tris(13-acetoxy-2,6,10-trioxatridecyl)methylamine hydrochloride | 1038802-21-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tris(13-acetoxy-2,6,10-trioxatridecyl)methylamine hydrochloride
• CAS: 1038802-21-9
• 化学式: C₃₇H₇₁NO₁₅*ClH
• 分子量: 806.429
• InChiKey: XDARFJDGQGEOLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  54.0
• 可旋转键数：
  42.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  187.99
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  tris(13-acetoxy-2,6,10-trioxatridecyl)methylamine hydrochloride 、 N-苄氧羰基-4-氨基丁酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以85%的产率得到N-{tris[13-acetoxy-2,6,10-trioxatridecyl]methyl}-4-(benzyloxycarbonylamino)butyramide
  参考文献：
  名称：

  Trivalent, Gal/GalNAc-containing ligands designed for the asialoglycoprotein receptor

  摘要：

  A series of novel, fluorescent ligands designed to bind with high affinity and specificity to the asialoglycoprotein receptor (ASGP-R) has been synthesized and tested on human liver cells. The compounds bear three non-reducing, beta-linked Gal or GalNAc moieties linked to flexible spacers for an optimal spatial interaction with the binding site of the ASGP-R. The final constructs were selectively endocytosed by HepG2 cells derived from parenchymal liver cells-the major human liver cell type-in a process that was visualized with the aid of fluorescence microscopy. Furthermore, the internalization was analyzed with flow cytometry, which showed the process to be receptor-mediated and selective. The compounds described in this work could serve as valuable tools for studying hepatic endocytosis, and are suited as carriers for site-specific drug delivery to the liver. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.017
• 作为产物：
  描述：

  tris(13-acetoxy-2,6,10-trioxatridecyl)-N-(tert-butyloxycarbonyl)methylamine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以100%的产率得到tris(13-acetoxy-2,6,10-trioxatridecyl)methylamine hydrochloride
  参考文献：
  名称：

  Trivalent, Gal/GalNAc-containing ligands designed for the asialoglycoprotein receptor

  摘要：

  A series of novel, fluorescent ligands designed to bind with high affinity and specificity to the asialoglycoprotein receptor (ASGP-R) has been synthesized and tested on human liver cells. The compounds bear three non-reducing, beta-linked Gal or GalNAc moieties linked to flexible spacers for an optimal spatial interaction with the binding site of the ASGP-R. The final constructs were selectively endocytosed by HepG2 cells derived from parenchymal liver cells-the major human liver cell type-in a process that was visualized with the aid of fluorescence microscopy. Furthermore, the internalization was analyzed with flow cytometry, which showed the process to be receptor-mediated and selective. The compounds described in this work could serve as valuable tools for studying hepatic endocytosis, and are suited as carriers for site-specific drug delivery to the liver. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.017