• Title/Summary/Keyword: $\beta$-(1,4)/(1,3) linkage

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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.

Characterization of $\beta$-1,4-D-arabinogalactanase from Alkalophilic Bacillus sp. HJ-12 (호알칼리성 Bacillus sp. HJ-12 유래 $\beta$-1,4-D-arabinogalactanase의 특성)

  • 신해헌;변유량
    • Microbiology and Biotechnology Letters
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    • v.23 no.6
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    • pp.710-716
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    • 1995
  • $\beta $-1, 4-D-arabinogalactanase isolated from alkalophilic Bacillus sp. HJ-12, approximate Mw 42 kDa, was generally stable in the range of pH 6-10 and below 50$\circ$C and its highest activity was observed at 60$\circ$C with pH 7-9. The isolated $\beta $-1, 4-D-arabinogalactanase specifically hydrolyzed $\beta $-1, 4-galactosyl linkage that is the major structure of soybean arabinogalactan (SAG) but not $\beta $-1, 3-galactosyl linkage of the other polysaccharides. K. was estimated as 0.67 mg/ml by the method of Hanes-Woolf plot. No metals and chemical reagents inhibited the enzyme activity but urea did. The active site of this enzyme assumed to be tryptophan residue. The hydrolysis products from SAG, assayed by gel chromatography, TLC and HPLC, were predominantly galactotetraose (Gal$_{4}$) and triose (Gal$_{3}$) with a small portion. $\beta $-1, 4-D-arabinogalactanase hydrolyzed ONPG as well as SAG, and the degree of hydrolysis of SAG was 15% which is lower than that by the other $\beta $-1, 4-galactanases from different sources. SAG treated with this enzyme resulted in the reduction of specific viscosity up to 70%.

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Effect of Temperature on the Extraction of β-Glucan from Different Jeju Barley Varieties

  • Kim, Hyo Jin;Kim, Hyun Jung
    • Korean Journal of Food Science and Technology
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    • v.48 no.3
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    • pp.296-300
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    • 2016
  • The effect of different temperatures (45, 55, 65, and $75^{\circ}C$) on the extraction of ${\beta}$-glucan and the properties of extracted ${\beta}$-glucan were investigated with four different varieties of barley. Jeju naked barley, blue barley, beer barley, and black barley contained 6.85, 5.13, 3.58, and 4.16% of ${\beta}$-glucan, respectively. ${\beta}$-glucan in barley was extracted in the range of 64.88 to 93.84% depending on the extraction temperature and barley variety. The ${\beta}$-glucans in Jeju naked barley, Jeju blue barley, and black barley were optimally extracted at $65^{\circ}C$ for 3 h and Jeju beer barley at $75^{\circ}C$. The extracted ${\beta}$-glucan resolubilized to 43.48-81.73% and the ratio of ${\beta}(1{\rightarrow}3)$ to ${\beta}(1{\rightarrow}4)$ linkage was in the range of 1:3.8-5.8. These results suggest that purification and properties of ${\beta}$-glucan depend not only on the water extraction temperature, but also on the barley variety.

Studies on Substrate Specificities of the Enzymes Lytic to the Cell Wall of Red Yeasts (적색효모 세포벽용해효소의 기질특이성에 관한 연구)

  • 이태호
    • Microbiology and Biotechnology Letters
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    • v.10 no.4
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    • pp.245-252
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    • 1982
  • The enzymes lytic to red yeast cell wall, which were produced by Penicillium lilacinum ATCC 36010 and Bacillus pumilus No 41, hydrolyzed an extracellular mannan from Rhodotonla glutinis IFO 0695. mannan was arranged with $\beta$-1,3 and $\beta$-1,4 linkages alternatively. Using this mannan, substrate specificities of these enzymes were investigated. The one from Penicillium lilacinum was an unique mannanase which hydrolyzed $\beta$-1,3 mannoside bond and the other from B. pumilus was a new type of mannanase which cleaved $\beta$-1,4 mannoside bond with requirement of the existence of $\beta$-1,3 linkage on the reducing side. Both enzymes released two kinds of oligosaccharide from mannan, respectively. However, the enzyme from Pen lilacinum produced tetrasaccharide and disaccharide and one of them, tetrasaccharide, was hydrolyzed to disaccharide further. The one from B. pumilus released tetrasaccharide and hexasaccharide from mannan finally.

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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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Reagentselective reduction of 25(R)-1,4,6-spirostatrien-3-one

  • Ma, Eun-Sook;Kim, Hak-Soon;Kim, Eun-Jung;Jung, Won-Young;Choi, Tae-Young
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.234.1-234.1
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    • 2003
  • Spicatoside A and spicatoside B were isolated from Liriopis tuber. Spicatoside A has anticancer activity and it is composed of 1 ${\beta}$-hydroxy diosgenin and trisaccharides. Spicatoside B has the preventive effect of diabetes mellitus and also has 1 ${\beta}$-hydroxy derivatives, which is clevaged the ether linkage of F ring of diosgenin. Therefore, selective synthesis of 1 ${\beta}$-hydroxydiosgenin is required. (omitted)

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Inheritence, linkage and Possible Use of Fractured Starch Mutant in Barley (Hordeum Vulga L.)

  • Chung, Tae-Young
    • Journal of Plant Biotechnology
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    • v.3 no.3
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    • pp.151-157
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    • 2001
  • In order to breed barley lines with reduced viscosity of wort, a fractured starch mutant of naked barley cultivar, Nubet, was obtained from the M2 seeds mutated by the diethyl sulfate treatment. Seeds of this fractured starch mutant were opaque and the endosperm consists of angular, irregular and fractured starch. The mutant was caused by single recessive mutation and assigned by the symbol fra. The gene was located on chromosome 4, distal in long arm by linkage recombinations using translocation homozygote lethal test set. The linkage value between the fractured starch mutant and 72-4a, 72-4d were 26.0$\pm$4.9, 34.2$\pm$3.1 percent respectively. In addition to the reduced seed size, fewer kernels per spike and higher tillering ability, lower $\beta$-glucan viscosity and higher lysine content of the grain were associated with this mutant. $\beta$-glucan viscosity of the Nubet grains increased from 3 weeks after anthesis to matury and most of the viscose substances appeared to be stored in the middle of the endosperm tissue. Since the mutant grains showed better milling property as compared to Nubet, it can be used as breeding resources to develope new barley cultivars for maltins and milling purpose.

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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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$^{1}H-NMR$ Spectroscopic Evidence on the Glycosidic Linkages of the Transglycosylated Products of Low-Molecular-weight 1,4-$\beta$-D-Glucan Glucanohydrolase from Trichoderma koningii (Trichoderma koningii에서 분리한 저분자 1, 4-$\beta$-D-Glucan Glucanohydrolase의 반응산물에 대한 핵자기공명 스펙트럼 분석)

  • 맹필재;강사욱;정춘수;홍순우;하영칠;이영하;김재헌
    • Korean Journal of Microbiology
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    • v.25 no.4
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    • pp.304-308
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    • 1987
  • The mode of transglycosylation reaction observed during the action of low-molecular-weight 1,4-$\beta$-D-glucan glucanohydrolase (EC 3.2.1.4) purified from Trichoderma koningii ATCC 26113 was investigated using $^{1}H-NMR $spectroscopy. The H-1 proton resonances were analysed. After reaction of the enzyme with cellotriose, the reaction products were separated by high performance liquid chromatography. H-1 resonances of the products were consisted with those of cellobiose, cellotriose and cellotitraose, respectively. Therefore it was proved that all the reaction products formed by the action of the enzyme on cellooligosaccharides, including transglycosylation products, possess only H-NMR -1,4-glycosidic linkage(s).

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Immobilization of $\beta$-glucosidase and properties of Immobilized Enzyme ($\beta$-glucosidase의 고정화와 효소 반응특성)

  • 정의준;이상호이용현
    • KSBB Journal
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    • v.5 no.2
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    • pp.141-149
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    • 1990
  • $\beta$-glucosidase derived from Aspergillus niger was immobilized by (1) covalent linkage on chitin and chitosan with glutaraldehyde, (2) adsorption on DEAE-cellulose and Amberite IRA93 after succinylation, and (3) entrapment on alginate and polyacrylamide gels with various cross linking agents. The retention yield of $\beta$-glucosidase immobilized on chitosan was 31.5% and operational stability was 69% after continuous operation at column reactor(5$0^{\circ}C$ at pH 4.8) for 15 days. The retention yield and operational stability were 24.7% and 60% respectively, in adsorption on Amberite IRA 93. On the other hand, the entrapment method by alginate and polyacrylamide gel was identified to be not appropriate due to the continuous elution of inlmobilized $\beta$-glucosidase. Optimum conditions for the immobilization on chitosan were also studied with optimum pH of 4.8 and glutaraldehyde concentration of 0.4%(w/v). The properties and stability of immobilized $\beta$-glucosidase are also investigted. The conversion yield of cellobiose to glucose was also analyzed using the column type enzyme reactor to evaluate the effectiveness of immobilized enzyme.

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