Convenient preparation of an antigenic oligosaccharide from white kidney bean powder: A useful plant oligosaccharide for synthesis of immunoactive glycopolymer.

Convenient preparation of an antigenic oligosaccharide from white kidney bean powder: A useful plant oligosaccharide for synthesis of immunoactive glycopolymer.
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从白芸豆粉中方便地制备抗原性寡糖:一种用于合成免疫活性糖聚合物的有用植物寡糖。

DOI:
10.1016/j.ijbiomac.2019.10.231
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发表时间:
2020
期刊:
Int J Biol Macromol.
影响因子:
--
通讯作者:
Kimura Y.
Kimura Y.
中科院分区:
--
文献类型:
--
作者:
Kimura M;Ogura M;Akamatsu M;Sugimoto K;Maeda M;Nitoda T;Nagasawa-Fujimori H;Yamashita H;Kimura Y.

文献摘要

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植物糖蛋白,特别是变应原性糖蛋白如花粉变应原,通常在三甘露糖基核心结构上携带具有α1-3岩藻糖和/或β1-2木糖残基的抗原性N-聚糖。我们以前报道过这样一种抗原性游离形式的N-聚糖,Man 3Xyl 1Fuc 1GlcNAc 2(M3 FX)抑制花粉症患者Th 2细胞产生IL-4。对于这种免疫活性的分子水平分析,需要用于大规模制备免疫活性游离形式N-聚糖和合成带有多价M3 FX的糖共聚物的有效且方便的程序。在从几种食用豆类制备益生元寡糖的过程中,我们发现游离形式的M3 FX在白色芸豆中积累相对大量。在这份报告中,我们描述了一个新的程序,从白色芸豆粉制备M3 FX的离子交换法,凝胶过滤,和亲水分配的组合。通过MS分析和1H-NMR证实了该方法制备的M3 FX的高纯度,表明游离形式的M3 FX可用于合成新甘醇共聚物。使用这种新方法,可以制备免疫活性寡糖,而无需化学方法,如肼解和排除其他类型N-聚糖所需的其他纯化步骤。
Plant glycoproteins, especially allergenic glycoproteins such as pollen allergens, often carry antigenic N-glycans with α1-3 fucose and/or β1-2 xylose residue(s) on the trimannosyl core structure. We previously reported that one of such antigenic free-form N-glycans, Man3Xyl1Fuc1GlcNAc2 (M3FX) suppressed IL-4 production from Th2 cells of pollinosis patients. For the molecular-level analysis of this immunoactivity, an effective and convenient procedure for large scale preparation of the immunoactive free-form N-glycan and a synthesis of glycopolymers bearing multivalent M3FX has been required. During the preparation of prebiotic oligosaccharides from several edible beans, we found that the free-form M3FX accumulates in relatively large amounts in white kidney beans. In this report, we describe a new procedure for preparation of M3FX from white kidney bean powders by a combination of ion-exchange method, gel-filtration, and hydrophilic partitioning. The high-purity of M3FX prepared by this procedure was confirmed by MS-analysis and 1H-NMR, suggesting that the free-form M3FX can be used for the synthesis of neoglycopolymer. Using this new procedure, the immunoactive oligosaccharide can be prepared without the chemical method such as hydrazinolysis and other purification steps required to exclude other type of N-glycans.