4-chlorophenyl 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-ulopyranosylonic acid)-(2->6)-S-1,6-dithio-β-D-galactopyranoside | 1186201-51-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chlorophenyl 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-ulopyranosylonic acid)-(2->6)-S-1,6-dithio-β-D-galactopyranoside
• CAS: 1186201-51-3
• 化学式: C₃₄H₄₉ClN₂O₂₀S₂
• 分子量: 905.349
• InChiKey: WSJQYWQOVIPVID-GAULDNKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  59.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  372.02
• 氢给体数：
  14.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  4-chlorophenyl (5-acetamido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-6-deoxy-1,6-dithio-β-D-galactopyranoside 、 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 72.0h， 以47.8%的产率得到4-chlorophenyl 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-ulopyranosylonic acid)-(2->6)-S-1,6-dithio-β-D-galactopyranoside
  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