sodium 3,5-dideoxy-5-acetamido-D-erythro-L-manno nonoate | 138663-34-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: sodium 3,5-dideoxy-5-acetamido-D-erythro-L-manno nonoate
• CAS: 138663-34-0；138663-35-1
• 化学式: C₁₁H₂₀NO₉*Na
• 分子量: 333.271
• InChiKey: PZOCQEWMKLKKAT-RWZUMUCCSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -8.57
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  190.61
• 氢给体数：
  7.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  N-acetyl neuraminic acid 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 12.0h， 生成 sodium 3,5-dideoxy-5-acetamido-D-erythro-L-manno nonoate 、 sodium 3,5-dideoxy-5-acetamido-D-erythro-L-manno nonoate
  参考文献：
  名称：

  Solution conformation of the two alditols obtained by sodium borohydride reduction of N-acetylneuraminic acid

  摘要：

  The stereochemistries and the conformations of the two alditols 1 and 2 (3:2) obtained upon reduction of N-acetylneuraminic acid were determined in aqueous solution using proton and carbon nuclear magnetic resonance spectroscopy. Molecular mechanics calculation was proved to be not applicable onto alditols, if the balance of the conformational equilibrium is maintained by 1,3-diaxial interactions. No measurable amount of the alpha-N-acetylneuraminic acid like triple bent alditol form, which is believed to be the substrate of the Clostridium perfringens lyase, could be detected in solution. In aqueous solution compound 2 is present in its extended form. One can expect that the necessary energy contribution of approximately 1 kcal to fold 2 into the form which is recognized by the enzyme is easily available.

  DOI：

  10.1007/bf00809804