11-azidoundecyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid | 1338225-10-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 11-azidoundecyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid
• CAS: 1338225-10-7
• 化学式: C₄₄H₇₄N₆O₂₅
• 分子量: 1087.1
• InChiKey: BOEJRHBRCQYFBV-JDNXTLAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.68
• 重原子数：
  75.0
• 可旋转键数：
  32.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  505.64
• 氢给体数：
  16.0
• 氢受体数：
  23.0

反应信息

• 作为产物：
  描述：

  (11-azidoundecyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onic acid 、 胞苷-5'-单磷酸-N-乙酰神经氨酸 在 CST-II 、 manganese(ll) chloride 、 alkaline phosphatase 作用下， 以 水 为溶剂， 反应 24.0h， 以12%的产率得到11-azidoundecyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid
  参考文献：
  名称：

  CST-II’s recognition domain for acceptor substrates in α-(2→8)-sialylations

  摘要：

  CST-II is a bacterial sialyltransferase known for its ability to perform alpha-(2 -> 8)-sialylations using GM(3) related trisaccharide substrates. Previously, we probed the enzyme's substrate specificity and developed an efficient synthesis for alpha-(2 -> 8)-oligosialosides, and we suggested that CST-II could have a very small substrate recognition domain. Here we report our full studies on CST-II's recognition feature for acceptor substrates. The current study further demonstrates the versatility of CST-II in preparing complex oligosaccharides that contain alpha-(2 -> 8)-oligosialyl moieties. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.05.009