N-(β-D-maltosyl)-N'-[ω-azidohexa(ethylene glycol)]thiourea | 1227080-64-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(β-D-maltosyl)-N'-[ω-azidohexa(ethylene glycol)]thiourea
• CAS: 1227080-64-9
• 化学式: C₂₇H₅₁N₅O₁₆S
• 分子量: 733.792
• InChiKey: NYSINXYHVLCMIB-IWODYCRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.52
• 重原子数：
  49.0
• 可旋转键数：
  26.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  297.5
• 氢给体数：
  9.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  N-(2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-maltosyl)-N'-[ω-azidohexa(ethylene glycol)]thiourea 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以99%的产率得到N-(β-D-maltosyl)-N'-[ω-azidohexa(ethylene glycol)]thiourea
  参考文献：
  名称：

  Glyco-SAMs by ‘Dual Click’: Thiourea-Bridged Glyco-OEG Azides for Cycloaddition on Surfaces

  摘要：

  A series of NCS-functionalized sugars were synthesized and used in a thiourea-bridging reaction with aminohexa(ethylene glycol) azide [H2N(EG)(6)N-3], a bifunctional oligo(ethylene glycol) derivative, which can be used as key intermediate for the fabrication of biorepulsive glyco-SAMs by a 'dual click' approach. Glyco-SAMs can serve as defined glycocalyx models for the study of carbohydrate-protein interactions. The copper(I)-catalyzed 1,3-dipolar cycloaddition reaction of the obtained glyco-OEG azides was exemplified, which can be used to modify preformed monolayers 'on SAM'.

  DOI：

  10.1055/s-0029-1218611