| 1015698-38-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1015698-38-0
• 化学式: C₂₅H₃₅N₃O₁₄
• 分子量: 601.565
• InChiKey: IJRJQKDYTBLUTL-RGMQRCFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.01
• 重原子数：
  42.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  220.85
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为产物：
  描述：

  、 乙酸酐 在 吡啶 作用下， 以89%的产率得到
  参考文献：
  名称：

  Photoactivatable Crosslinking Sugars for Capturing Glycoprotein Interactions

  摘要：

  Carbohydrates are key mediators of cell-cell, cell-virus, and cell-ligand interactions. These interactions are often difficult to study because they are characterized by fast off rates and low affinities. Photoactivatable crosslinking sugars can be used to capture these transient interactions by forming a covalent bond between the carbohydrate and its binding partner. We designed and synthesized 'photo-sugars' that contain diazirine moieties on the N-acyl side chains. We demonstrated that these photo-sugars could be metabolically incorporated onto the surface of living cells. Upon UV irradiation, specific crosslinks were formed between glycoprotein binding partners. Importantly, photo-sugar incorporation competes efficiently with endogenous carbohydrate biosynthesis and is compatible with the sialic acid modifications, such as 9-O-acetylation, that regulate binding events.

  DOI：

  10.1021/ja7109772