2-azido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl-(1-4)-1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-β-D-glucopyranose | 857465-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-azido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl-(1-4)-1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-β-D-glucopyranose
• CAS: 857465-89-5
• 化学式: C₄₀H₃₆N₆O₁₁
• 分子量: 776.759
• InChiKey: ITXUSVTYOSVTLQ-BTKZFTLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  57.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  222.57
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  、 苯甲酰氯 在 吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-azido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-glucopyranosyl-(1-4)-1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-β-D-glucopyranose 、 2-azido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-glucopyranosyl-(1->4)-1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose
  参考文献：
  名称：

  [EN] GLYCOSAMINOGLYCAN (GAG) MIMETICS
  [FR] COMPOSES MIMETIQUES DU GLYCOSAMINOGLYCANE (GAG)

  摘要：

  本发明涉及旨在模仿GAGs结构的化合物；制备这些化合物的方法；包含这些化合物的组合物；以及将这些化合物及其组合物用于哺乳动物主体的抗血管生成、抗转移、抗炎、抗凝血、抗血栓和/或抗微生物治疗的用途。

  公开号：

  WO2005061523A1

文献信息

• Synthesis of a heparan sulfate mimetic disaccharide with a conformationally locked residue from a common intermediate
  作者：Jon K. Fairweather、Tomislav Karoli、Ligong Liu、Ian Bytheway、Vito Ferro

  DOI：10.1016/j.carres.2009.09.012

  日期：2009.11

  A simple mimetic of a heparan sulfate disaccharide sequence that binds to the growth factors FGF-1 and FGF-2 was synthesized by coupling a 2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate donor with a 1,6-anhydro-2-azido-2-deoxy-beta-D-glucopyranose acceptor. Both the donor and acceptor were obtained from a common intermediate readily obtained from D-glucal. Molecular docking calculations showed that the predicted locations of the disaccharide sulfo groups in the binding site of FGF-1 and FGF-2 are similar to the positions observed for co-crystallized heparin-derived oligosaccharides obtained from published crystal structures. (C) 2009 Elsevier Ltd. All rights reserved.