与23型肺炎链球菌多糖相关的二糖和三糖的合成及其在沉淀素反应中的抑制作用研究。

Synthesis of di- and tri-saccharides related to the polysaccharide from Streptococcus pneumoniae type 23 and a study of their inhibition in the precipitin reaction.

作者信息

Ray A K, Maddali U B, Roy A, Roy N

机构信息

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

出版信息

Carbohydr Res. 1990 Mar 25;197:93-100. doi: 10.1016/0008-6215(90)84132-e.

DOI:10.1016/0008-6215(90)84132-e

PMID:2346951

Abstract

Syntheses of methyl 2-O-beta-L-rhamnopyranosyl-beta-D-galactopyranoside (9), methyl 2-O-alpha-L-rhamnopyranosyl-beta-D-galactopyranoside (13), and methyl 4-O-beta-D-glucopyranosyl-2-O-alpha-L-rhamnopyranosyl-beta-D- galactopyranoside (16) in good yields are described. Both 13 and 16 significantly inhibit antigen-antibody precipitation in the S. pneumoniae Type 23 immune system. The results indicate that the rhamnosyl group in the side chain of the repeating unit of the antigen is alpha and not beta as reported previously, and that the trisaccharide related to 16 is the immunodominant group.

摘要

本文描述了以高收率合成2-O-β-L-鼠李吡喃糖基-β-D-吡喃半乳糖苷甲酯（9）、2-O-α-L-鼠李吡喃糖基-β-D-吡喃半乳糖苷甲酯（13）和4-O-β-D-吡喃葡萄糖基-2-O-α-L-鼠李吡喃糖基-β-D-吡喃半乳糖苷甲酯（16）的方法。13和16均能显著抑制23型肺炎链球菌免疫系统中的抗原-抗体沉淀。结果表明，抗原重复单元侧链中的鼠李糖基为α型，而非先前报道的β型，且与16相关的三糖是免疫显性基团。