On the basis of the peroxide values determined at four temperatures, four heating times were chosen for the analysis of physicochemical parameters, such as peroxide value, total oxidation products, polymer content, viscosity, refractive index and characteristics of thermal degradation by DSC (Differential Scanning Calorimeter). The content of peroxide linkage (C-O-O-C) polymer and ether or carbon to carbon linkage (C-O-C/C-C) polymer were analyzed by High Performance Size Exclusion Chromatography (HPSEC). The polymer formed at four temperatures was qualitatively identified as dimer. The polymer with peroxide linkage (C-O-O-C) were detected from methyl linoleate oxidized at $60^{\circ}C\;and\;90^{\circ}C$, but they were not detected from methyl linoleate oxidized at $120^{\circ}C\;and\;150^{\circ}C$. The enthalpy changes increased as peroxide value increased whereas maximum degradation temperature decreased. The highest correlation coefficients were obtained between maximum degradation temperature $(T_m)$, exothermic enthalpy changes and peroxide value, peroxide linkage (C-O-O-C) polymer content.

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A Facile Synthesis of Disacharides Containing $\alpha$ -Altropyranosidic Linkage by 1, 2-trans Glycosidation of D-allal Derivatives (D-알알 유도체의 1, 2-trans 글리코시드 형성 반응을 이용한 $\alpha$ -알트로피라노시드 결합을 갖는 이당류의 효과적 합성법의 개발)

  • Choi, Jong Lak;Yoon, Shin Sook;Chun, Keun Ho;Nam Shin, Jeong E.
    • Journal of the Korean Chemical Society
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    • v.42 no.1
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    • pp.78-83
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    • 1998
  • It's necessary to develope a facile methodology forming ${\alpha}$-altropyranosidic linkage, for the synthesis of trisaccharide repeating unit of O-antigenic part of Campylobacter jejuni gram negative bacteria. In this paper, the effective synthesis of disaccharides containing ${\alpha}$-altropyranosidic linkage by 1,2-trans glycosidation of allal derivatives was discussed. 4, 6-O-Benzylidene-3-O-(t-butyldimethylsilyl)-D-allal was treated with DMDO (3,3-dimethy ldioxirane) to yield 1,2-anhydro-4, 6-O-benzylidene-3-O-(t-butyldimethylsilyl)-${\beta}$-D-altropyranose. The reaction of 1,2-anhydro-4, 6-O-benzylidene-3-O-(t-butyldimethylsilyl)-${\beta}$-D-altropyranose with allyl alcohol gave allyl 4, 6-O-benzylidene-3-(t-butyldimethylsilyl)-${\alpha}$-D-altropyranoside quantitatively, and reactions with glucals were also successful to prepare ${\alpha}$-altropyranosodic disaccharides. It is convinced that 1,2-trans glycosidation of allal derivatives should be an attractive choice for preparing oligosaccharides containing ${\alpha}$-altropyranosidic linkages.

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Linkage Structure Analysis of Barley and Oat $\beta$-Glucans by High Performance Anion Exchange Chromatography

  • Ryu, Je-Hoon;Yoo, Dong-Hyung;Lee, Byung-Hoo;Lee, Su-Yong;Joo, Mi-Hyun;Yoo, Sang-Ho
    • Food Science and Biotechnology
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    • v.18 no.1
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    • pp.271-274
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    • 2009
  • Cereal $\beta$-glucans, linked essentially by mixed $\beta$-(1,4/1,3) glycosidic bonds, were extracted, purified, and structurally identified. Previously chemical structure of barley $\beta$-glucans was characterized from 3 varieties of 'Gang', 'Ohl', and 'Gwangan', and the (1,4)/(1,3) linkage ratio of the $\beta$-glucans was identical. In this study, $\beta$-glucans from 1 barley ('Chal') and 3 oat ('Ohl', 'Samhan', and 'Donghan') varieties were structurally scrutinized, and the linkage pattern of total 7 cereal $\beta$-glucans was compared. The amount of 2 major 3-O-$\beta$-cellobiosyl-D-glucose (DP3) and 3-O-$\beta$-cellotriosyl-D-glucose (DP4) from barley and oat accounted for only 66.6-73.3 and 68.12-81.89% of water-extractable $\beta$-glucan fractions, and the (1,4)/(1,3) linkage ratios of both barley and oat $\beta$-glucans were within very narrow range of 2.27-2.31 and 2.38-2.39, respectively, among the cultivars tested. Structural difference in the cereal $\beta$-glucans was evident when DP3:DP4 ratio in the $\beta$-glucan structure was compared. As a result, this ratio was significantly greater for barley $\beta$-glucan (2.26-2.74) than for oat (1.54-1.66). Chal-B had the greatest DP3 to DP4 ratio among the samples, which in turn reflected the least amount of (1,4)-linkages.

Structural Investigation of Lignins in Three Different Ferns (Pteridopbytes)

  • Choi, Joon-Weon
    • Journal of the Korean Wood Science and Technology
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    • v.29 no.3
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    • pp.83-91
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    • 2001
  • This paper examines the structural characteristics of fern lignins (deer fern (Blechnum spicant), sword fern (Polystichum munitum) and maidenhair fern (Adiantum pedatum)) by chemical degradation methods of thioacidolysis and nitrobenzene oxidation as well as 13C NMR. Phloroglucinol-HCI staining indicates that the lignins are specifically accumulated at the sclerenchyma cells beneath the epidermis and vascular bundles. The fern lignins consist of only guaiacyl units. Remarkably, the frequency of the -O-4 linkages is extremely low in fern lignins (only 9 to 11 %). Furthermore, the presence of lignin is ambiguous in maidenhair fern, due to very rare amount of -O-4 linkage. Biphenyl (5-5) and 1,2 bis arylpropane (-1) are main condensed dimeric substructures in fern lignins over 70%. In addition, 13C NMR analysis strongly evidenced the integration of phenolics or their derivatives into the fern lignins.

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Chemical Characteristics and Immuno-stimulating Properties of Biopolymers Extracted from Acanthopanax sessiliflorus

  • Jeong, Sang-Chul;Jeong, Young-Tae;Yang, Byung-Keun;Song, Chi-Hyun
    • BMB Reports
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    • v.39 no.1
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    • pp.84-90
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    • 2006
  • During our search for macrophage stimulating compounds from medicinal plants, we isolated biopolymers from Acanthopanax sessiliflorus. Isolated fraction AS-5 showed maximum potential, and stimulated lysosonal enzymatic activity by 230% at $300\;{\mu}g/ml$. The nitric oxide (NO) producing ability of AS-5 $100\;{\mu}g/ml$ was $58\;{\mu}M$ when treated with interferon-$\gamma$ and lipopolysaccharide $20\;{\mu}g/ml$. The lymphocyte proliferating effects of isolated biopolymer fractions were also investigated. Highest lymphoproliferative activity (a 2.8-fold enhancement compared to saline treated group was exhibited by AS-3 at $200\;{\mu}g/ml$ followed by AS-5 and AS-6. The AS-3 fraction stimulated only T-lymphocytes and had little or no effect on B-lymphocyte proliferation. Partially methylated alditol acetates were prepared to elucidate the glycosyl linkage-compositions of the AS-3 and AS-5 biopolymers, and were analyzed by GC-MS. The AS-3 and AS-5 biopolymer fractions were found to contain 2,3,4-tri-O-methyl-D-glucitol, 2,3,4-tri-O-methyl-D-galacitol 3,4,6-tri-O-methyl-galacitol, 2-O-methyl-arabinitol and 2,4,6-tri-O-methyl-D-glucitol, 2,3,6-tri-O-methyl-D-galacitol linkages, respectively.

Effect of Temperature on Formation of Polymer in Oxidation of Methyl Linoleate (Methyl Linoleate 산화중 중합체 형성에 미치는 온도의 영향)

  • Kim, In-Hwan;Kim, Chul-Jin;Kim, Dong-Hoon
    • Korean Journal of Food Science and Technology
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    • v.28 no.3
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    • pp.446-450
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    • 1996
  • To investigate the effect of heating conditions on the polymerization of methyl linoleate, the esters were heated at $60^{\circ}C,\;90^{\circ}C,\;120^{\circ}C$ and $150^{\circ}C$, respectively, with sparging oxygen for different periods of time. On the basis of the peroxide curve obtained at each of the four temperatures, four heating times were chosen for the analysis of the polymers and total oxidation products. Significant linear relationships were found between polymer contents and total oxidation product contents. The contents of polymers and their linkage types were analyzed by High Performance Size Exclusion Chromatography. The polymers formed at four temperatures were qualitatively identified as dimers. The dimers with peroxide linkages were detected from methyl linoleate oxidized at $60^{\circ}C\;and\;90^{\circ}C$ but they were not detected from methyl linoleate oxidized at $120^{\circ}C\;and\;150^{\circ}C$. Therefore, all dimers formed at $120^{\circ}C\;and\;150^{\circ}C$ seemed to be the ones with ether linkage or carbon to carbon linkage. The degradation rate of the dimers with peroxide linkages at $90^{\circ}C$ was faster than at $60^{\circ}C$.

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Study on Dehydrogenative Polymerization of Monolignols by Peroxidase/H2O2 (Peroxidase/H2O2 조건에서 리그닌 전구물질에 따른 탈수소 중합반응 특성 연구)

  • Moon, Sun-Joo;Kim, Kwang-Ho;Eom, In-Yong;Lee, Soo-Min;Kim, Yong-Hwan;Choi, Joon-Weon
    • Journal of the Korean Wood Science and Technology
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    • v.38 no.3
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    • pp.223-229
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    • 2010
  • In this study diverse dehydrogenative polymers (DHPs) were synthesized with three precursors of native lignin [p-coumaryl alcohol (PCA), coniferyl alcohol (CA), sinapyl alcohol (SA)] in the presence of horseradish peroxidase (HRP, EC. 1.11.1.7)/$H_2O_2$. To compare the structural features between DHPs and native lignin, the DHPs as well as pine/poplar milled wood lignins were simultaneously subjected to gel permeation chromatography (GPC) to determine average molecular weights and derivatization followed by reductive cleavage (DFRC) to investigate the frequency of ${\beta}$-O-4 linkage. The highest yield of DHP was measured to 71% when CA was solely injected (G-DHP) and the yield of H-DHP was 42%. However, single injection of SA could not form any polymer in this system. The average molecular weights of DHPs were ranged between 3,000~4,700, which were only 1/2 fold compared with that of pine MWL (G-type lignin: Mw 7,340) and 1/3 scale compared with that of poplar MWL (GS-type lignin: Mw 13,250). DFRC analysis revealed that the formation of ${\beta}$-O-4 linkage during dehydrogenative polymerization was the highest in the GS-DHP with ca. 502 ${\mu}mol$/g, which was, however, remained to only 50% compared to that in poplar MWL (1107 ${\mu}mol$/g). The ${\beta}$-O-4 linkage was estimated to ca. 286 ${\mu}mol$/g In the G-DHP, which was twice as much as that of H-DHP(127 ${\mu}mol$/g). Similar to GS-DHP, only half amount of ${\beta}$-O-4 linkage, compared to pine MWL, was formed during in vitro polymerization of CA by horseradish peroxidase/$H_2O_2$.

Pleurotus ostreatus에 의한 lignin 모델 화합물 분해

  • 신광수
    • The Microorganisms and Industry
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    • v.16 no.3
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    • pp.15-19
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    • 1990
  • 본 연구에서는 lignin 분해시 lignin peroxidase와 glucose oxidase의 역할을 규명하기 위하여 백색부후균의 일종인 Pleurotus ostreatus를 실험 재료로 하여 glucose oxidase와 세포의 peroxidase를 분리하여 그 특성을 규명하여 이미 분리된 타 균주의 효소와 비교 분석하고, .betha.-O-4 linkage를 지닌 이합체 모델화합물에 작용시켜 그 산물을 분석함으로서 간접적이나마 두 효소의 역할및 분해기작을 추정하여 보았다.

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Synthesis of Dimeric Lignin Model Compounds - Veratrylglycerol-β-vanillylalcohol ether compounds - (리그닌 이양체(二量體) 모델화합물(化合物)의 합성(合成) - Veratrylglycerol-β-vanillylalcohol ether 화합물(化合物) -)

  • Zhao, Julan;Hwang, Byung-Ho
    • Journal of Forest and Environmental Science
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    • v.12 no.1
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    • pp.37-44
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    • 1996
  • Two dilignols composed of ${\beta}$-O-4 structure, a important substructure compound in lignin, was synthesized in high yield in a series of the synthetic studies of lignin model compounds. The dimers were identified with $^1H$ and $^{13}C$-NMR and Mass spectroscopy. The important compound of among them, the final synthetic compound [IV].is called 1-(3,4-dimethoxyphenyl)-2-(2'-methoxy-4'-hydroxymethylphenoxy)-propanediol-l,3. This dimeric lignin model compounds should be usefull for the studies of lignin reactions such as pulping, bleaching, pyrolysis, hydrogenolysis, oxidation, reduction, biodegradation, and chemical utilization.

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The Economic Impacts of Pacific Ocean Deep-sea Manganese Nodule Development Project (태평양 심해저 망간단괴 개발사업의 경제적 파급효과)

  • Yoo, Seung-Hoon;Jeong, Dong-Won;Park, Se-Hun
    • Ocean and Polar Research
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    • v.32 no.4
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    • pp.489-499
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    • 2010
  • The securing of raw material is an important requirement for economic development. Many countries, including Korea, actively seek out a stable supply of minerals such as manganese. Manganese nodules are rock concretions on the sea bottom formed of concentric layers of iron and manganese hydroxides around a core and include several strategic minerals necessary for economic development. In particular, the manganese nodule development project (MNDP) plays an important role in the Korean national economy. This study attempts to apply input-output (I-O) analysis in investigating the economic impacts of the MNDP in the Korean national economy. A static I-O framework was employed, focusing on four topics in its application; the production-inducing impacts, the value-added-inducing impacts, the employment-inducing impacts and R&D-inducing impacts of MNDP investments on other sectors. To this end, several versions of the demand-driven models are utilized. In addition, inter-industry linkage analysis is performed to obtain information on the forward and backward linkage effects of industries, including MNDP, to quantify the strength of causation among these industries.