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2型肺炎克雷伯菌抗原四糖重复单元的合成。

Synthesis of the tetrasaccharide repeating unit of the antigen from Klebsiella type 2.

作者信息

Misra A K, Roy N

机构信息

Department of Biological Chemistry, Indian Association for the Cultivation of Science, Calcutta, India.

出版信息

Carbohydr Res. 1995 Nov 30;278(1):103-11. doi: 10.1016/0008-6215(95)00231-x.

Abstract

The disaccharide ethyl 2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-benzyl-alpha- D-glucopyranosyl)-1-thio-beta-D-glucopyranoside (6) and methyl 2,6-di-O-benzyl-3-O-(methyl 2,3,4-tri-O-benzyl-alpha-D- glucopyranosyluronate)-beta-D-mannopyranoside (21) have been synthesized and condensed in the presence of methyl triflate to afford a tetrasaccharide derivative. Removal of protecting groups gave methyl 3-O-(methyl alpha-D-glucopyranosyluronate)-4-O-(3-O-alpha-D- glucopyranosyl-beta-D-glucopyranosyl)-beta-D-mannopyranoside (23), the repeating unit of the antigen from Klebsiella type 2, in the form of its methyl ester methyl glycoside.

摘要

二糖2,4,6-三-O-乙酰基-3-O-(2,3,4,6-四-O-苄基-α-D-吡喃葡萄糖基)-1-硫代-β-D-吡喃葡萄糖苷乙酯(6)和2,6-二-O-苄基-3-O-(2,3,4-三-O-苄基-α-D-吡喃葡萄糖醛酸甲酯基)-β-D-甘露吡喃糖苷甲酯(21)已被合成,并在三氟甲磺酸甲酯存在下缩合得到一种四糖衍生物。脱去保护基得到2型肺炎克雷伯菌抗原重复单元3-O-(α-D-吡喃葡萄糖醛酸甲酯基)-4-O-(3-O-α-D-吡喃葡萄糖基-β-D-吡喃葡萄糖基)-β-D-甘露吡喃糖苷甲酯(23),其形式为甲酯甲基糖苷。

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