2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside | 223739-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside
• 英文别名: 2-bromoethyl 2,3,6-tri-O-acetyl-4-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl]-β-D-glucopyranoside
• CAS: 223739-28-4
• 化学式: C₄₀H₅₅BrO₂₆
• 分子量: 1031.77
• InChiKey: MQEBVPYZCHGRNX-GOJLZCMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.45
• 重原子数：
  67.0
• 可旋转键数：
  20.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  318.38
• 氢给体数：
  0.0
• 氢受体数：
  26.0

反应信息

• 作为反应物：
  描述：

  2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside 在 四(三苯基膦)钯 potassium phosphate 、 sodium methylate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2-(3,5-bis(4-pyridyl)phenoxy)ethyl 4-O-[4-O-(α-D-glucopyranosyl)-α-D-glucopyranosyl]-β-D-glucopyranoside
  参考文献：
  名称：

  Saccharide-Coated M₁₂L₂₄ Molecular Spheres That Form Aggregates by Multi-interaction with Proteins

  摘要：

  The self-assembly of saccharide-coated nanometer-sized molecular spheres is reported, where 24 (oligo)saccharides are precisely arrayed at the periphery of the spherical core. When combined with lectins, they form aggregates because of the cluster effect of the saccharides on the spheres.

  DOI：

  10.1021/ja0693082
• 作为产物：
  描述：

  β-D-maltotriose undecaacetate 、 2-溴乙醇 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以17%的产率得到2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside
  参考文献：
  名称：

  Saccharide-Coated M₁₂L₂₄ Molecular Spheres That Form Aggregates by Multi-interaction with Proteins

  摘要：

  The self-assembly of saccharide-coated nanometer-sized molecular spheres is reported, where 24 (oligo)saccharides are precisely arrayed at the periphery of the spherical core. When combined with lectins, they form aggregates because of the cluster effect of the saccharides on the spheres.

  DOI：

  10.1021/ja0693082

文献信息

• Preparation and host-guest interactions of novel macrocyclic sugar clusters having mono- and oligosaccharides
  作者：Osamu Hayashida、Kouichi Nishiyama、Yuusuke Matsuda、Yasuhiro Aoyama

  DOI：10.1016/s0040-4039(99)00502-x

  日期：1999.4

  Novel macrocyclic sugar clusters, which are constructed with a macrocyclic skeleton and four carbohydrate branches composed of glucose, maltose, or maltotriose derivatives individually, were prepared. Host-guest interactions between the hosts and a fluorescent guest, 8-anilinonaphthalene-1-sulphonate, were examined in aqueous media. The sugar clusters having maltose, or maltotriose residues strongly bind concanavaline A, but never peanut lectin. (C) 1999 Elsevier Science Ltd. All rights reserved.