alpha-Neup5Ac-(2->8)-beta-Neup5Ac | 131696-33-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: alpha-Neup5Ac-(2->8)-beta-Neup5Ac
• 英文别名: (2S,4S,5R,6R)-5-acetamido-6-[(1S,2R)-2-[(2S,4S,5R,6R)-5-acetamido-2-carboxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxy-1,3-dihydroxypropyl]-2,4-dihydroxyoxane-2-carboxylic acid
• CAS: 131696-33-8
• 化学式: C₂₂H₃₆N₂O₁₇
• 分子量: 600.531
• InChiKey: LWXBZLHHWJUOSV-CWRSNZJLSA-N

物化性质

• 沸点：
  1155.4±65.0 °C(Predicted)
• 密度：
  1.70±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  322
• 氢给体数：
  12
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  alpha-Neup5Ac-(2->8)-beta-Neup5Ac 在 Dowex-50W 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2S,4S,5R,6R)-5-acetamido-6-[(S)-[(2R,6S,8R,9R,10S)-9-acetamido-10-hydroxy-5-oxo-8-[(1R,2R)-1,2,3-trihydroxypropyl]-1,4,7-trioxaspiro[5.5]undecan-2-yl]-hydroxymethyl]-2,4-dihydroxyoxane-2-carboxylic acid
  参考文献：
  名称：

  新型CMP-Neu5Ac类似物的合成：CMP- [α-Neu5Ac-（2-> 8）-Neu5Ac]。

  摘要：

  DOI：

  10.1016/0008-6215(94)00281-9
• 作为产物：
  描述：

  胞苷-5'-单磷酸-N-乙酰神经氨酸 、 N-acetyl neuraminic acid 在 CST-II 、 manganese(ll) chloride 、 alkaline phosphatase 作用下， 以 水 为溶剂， 反应 96.0h， 以21.5%的产率得到alpha-Neup5Ac-(2->8)-beta-Neup5Ac
  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

文献信息

• CST-II’s recognition domain for acceptor substrates in α-(2→8)-sialylations
  作者：Wenling Li、Ping Zhang、Amir J. Zuccolo、Ruxiang Blake Zheng、Chang-Chun Ling

  DOI：10.1016/j.carres.2011.05.009

  日期：2011.9

  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.
• Synthesis of a novel CMP-Neu5Ac analogue: CMP- [α-Neu5Ac- (2 → 8)-Neu5Ac]
  作者：Yasuhiro Kajihara、Koshi Koseki、Takashi Ebata、Hisashi Kodama、Hajime Matsushita、Hironobu Hashimoto

  DOI：10.1016/0008-6215(94)00281-9

  日期：1994.11