Browse > Article

Structural and Physiological Characteristics of Rhamnogalacturonan II from Fruit Wines  

Park, So-Yeon (Department of Food Science and Biotechnology, Kyonggi University)
Shin, Kwang-Soon (Department of Food Science and Biotechnology, Kyonggi University)
Publication Information
Food Science and Biotechnology / v.16, no.2, 2007 , pp. 270-274 More about this Journal
Abstract
To characterize the polysaccharides which exist as soluble forms in fruit wines, crude polysaccharides were isolated from red, white, raspberry, wild grape, and pear wine, respectively. Among them, the crude polysaccharide (RW-0) in red wine showed the highest yield and considerable amounts of thiobarbituric acid (TBA)-positive materials. The pectic polysaccharide RW-2 was purified to homogeneity from RW-0 by subsequent size-exclusion chromatography using Sephadex G-75 and its structure was characterized. RW-2 consisted of 14 different monosaccharides which included rarely observed sugars in general polysaccharides, such as 2-O-methyl-fucose, 2-O-methyl-xylose, apiose (Api), 3-C-carboxy-5-deoxy-L-xylose (aceric acid, AceA), 3-deoxy-D-manno-2-octulosonic acid (Kdo), and 3-deoxy-D-lyxo-2-heptulosaric acid (Dha). Methylation analysis indicated that RW-2 comprised at least 20 different glycosyl linkages such as 3,4-linked fucose, 2,3,4-linked rhamnose, 3'-linked apiose, and 2,3,3'-linked apiose, being characteristic in rhamnogalacturonan II (RG-II). High performance size-exclusion chromatography indicated that RW-2 mainly comprised RG-II of higher molecular weight (12,000), and that the changes of molecular weight to apparent 7,000 under less than pH 2.0 were observed. These analyses indicated that the higher molecular weight polysaccharide in RW-2 was mainly present as a RG-II dimer.
Keywords
red wine; structure; polysaccharide; rhamnogalacturonan II; dimer;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 1  (Related Records In Web of Science)
Times Cited By SCOPUS : 1
연도 인용수 순위
1 Wollin SD, Jones PJH. Alcohol, red wine, and cardiovascular disease. J. Nutr. 131: 1401-1404 (2001)
2 Fuhrman B, Lavy A, Aviram M. Consumption of red wine with meals reduces the susceptibility of human plasma and low-density lipoprotein to lipid peroxidation. Am. J. Clin. Nutr. 61: 549-554 (1995)   DOI
3 Tedesco I, Russo M, Russo P, Iacomino G, Russo GL, Carraturo A, Faruolo C, Moio L, Palumbo R. Antioxidant effect of red wine polyphenols on red blood cells. J. Nutr. Biochem. 11: 114-119 (2000)   DOI   ScienceOn
4 Dubois M, Gilles KA, Hamilton JK, Rebers PA, Smith F. Colorimetric method for determination of sugars and related substances. Anal. Chem. 28: 350-356 (1956)   DOI
5 Zhao JF, Kiyohara H, Yamada H, Takemoto N, Kawamura H. Heterogeneity and characterization of mitogenic and anticomplementary pectic polysaccharides from the roots of Glycyrrhiza uralensis Fisch et DC. Carbohyd. Res. 219: 149-172 (1991)   DOI   ScienceOn
6 Hakomori S. A rapid permethylation of glycolipid, and polysaccharide catalyzed by methylsulfinyl carbanion in dimethyl sulfoxide. J. Biochem. -Tokyo 55: 205-208 (1964)
7 O'Neill MA, Ishii T, Albersheim P, Darvill AG. Rhamnogalacturonan II: structure and function of a borate cross-linked cell wall pectic polysaccharide. Annu. Rev. Plant Biol. 55: 109-139 (2004)   DOI   ScienceOn
8 Thomas JR, McNeill M, Darvill AG, Albersheim P. Structure of plant cell walls. XIX. Isolation and characterization of wall polysaccharides from suspension-cultured Douglas fir cells. Plant Physiol. 83: 659-671 (1987)   DOI   ScienceOn
9 Stevenson TT, Darvill AG, Albersheim P. 3-Deoxy-D-Iyxo-2-heptulosaric acid, a component of the plant cell-wall polysaccharide rhamnogalacturonan-Il, Carbohyd. Res. 179: 269-288 (1988)   DOI   ScienceOn
10 Kobayashi M, Matoh T, Azuma J. Two chains of rhamnogalaturonan II are cross-linked by borate-diol ester bonds in higher plant cell walls. Plant Physiol. 110: 1017-1020 (1996)   DOI
11 Park GG. The Preparation of crystalline $\beta$-1,4-mannotriose from poonac using the enzyme system and yeast fermentation. Food Sci. Biotechnol. 14: 818-822 (2005)
12 Karkhanis YD, Zeltner JY, Jackson JJ, Carlo DJ. A new and improved microassay to determine 2-keto-3-deoxyoctonate in lipopolysaccharide of Gram-negative. Anal. Biochem. 85: 595-601 (1978)   DOI   ScienceOn
13 Jones TM, Albersheim P. A gas chromatography method for the determination of aldose and uronic acid constituents of plant cell wall polysaccharide. Plant Physiol. 49: 926-936 (1972)   DOI   ScienceOn
14 Engelsen SB, Cros S, Mackie W, Perez S. A molecular builder for carbohydrates: application to polysaccharides and complex carbohydrates. Biopolymers 39: 417-433 (1996)   DOI   ScienceOn
15 Yu KW, Kiyohara H, Matsumoto T, Yang HC, Yamada H. Characterization of pectic polysaccharides having intestinal immune system modulating activity from rhizomes of Atractylodes lancea DC. Carbohyd. Polym. 46: 125-134 (2001)   DOI   ScienceOn
16 Ridley BL, O'Neill MA, Mohnen D. Pectin: structure, biosynthesis, and oligogalcturonide-related signaling. Phytochemistry 57: 929-967 (2001)   DOI   ScienceOn
17 Shin KS, Kiyohara H, Matsumoto T, Yamada H. Rharnnogalacturonan II dimers cross-linked by borate diesters from the leaves of Panax ginseng C.A. Meyer are responsible for expression of their IL-6 production enhancing activities. Carbohyd. Res. 307: 97-106 (1998)   DOI   ScienceOn
18 Waeghe TJ, Darvill AG, McNeil M, Albersheim P. Determination by methylation analysis of the glycosyl linkage compositions of microgram quantities of complex carbohydrates. Carbohyd. Res. 123: 281-304 (1983)   DOI   ScienceOn
19 York WS, Darvill AG, McNeil M, Stevenson TT, Albersheim P. Isolation and characterization of plant cell walls and cell wall components. Method Enzymol. 118: 3-40 (1986)   DOI
20 Whitcombe AJ, O'Neill MA, Steffan W, Albersheim P, Darvill AG. Structural characterization of the pectic polysaccharide rhamnogalacturonan II. Carbohyd. Res. 271: 15-29 (1995)   DOI   ScienceOn
21 Thomas JR, Darvill AG, Albersheim P. Isolation and structural characterization of the pectic polysaccharide rhamnogalacturonan II from the walls of suspension-cultured rice cells. Carbohyd. Res. 185: 261-277 (1989)   DOI   ScienceOn
22 Shin KS, Darvill AG. Structural characterization of physiologically active polysaccharides from natural products (Arabidopsis). Food Sci. Biotechnol. 15: 447-452 (2006)   과학기술학회마을
23 Albersheim P, An J, Freshour G, Fulle MS, Guillen R, Ham KS, Hahn MG, Huang J, O'Neill M, Whitcombe A, Williams MV, York WS, Darvill AG. Structure and function studies of plant cell wall polysaccharide. Biochem. Soc. T. 22: 374-378 (1994)   DOI
24 Sweet DP, Shapiro RH, Albersheim P. Quantitative analysis by various G.L.C. response-factor theories for partially methylated and partially ethylated alditol acetates. Carbohyd. Res. 40: 217-225 (1975)   DOI   ScienceOn
25 Tahiri M, Pellerin P, Tressol JC, Doco T, Pepin D, Rayssiguier Y, Coudray C. The rharnnogalacturonan-II dimer decreases intestinal absorption and tissue accumulation of lead in rats. J. Nutr. 130: 249-253 (2000)   DOI
26 Kaneko S, Ishii T, Matsunaga T. A boron-rhamnogalacturonan-II complex from bamboo shoot walls. Phytochemistry 44: 243-248 (1997)   DOI   ScienceOn
27 Whitehead TP, Robinson D, Allaway S, Syms J, HaleA. Effect of red wine ingestion on the antioxidant capacity of serum. Clin. Chem. 41: 32-35 (1995)
28 O'Neill M, Albersheim P, Darvill A. The pectic polysaccharides of primary cell walls. Vol. 2, pp. 415-441. In: Methods In Plant Biochemistry. Carbohydrates. Dey PM (ed). Academic, London, England (1990)
29 Ishii T. O-acetylated oligosaccharides from pectins of potato tuber cell walls. Plant Physiol. 113: 1265-1272 (1997)   DOI
30 Ishii T, Matsunaga T. Isolation and characterization of a boron-rhamnogalacturonan-II complex from cell walls of sugar beet pulp. Carbohyd. Res. 284: 1-9 (1996)   DOI   ScienceOn
31 O'Neill MA, Warrenfeltz D, Kates K, Pellerin P, Doco T, Darvill AG, Albersheim P. Rharnnogalacturonan-Il, a pectic polysaccharide in the walls of growing plant cell, forms a dimer that is covalently cross-linked by a borate ester - in vitro conditions for the formation and hydrolysis of the dimer. J. Biol. Chem. 271: 22923-22930 (1996)   DOI   ScienceOn
32 Stevenson TT, Darvill AG, Albersheim P. 3-Deoxy-D-Iyxo-2- heptulosaric acid, a component of the plant cell-wall polysaccharide rhamnogalacturonan-II. Carbohyd. Res. 179: 269-288 (1988)   DOI   ScienceOn
33 Perez S, Rodriguez-Carvajal MA, Doco T. A complex plant cell wall polysaccharide: rhamnogalacturonan II. A structure in quest of a function. Biochimie 85: 109-121 (2003)   DOI   ScienceOn
34 Shin KS, Kiyohara H, Matsumoto T, Yamada H. Rharnnogalacturonan II from the leaves of Panax ginseng C.A. Meyer as a macrophage Fe receptor expression-enhancing polysaccharide, Carbohyd. Res. 300: 239-249 (1997)   DOI   ScienceOn
35 Blumenkrantz N, Asboe-Hansen G. New method for quantitative determination ofuronic acid. Anal. Biochem. 54: 484-489 (1973)   DOI   ScienceOn
36 Spellman MW, McNeill M, Darvill AG, Albersheim P, Henrick K. Isolation and characterization of 3-C-carboxy-5-deoxy-L-xylose, a naturally occuring, branched chain, acidic monosaccharide. Carbohyd, Res. 122: 115-129 (1983)   DOI   ScienceOn
37 Estruch R. Wine and cardiovascular disease. Food Res. Int. 33: 219-226 (2000)   DOI   ScienceOn
38 Kerry NL, Abbey M. Red wine and fractionated phenolic compounds prepared from red wine inhibit low density lipoprotein oxidation in vitro. Atherosclerosis 135: 93-102 (1997)   DOI   ScienceOn
39 Thibault JF, Mercier C. Aspergillus niger endopolygalacturonase. I. Studies on purification by agarose gel chromatography. J. Solid Phase Biochem. 2: 295-304 (1977)
40 Ishii T, Matsunaga T. Pectic polysaccharide rhamnogalacturonan II is covalently linked to homogalacturonan. Phytochemistry 57: 969-974 (2001)   DOI   ScienceOn
41 York WS, Darvill AG, McNeil M, Albershiem P. 3-Deoxy-Dmanno-2-octulosonic acid (Kdo) is a component of rhamnogalacturonan-II, a pectic polysaccharide in the primary cell walls of plants. Carbohyd. Res. 138: 109-126 (1985)   DOI   ScienceOn
42 Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of proteindye binding. Anal. Biochem. 72: 248-254 (1976)   DOI   ScienceOn