| 1100344-61-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1100344-61-3
• 化学式: C₁₂H₂₀N₂O₆S
• 分子量: 320.367
• InChiKey: PMYVBKIEVTZKIJ-UVOCVTCTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  123.44
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  [2-isothiocyanato]-ethyl α-D-mannopyranoside 、 炔丙胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到
  参考文献：
  名称：

  Surface Functionalization of Nanomaterials with Dendritic Groups: Toward Enhanced Binding to Biological Targets

  摘要：

  A diverse array of nanomaterials ranging from polymer assemblies to nanoparticles has been under development for biomedical applications in recent years. A key aspect of these applications is the ability to target the materials to the desired locations in vivo by exploiting their size or through the conjugation of active targeting groups. While nanoscale scaffolds may provide advantages such as the multivalent presentation of targeting ligands, the binding of these ligands may also be inhibited by interfering polymer chains at their surfaces. This aspect was investigated here by preparing poly(butadiene-b/ock-ethylene oxide) vesicles and dextran-coated iron oxide nanoparticles functionalized with dendritic and nondendritic displays of mannose, a well-known multivalent ligand. The binding of these systems to the mannose-binding protein Concanavalin A was compared using a hemagglutination assay. It was found that the dendritic systems exhibited 1-2 orders of magnitude enhancement in binding affinity relative to the nondendritic displays. This result is attributed to the ability of the dendritic groups to overcome steric inhibition by polymer chains at the material surface and also to the presentation of ligands in localized clusters. It is anticipated that these results should be applicable to a wide range of nanomaterials with polymers at their surfaces and that the method by which biological ligands are conjugated to the surfaces of nanoparticles and polymer assemblies should be carefully considered.

  DOI：

  10.1021/ja807220u