Structural elucidation of polysaccharide part of glycoconjugate from Treponema medium ATCC 700293
Structural elucidation of polysaccharide part of glycoconjugate from Treponema medium ATCC 700293
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DOI：
10.1046/j.1432-1033.2003.03644.x
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发表时间：
2003-06-01
期刊：
影响因子：
--
通讯作者：
Ogawa, T
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文献类型：
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作者：
Hashimoto, M;Asai, Y;Ogawa, T
糖缀合物分布在一些小尺寸的密螺旋体的细胞表面上，并且已经被报道与脂多糖完全不同。我们从密螺旋体培养基ATCC 700293（一种中等大小的口腔螺旋体）中分离出一种糖缀合物组分，以评估其免疫生物学活性，并使用苯酚/水提取、疏水色谱和凝胶过滤来阐明其多糖部分的化学结构。糖缀合物显示出可忽略的或弱的内毒素和免疫生物学特性。二维NMR和MALDI-TOF-MS显示多糖部分的化学结构是具有两个氨基酸的四糖骨架：[-->4）β-d-Glcp NAc 3 NAcA（1-->4）β-d-Manp NAc 3 NAOrn（1--> 3）β-d-Glcp NAc（1-->3）alpha-D-Fucp 4 NAsp其中GlcNAc 3 NAcA是2，3-二乙酰氨基-2，3-二脱氧葡萄糖醛酸，ManNAc 3 NAOrn是N（δ）-Fuc 4 NAsp是4-（α-乙酰氨基）氨基-4，6-二脱氧半乳糖。
Glycoconjugates are distributed on the cell surfaces of some small-sized treponemes and have been reported to be completely different from lipopolysaccharides. We separated a glycoconjugate fraction from Treponema medium ATCC 700293, a medium-sized oral spirochete, to assess its immunobiological activities and elucidate the chemical structure of its polysaccharide part using phenol/water extraction, hydrophobic chromatography, and gel filtration. The glycoconjugate showed negligible or weak endotoxic and immunobiological properties. The chemical structure of the polysaccharide part was shown by two-dimensional NMR and MALDI-TOF-MS to be a tetrasaccharide backbone with two amino acids:[-->4)beta-d-Glcp NAc3NAcA(1-->4)beta-d-Manp NAc3NAOrn(1-->3)beta-d-Glcp NAc(1-->3)alpha-D-Fucp 4NAsp(1-->]where GlcNAc3NAcA is 2,3-diacetamido-2,3-dideoxyglucuronic acid, ManNAc3NAOrn is N (delta) -(2-acetamido-3-amino-2,3-dideoxymannuronyl)ornithine, and Fuc4NAsp is 4-(alpha-aspartyl)amino-4,6-dideoxygalactose.