methyl 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-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid | 1338225-19-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 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-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid
• CAS: 1338225-19-6
• 化学式: C₃₄H₅₅N₃O₂₄S
• 分子量: 921.882
• InChiKey: OOAXOHJRZGVJGS-SNVPQNHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.15
• 重原子数：
  62.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  447.65
• 氢给体数：
  16.0
• 氢受体数：
  22.0

反应信息

• 作为产物：
  描述：

  methyl (methyl 5-acetamido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate 在 CST-II 、 水 、 sodium hydroxide 、 manganese(ll) chloride 、 alkaline phosphatase 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 methyl O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonic acid)-(2->8)-5-acetamido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid 、 methyl 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-2-thio-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