| 1381983-91-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1381983-91-0
• 化学式: C₅₃H₈₆N₄O₃₆
• 分子量: 1355.27
• InChiKey: LOGRPUXPJYIZOK-QVRWTYBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -13.11
• 重原子数：
  93.0
• 可旋转键数：
  29.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  605.65
• 氢给体数：
  20.0
• 氢受体数：
  36.0

反应信息

• 作为产物：
  描述：

  aminopropyl β-D-glucopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→3)-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→4)-α-D-glucopyranosyl-(1→4)]-2-acetamido-2-deoxy-β-D-galactopyranosyl-(1→3)-α-D-mannopyranoside 、 己二酸 1,6-二(2,5-二氧代-1-吡咯烷基)酯 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Phosphorylation of the Synthetic Hexasaccharide Repeating Unit Is Essential for the Induction of Antibodies to Clostridium difficile PSII Cell Wall Polysaccharide

  摘要：

  Clostridium difficile is emerging worldwide as a major cause of nosocomial infections. The negatively charged PSII polysaccharide has been found in different strains of C. difficile and, thereby, represents an important target molecule for a possible carbohydrate-based vaccine. In order to identify a synthetic fragment that after conjugation to a protein carrier could be able to induce anti-PSII antibodies, we exploited a combination of chemical synthesis with immunochemistry, confocal immunofluorescence microscopy, and solid state NMR. We demonstrate that the phosphate group is crucial in synthetic glycans to mimic the native PSII polysaccharide; both native PSII and a phosphorylated synthetic hexasaccharide repeating unit conjugated to CRM197 elicit comparable immunogenic responses in mice. This finding can aid design and selection of carbohydrate antigens to be explored as vaccine candidates

  DOI：

  10.1021/cb300221f