Methyl O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside | 143249-74-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside
• CAS: 143249-74-5
• 化学式: C₄₉H₈₄O₄₁
• 分子量: 1329.18
• InChiKey: LQCVJKZBUPITCK-RIZZYCQVSA-N

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以97%的产率得到Methyl O-β-D-glucopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-galactopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside
  参考文献：
  名称：

  Binding studies on internal immunodeterminants: synthesis of β-(1 → 6)-linked oligosaccharide methyl glycosides having one to four internal d-galactopyranosyl residues flanked by gentiobiose residues

  摘要：

  The oligosaccharide glycosides beta-D-Glc p-(1 --> 6)-beta-D-Glc p-(1 --> 6)-[beta-D-Gal p-(1 --> 6)]n-beta-D-Glc p-(1 --> 6)-beta-D-Glc p-1 --> OMe (n = 1-4) were prepared by a convergent block synthesis. Haloacetyl, tert-butyldiphenylsilyl, and dimethylthexylsilyl groups were used as temporary protective groups for the preparation of the intermediate glycosyl donors and acceptors. The deoxygenated trisaccharide glyco-sides beta-D-Glc p-(1 --> 6)-beta-D-Gal p-(1 --> 6)-4-deoxy-beta-D-xylo-Hex p-1 --> OMe and beta-D-Glc p-(1 --> 6)-4-deoxy-beta-D-xylo-Hex p-(1 --> 6)-beta-D-Gal p-1 --> OMe were also synthesized. The binding of each glycoside to the monoclonal antigalactan antibody IgA 1539 was studied and the results support the previous finding that J539 can bind to internal antigenic epitopes. The data are consistent with the interpretation that subsite C of that antibody binds glucose with a K(a) of approximately 6 (cf. 10.9 for galactose).

  DOI：

  10.1016/s0008-6215(00)90575-5