(4S,9R,19R,24S)-3,8,11,14,17,20,25-heptaoxa-31-azatetracyclo[25.3.1.04,9.019,24]hentriaconta-1(31),27,29-triene | 1437318-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (4S,9R,19R,24S)-3,8,11,14,17,20,25-heptaoxa-31-azatetracyclo[25.3.1.04,9.019,24]hentriaconta-1(31),27,29-triene
• CAS: 1437318-64-3
• 化学式: C₂₃H₃₅NO₇
• 分子量: 437.533
• InChiKey: JNPCQTLRADNARG-MYDTUXCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  31
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,5-Anhydro-2,3-dideoxy-4,6-O-benzyliden-D-erythro-hexit 在 氢气 、 palladium(II) hydroxide 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 mineral oil 为溶剂， 反应 12.0h， 生成 (4S,9R,19R,24S)-3,8,11,14,17,20,25-heptaoxa-31-azatetracyclo[25.3.1.04,9.019,24]hentriaconta-1(31),27,29-triene
  参考文献：
  名称：

  Correlation between Conformational Equilibria of Free Host and Guest Binding Affinity in Non-preorganized Receptors

  摘要：

  Positive cooperativity between host conformational equilibria and guest binding has been widely reported in protein receptors. However, reported examples of this kind of cooperativity in synthetic hosts are scarce and largely serendipitous, among other things because it is hard to envision systems which display this kind of cooperativity. In order to shed some light on the correlation between conformational equilibria of free host and guest binding, selected structural modifications have been performed over a family of nonpreorganized hosts in order to induce conformational changes and to analyze their effect on the binding affinity. The conformational effect was evaluated by a theoretical conformational search and correlated with the ability of the receptors. All data suggest that those receptors that display the best association constants are able to sample folded conformations analogous to the conformational requirements for the binding of the guests. On the contrary, for those receptors where folded conformers are scarce, then the association constant and enantioselectivity clearly drop.

  DOI：

  10.1021/jo400683j

文献信息

• Correlation between Conformational Equilibria of Free Host and Guest Binding Affinity in Non-preorganized Receptors
  作者：Romen Carrillo、Ezequiel Q. Morales、Víctor S. Martín、Tomás Martín

  DOI：10.1021/jo400683j

  日期：2013.8.16

  Positive cooperativity between host conformational equilibria and guest binding has been widely reported in protein receptors. However, reported examples of this kind of cooperativity in synthetic hosts are scarce and largely serendipitous, among other things because it is hard to envision systems which display this kind of cooperativity. In order to shed some light on the correlation between conformational equilibria of free host and guest binding, selected structural modifications have been performed over a family of nonpreorganized hosts in order to induce conformational changes and to analyze their effect on the binding affinity. The conformational effect was evaluated by a theoretical conformational search and correlated with the ability of the receptors. All data suggest that those receptors that display the best association constants are able to sample folded conformations analogous to the conformational requirements for the binding of the guests. On the contrary, for those receptors where folded conformers are scarce, then the association constant and enantioselectivity clearly drop.