20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 20.
作者信息
Das S K, Roy N
机构信息
Department of Biological Chemistry, Indian Association for the Cultivation of Science, Calcutta.
出版信息
Carbohydr Res. 1995 Jul 11;271(2):177-83. doi: 10.1016/0008-6215(95)00064-z.
Starting from D-mannose, D-galactose and D-glucuronolactone, two disaccharide blocks, namely methyl 4,6-di-O-benzyl-2-O-(2,3,4,6-tetra-O-benzyl-beta-D-galactopyranosyl)- alpha-D-mannopyranoside, acting as acceptor, and ethyl 4,6-di-O-acetyl-2-O-allyl-3-O-(methyl 2,3,4-tri-O-acetyl-beta-D-gluco-pyranosyluronate)-1-thio-beta-D- galactopyranoside, acting as donor, were synthesised. The two disaccharides were then allowed to react to give, after deprotection, methyl 2-O-beta-D-galactopyranosyl-3-O-(3-O-beta-D-glucopyranosyluronic acid-alpha-D-galactopyranosyl)-alpha-D-mannopyranoside which is the methyl glycoside of the tetrasaccharide repeating unit of the said antigen.
以D-甘露糖、D-半乳糖和D-葡萄糖醛酸内酯为起始原料，合成了两个二糖砌块，即作为受体的4,6-二-O-苄基-2-O-(2,3,4,6-四-O-苄基-β-D-吡喃半乳糖基)-α-D-吡喃甘露糖苷甲基酯，以及作为供体的4,6-二-O-乙酰基-2-O-烯丙基-3-O-(甲基2,3,4-三-O-乙酰基-β-D-吡喃葡萄糖醛酸基)-1-硫代-β-D-吡喃半乳糖苷乙酯。然后使这两种二糖反应，脱保护后得到2-O-β-D-吡喃半乳糖基-3-O-(3-O-β-D-吡喃葡萄糖醛酸基-α-D-吡喃半乳糖基)-α-D-吡喃甘露糖苷甲基酯，它是所述抗原四糖重复单元的甲基糖苷。
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