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从洋葱伯克霍尔德菌脂多糖中分离并鉴定（4-氨基-4-脱氧-β-L-阿拉伯吡喃糖基）-（1→8）-（D-甘油-α-D-塔罗-2-辛酮糖醛酸）-（2→4）-（3-脱氧-D-甘露-2-辛酮糖醛酸甲酯）二钠

Isolation and characterisation of disodium (4-amino-4-deoxy-beta-L- arabinopyranosyl)-(1-->8)-(D-glycero-alpha-D-talo-oct-2-ulopyranosylona te)- (2-->4)-(methyl 3-deoxy-D-manno-oct-2-ulopyranosid)onate from the lipopolysaccharide of Burkholderia cepacia.

作者信息

Isshiki Y, Kawahara K, Zähringer U

机构信息

Forschungszentrum Borstel, Zentrum für Medizin und Biowissenschaften, Germany.

出版信息

Carbohydr Res. 1998 Nov;313(1):21-7. doi: 10.1016/s0008-6215(98)00179-7.

DOI:10.1016/s0008-6215(98)00179-7
PMID:9861699
Abstract

A trisaccharide was isolated from the core oligosaccharide in the lipopolysaccharide (LPS) of Burkholderia cepacia GIFU 645 (ATCC 25416, type strain) by methanolysis followed by HPLC and saponification. It was identified by MS, methylation analysis and 1H and 13C NMR spectroscopy as disodium (4-amino-4-deoxy-beta-L-arabinopyranosyl)-(1-->8)-(D-glycero- alpha-D-talo-oct-2-ulopyranosylonate)-(2-->4)-(methyl 3-deoxy-D-manno-oct-2-ulopyranosid)onate. In addition to the trisaccharide derivative, methanolysis gave dimethyl (D-glycero-alpha-D- talo-oct-2-ulopyranosylonate)-(2-->4)-(methyl 3-deoxy-D-manno-oct-2- ulopyranosid)onate in a relative proportion to the trisaccharide of 3:1, indicating a non-stoichiometric (approximately 25%) substitution of the octulosonic acid by 4-amino-4-deoxyarabinose in the LPS.

摘要

通过甲醇解、高效液相色谱（HPLC）和皂化反应，从洋葱伯克霍尔德菌GIFU 645（ATCC 25416，模式菌株）脂多糖（LPS）的核心寡糖中分离出一种三糖。通过质谱（MS）、甲基化分析以及1H和13C核磁共振光谱鉴定其为二钠（4-氨基-4-脱氧-β-L-阿拉伯吡喃糖基）-(1→8)-(D-甘油-α-D-塔罗-2-辛酮糖醛酸酯)-(2→4)-(甲基3-脱氧-D-甘露-2-辛酮糖醛酸苷）酸酯。除了三糖衍生物外，甲醇解还得到了二甲基（D-甘油-α-D-塔罗-2-辛酮糖醛酸酯）-(2→4)-(甲基3-脱氧-D-甘露-2-辛酮糖醛酸苷）酸酯，其与三糖的相对比例为3:1，表明在LPS中八碳糖酸被4-氨基-4-脱氧阿拉伯糖非化学计量（约25%）取代。

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