• Title/Summary/Keyword: Galactan

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Structural Analysis of Water Soluble Lignin-Carbohydrate Complex(LCC) Isolated from Korean Camellia Mistletoe(Pseudixus japonicus Hayata) (한국산 동백나무겨우살이에서 추출한 수용성 리그닌-탄수화물 복합체의 구조분석)

  • Choi, Joon-Weon;Ahn, Won-Yung
    • Journal of the Korean Wood Science and Technology
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    • v.25 no.3
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    • pp.1-7
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    • 1997
  • 한국산 동백나무겨우살이(Pseudixus japonicus Hayata)에 존재하는 수용성 리그닌-탄수화물 복합체를 구성하는 다당류의 구조를 밝히고 리그닌 성분과 다당류의 결합양식을 구명하고자, 냉 온수 추출한 수용성 리그닌-탄수화물 복합체(M-LCC-WE)를 DEAE Sephadex A-50로 중성분획(M-LCC-N)과 산성분획(M-LCC-A), 나머지분획(M-LCC-R)으로 세분화한 후 M-LCC-N과 M-LCC-A에 대하여 메틸화, 아세틸화, 그리고 DDQ 산화반응을 실시하였다. M-LCC-N을 구성하는 다당류는 ($1{\rightarrow}4$) 글리코시드결합의 arabinan과 ($1{\rightarrow}4$)나 ($1{\rightarrow}6$) 글리코시드결합의 galactan과 glucan으로 M-LCC-A의 다당류는 ($1{\rightarrow}4$) 글리코시드결합의 arabinan과 ($1{\rightarrow}6$) 글리코시드결합의 galactan이 다당류 주성분으로 밝혀졌으며 galacturonic acid가 결합되어 있기 때문에 산성적 성질을 나타내고 있었다. 또한 M-LCC-A에서는 galacturonic acid 의 carboxyl 그룹이 리그닌의 ${\alpha}$-와 ${\gamma}$-위치에서 ester결합이 존재함이 확인되었다.

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Roles of sugar chains in immunostimulatory activity of the polysaccharide isolated from Angelica gigas (참당귀에서 분리한 다당의 면역활성에 대한 당쇄의 역할)

  • Shin, Kwang-Soon
    • Korean Journal of Food Science and Technology
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    • v.51 no.4
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    • pp.336-342
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    • 2019
  • To elucidate structure-function relationship of polysaccharide from Angelica gigas, the AGE-2c-I was purified by two successive chromatography steps. AGE-2c-I showed a potent anti-complementary activity in a dose-dependent manner. AGE-2c-I with a molecular weight of 140 kDa comprised four monosaccharides and 13 glycosyl linkages, and strongly reacted with ${\beta}$-glucosyl Yariv reagent. For the fine structure analysis of AGE-2c-I, it was sequentially digested by exo-arabinofuranosidase and endo-galactanase. The results indicated that AGE-2c-I was a typical RG-I polysaccharide with side chains such as highly branched ${\alpha}$-arabinan, ${\beta}$-($1{\rightarrow}4$)-galactan and arabino-${\beta}$-3,6-galactan. To characterize the active moiety of AGE-2c-I, the anti-complementary activities of AGE-2c-I and its subfractions were assayed. It was observed that the anti-complementary activity of AGE-2c-I was due to the entire structure that resembled RG-I. In addition, arabino-${\beta}$-3,6-galactan side chain (GN-I) in AGE-2c-I probably plays a crucial role in the anti-complementary activity, whereas ${\alpha}$-arabinan side chain (AFN-I) consisting of 5-linked Araf and 3,5-branched Araf partially contributes to the activity.

Rapid Isolation Method for Preparation of Immuno-Stimulating Rhamnogalacturonans in Citrus Peels (귤피 유래 면역활성 람노갈락투로난류의 신속 분리방법)

  • Lee, Sue-Jung;Hong, Hee-Do;Shin, Kwang-Soon
    • Korean Journal of Food Science and Technology
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    • v.47 no.3
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    • pp.286-292
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    • 2015
  • We developed a rapid isolation method for fractionation of polysaccharides with different characteristics, and optimized it for the polysaccharide mixture from Korean citrus peels. A crude polysaccharide mixture, citrus-peel-enzyme (CPE) fraction was isolated from the citrus peels digested with pectinase and ethanol precipitation. CPE was further fractionated with serially diluted ethanol solution (ethanol:deionized water=8:1, 4:1, 3:1, 2:1, 1.5:1, 1:1, and 0.5:1) to produce seven fractions labeled from CPE8 to CPE0.5. Fraction from CPE8 to CPE1 were mostly composed of 11 different sugars, including rhamnogalacturonan (RG) I and II, and the sugars contained arabino-${\beta}$-3,6-galactan moiety. However, CPE0.5 did not contain RG-II and arabino-${\beta}$-3,6-galactans. Treatment of macrophages with fractions CPE8-CPE1 led to a dose-dependent increase in interleukin-6 production (IL-6), while treatment with CPE1 and CPE0.5 fractions resulted in decreased levels of IL-6. These results indicate that this isolation method may be useful for the rapid fractionation of bioactive RGs from polysaccharide mixtures.

Structural characteristics of a red ginseng acidic polysaccharide rhamnogalacturonan I with immunostimulating activity from red ginseng

  • Lee, Sue Jung;In, Gyo;Han, Sung-Tai;Lee, Mi-Hyang;Lee, Jong-Won;Shin, Kwang-Soon
    • Journal of Ginseng Research
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    • v.44 no.4
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    • pp.570-579
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    • 2020
  • Background: Many researchers reported that the various immune activities of red ginseng are due to acid polysaccharides. But, the exact structural characteristics of the acidic polysaccharide in red ginseng have not been fully elucidated. Therefore, we isolated the acidic polysaccharide from red ginseng and characterized the structural property of the active moiety of this polysaccharide, which contributes to the immunostimulatory activity of red ginseng. Methods: A polysaccharide (RGP-AP-I) was purified from red ginseng via size-exclusion chromatography using Sephadex G-100. Immunostimulatary activity of RGP-AP-I was investigated via anti-complementory and macrophage stimulatory activity. The structure of RGP-AP-I was characterized by HPLC, sugar composition, β-glucosyl Yariv reagent and methylation analysis. Results: Peritoneal macrophages stimulated using RGP-AP-I significantly augmented the production of various cytokines such as interleukin (IL)-6, IL-12, and tumor necrosis factor (TNF)-α. The primary structure of RGP-AP-I was elucidated by assessing its sugar composition and methylation analysis. RGP-AP-I is a 96 kDa acidic polysaccharide, and comprises nine different monosaccharides, which mainly include sugars such as rhamnose (Rha, 9.5%), galacturonic acid (GalA, 18.4%), galactose (Gal, 30.4%), and arabinose (Ara, 35.0%). RGP-AP-I exhibited an considerable reaction with the β-glucosyl Yariv reagent, revealing the presence of arabino-β-3,6-galactan. Methylation analysis indicated that RGP-AP-I comprises 21 different glycosyl linkages, such as 3-, 4-, 6- and 3,6-linked Galp; 5-linked Araf; 2,4-linked Rhap; and 4-linked GalAp, which are characteristics of rhamnogalacturonan I (RG-I). Conclusion: we assumed that the immunostimulatory activity of RGP-AP-I may be due to the RG-I structure, which comprises a main chain with a repeating linkage unit, [→2)-Rhap-(1→4)-GalAp-(1→] and three groups of side chains such as (1→5)-linked arabinan, (1→4)-linked galactan, and arabino-β-3,6-galactan, which branch at the C(O)4 positions of Rha residues in the main chain of RGP-AP-I.

Ginseng-derived type I rhamnogalacturonan polysaccharide binds to galectin-8 and antagonizes its function

  • Yi Zheng;Yunlong Si;Xuejiao Xu;Hongming Gu;Zhen He;Zihan Zhao;Zhangkai Feng;Jiyong Su;Kevin H. Mayo;Yifa Zhou;Guihua Tai
    • Journal of Ginseng Research
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    • v.48 no.2
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    • pp.202-210
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    • 2024
  • Background: Panax ginseng Meyer polysaccharides exhibit various biological functions, like antagonizing galectin-3-mediated cell adhesion and migration. Galectin-8 (Gal-8), with its linker-joined N- and C-terminal carbohydrate recognition domains (CRDs), is also crucial to these biological processes, and thus plays a role in various pathological disorders. Yet the effect of ginseng-derived polysaccharides in modulating Gal-8 function has remained unclear. Methods: P. ginseng-derived pectin was chromatographically isolated and enzymatically digested to obtain a series of polysaccharides. Biolayer Interferometry (BLI) quantified their binding affinity to Gal-8, and their inhibitory effects on Gal-8 was assessed by hemagglutination, cell migration and T-cell apoptosis. Results: Our ginseng-derived pectin polysaccharides consist mostly of rhamnogalacturonan-I (RG-I) and homogalacturonan (HG). BLI shows that Gal-8 binding rests primarily in RG-I and its β-1,4-galactan side chains, with sub-micromolar KD values. Both N- and C-terminal Gal-8 CRDs bind RG-I, with binding correlated with Gal-8-mediated function. Conclusion: P. ginseng RG-I pectin β-1,4-galactan side chains are crucial to binding Gal-8 and antagonizing its function. This study enhances our understanding of galectin-sugar interactions, information that may be used in the development of pharmaceutical agents targeting Gal-8.

Effects of Mono- and Polysaccharides on In Vitro Fertility of Boar Spermatozoa

  • Hwang, In-Sun;Cheong, Hee-Tae;Yang, Boo-Keun;Kim, Choung-Ik;Park, Choon-Keun
    • Reproductive and Developmental Biology
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    • v.31 no.2
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    • pp.115-120
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    • 2007
  • This study was conducted to examine the effect of several saccharides on the induction of capacitation and acrosome reaction (AR) and to examine the effects of mono and polysaccharides on the penetration activity of boar spermatozoa. Spermatozoa were inseminated in medium with fucose, galactose and mannose as monosaccharide, and fucoicIan. galactan and marman as polysaccharide. The penetration rates were significantly (p<0.05) lower in medium with galactose (40.6%), mannose (38.1%), fucose (41.6%) and fucoidan (36.6%) compared with control (56.7%). The rates of AR were increased (40.7 to 59.8%) by the preincubation periods prolonged from 0 to 4 hr (p<0.05). Similar tendencies were observed in AR when spermatozoa were treated with monosaccharides, but not significantly differ among the groups treated with different time of preincubation with some exception of galactose. When spermatozoa were treated with polysaccharides, the rates of AR were significantly (p<0.05) increased by preincubation time prolonged from 0 to 4 hr with an exception of fucoidan. In conclusion, the present study suggests that penetration rate of spermatozoa is higher in presence of polysaccharides than monosaccharides. Also, it may resume that the comparing to control, the all saccharides (L-fucose, D-galactose, D-mannose, fucoidan. galactan and mannan)-treated groups slightly increase the AR pattern as preincubation time prolonged.

Chemical Constituents of Saccharides and Triterpenoids in the Korean Native Mistletoes (III) - Structural Features of Water-soluble Polysaccharides from Korean Oak Mistletoe(Loranthus yadoriki Sieb.) - (한국산(韓國産) 겨우살이류(類)의 당류(糖類)와 Triterpenoids의 화학적(化學的) 조성(組成) (III) -한국산 참나무겨우살이(Loranthus yadoriki Sieb.)의 수용성 다당류의 구조적 특성 -)

  • Lee, Su-Hee;Ahn, Won-Yung
    • Journal of the Korean Wood Science and Technology
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    • v.24 no.3
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    • pp.28-36
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    • 1996
  • This experiment was carried out to elucidate the sugar composition of polysaccharides and the structural features of water-soluble polysaccharides(WSP) isolated from Korean oak mistletoe, Loranthus yadoriki Sieb. The 48-hours ball-milled meals of extractive-free dried mistletoe sawdusts were extracted with distilled water for $24hrs{\times}2$ at room temperature. The extracts poured into 95% ethyl alcohol to precipitate. The separated precipitate of WSP, in form of yellowish white powder by lyophilization, was fractionated into four subfractions of WSP-1, WSP-2, WSP-3 and WSP-4 by anion exchange chromatography on DEAE-cellulose column. The sugar composition of WSPs was analyzed by GLC in form of their glycitol acetates, and the structure of polysaccharides in Fractions WSP-1 and WSP-2 was determined by FT-IR and GC-MS after methylation through and acetylation. The sugars of WSPs from Korean oak mistletoe, Loranthus yadoriki, are majorly arabinose and galactose in stem, galactose in leaves very high in content and showed difference in composition and monomeric units between stems and leaves. D-galactose, D-glucose and L-arabinose are the simple sugars consisting of polysaccharides in WSP-1. ($1{\rightarrow}3$)-Linked galactan is the bakcbone with side chain of ($1{\rightarrow}5$)- -L-arabinofuranosyl residues and ($1{\rightarrow}6$)- -D-galactopyranosyl residues, and ($1{\rightarrow}4$)-linked glucan also presents. ($1{\rightarrow}4$)-Linked rhamnogalacturonan and ($1{\rightarrow}4$)- and ($1{\rightarrow}3$)-linked galactan present in WSP-2.

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Convenient Method for Selective Isolation of Immuno-Stimulating Polysaccharides from Persimmon Leaves (감잎으로부터 면역 활성 다당의 선택 분리를 위한 간편 방법)

  • Lee, Sue Jung;Hong, Hee-Do;Shin, Kwang-Soon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.45 no.1
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    • pp.52-60
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    • 2016
  • The biological activity of polysaccharide is greatly influenced by polysaccharide structure and molecular distribution. Here, we developed a rapid and convenient isolation method for fractionating polysaccharides with different characteristics and optimized it using a polysaccharide mixture from Korean persimmon leaves. A crude polysaccharide mixture, persimmon leaves-enzyme (PLE) fraction, was isolated from persimmon leaves digested with pectinase and ethanol precipitation. The PLE fraction was further fractionated with a serially diluted ethanol solution (ethanol : deionized water=4:1, 2:1, 1.5:1, 1:1, and 0.5:1) to produce 10 subfractions (five precipitate fractions labeled from PLE-4 to PLE-0.5 and five supernatant fractions labeled from PLE-4S to PLE-0.5S). HPLC analysis indicated that PLE-4 and -2 consisted of diverse polysaccharides, whereas PLE-1.5, -1, and -0.5 contained high molecular weight (MW) polysaccharides. The fractions from PLE-4 to PLE-1 were mostly composed of 13 different characteristic sugars in rhamnogalacturonan (RG) I and II, and the sugars contained an arabino-${\beta}$-3,6-galactan moiety. However, PLE-0.5 did not contain RG-II or ${\beta}$-arabino-3,6-galactan. Treatment of macrophages with fractions PLE-1.5S and PLE-1S led to a $10{\mu}g/mL$ increase in interleukin (IL)-6 production, whereas treatment with PLE-4S and PLE-2S fractions composed of low MW polysaccharides resulted in reduced levels of IL-6. These results indicate that this isolation method may be useful for the rapid and convenient fractionation of bioactive RGs from polysaccharide mixtures with various properties.

Dilute Acid Pretreatment of Woody Hemicellulose Using a Percolation Process (Percolation 공정에 의한 목질계 헤미셀룰로오스의 묽은산 전처리)

  • 염동문;김성배;박순철
    • KSBB Journal
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    • v.13 no.3
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    • pp.312-319
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    • 1998
  • The dilute-acid pretreatment/hydrolysis of hemicellulose in oak wood using a percolation reactor was investigated. The experimental conditions ranged 160∼180$^{\circ}C$ and 0.05∼0.2 wt.% sulfuric acid. XMG(xylan+mannan+galactan) recovery was higher when sulfuric acid was used as leaching solvent than water. Also it was important for high XMG recovery to keep leaching temperature higher after reaction. XMG recovery was decreased as the size of wood chips was increased. At an optimum condition (reaction condition= 170$^{\circ}C$, 0.1% sulfuric acid, 1ml/min, 10min, leaching condition=0.1% sulfuric acid, 2mL/min, 20 min), the product yield and the sugar concentration were about 92% and 2.7%, respectively.

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Characterization of Bone Marrow Cell Proliferating Arabinogalactan through Peyer`s Patch Cells from Rhizomes of Atractylodes lancea DC

  • Yu, Kwang-Won;Hwang, Jong-Hyun
    • Preventive Nutrition and Food Science
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    • v.6 no.3
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    • pp.180-186
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    • 2001
  • Bone marrow cell proliferating arabinogalactan-like polysaccharide (ALR-3IIa-1-1) has been purified from rhizomes of Atractylodes lancea DC. In order to characterize the essential structure of ALR-3IIa-1-1 for expression of the activity, sequential enzymatic digestion using ego-$\alpha$-L-arabinofurasidase (AFase) and ego-$\beta$-D-(1longrightarrow3)-galactanase (GNase) was employed. After ALR-3IIa-1-1 was digested with the AFase, the GNase digestion cleaved only 10% and 23% of 3-linked and 3,6-branched galactose, respectively, from arabinose-trimmed ALR-3IIa-1-1 (AT-ALR-3IIa-1-1), and gave small amounts of intermediate size (AT-G-2) and shorter oligosaccharides (AT-G-3) fractions in addition to a large amount of the GNase resistant fraction (AT-G-1). When AT-G-1 was redigested gradually with the AFase and GNase, it released trace amounts of oligosaccharides in addition to a large amount of the resistant fraction. When the final enzyme-resistant fraction from AT-G-1 was digested simultaneously with both AFase and GNase, the resistant fraction was significantly degraded into two long fragments (3AT-3G-1 and 2). The mixture of digestion products from the first GNase digestion of AT-ALR-3IIa-1-1 showed a significantly decreased bone marrow cell proliferation activity to about 30% of the activity of ALR-3IIa-1-1, but the GNase resistant fraction (AT-7-1) still had significant activity. Although the second gradual enzymatic digestion of AT-G-1 showed a marginal decrease in activity, the resulting fragments (3AT-3G-1 and 2) by the final simultaneous enzymatic digestion lost most of the activity. Component sugar, methylation and FAB-MS analyses indicated that the digestion products (AT-G-21 AT-G-31 2AT-2G-2 and 2AT-2G-3) released from AT-ALR-3IIa-1-1 by the sequential enzymatic digestion contained galactose-containing oligosaccharides mainly comprising 6-linked galactose, that some of which were partially arabinosylated, and these oligosaccharides were attached to $\beta$-D-(1longrightarrow3)-galactan backbone in its non-reducing terminal side as side chains.

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