| 1309688-45-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• CAS: 1309688-45-6
• 化学式: C₃₀H₄₈N₄O₇
• 分子量: 576.734
• InChiKey: GDQGXUJTOOKRJE-KBFKMSGFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  41.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  181.92
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-Amino-7,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid naphthalen-1-ylamide 、 在 甲醇 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成
  参考文献：
  名称：

  Enhancing Binding Affinity by the Cooperativity between Host Conformation and Host–Guest Interactions

  摘要：

  Glutamate-functionalized oligocholate foldamers bound Zn(OAc)(2), guanidine, and even amine compounds with surprisingly high affinities. The conformational change of the hosts during binding was crucial to the enhanced binding affinity. The strongest cooperativity between the conformation and guest-binding occurred when the hosts were unfolded but near the folding-unfolding transition. These results suggest that high binding affinity in molecular recognition may be more easily obtained from large hosts capable of strong cooperative conformational changes instead of those with rigid, preorganized structures.

  DOI：

  10.1021/ja203117g

文献信息

• Hydrogen bond-assisted macrocyclic oligocholate transporters in lipid membranes
  作者：Lakmini Widanapathirana、Xueshu Li、Yan Zhao

  DOI：10.1039/c2ob25301a

  日期：——

  Three macrocyclic oligocholates containing a carboxyl group, a guanidinium ion, and a Cbz-protected amine, respectively, were studied as membrane transporters for hydrophilic molecules. To permeate glucose across lipid bilayers, the macrocycles stacked over one another to form a transmembrane nanopore, driven by a strong tendency of the water molecules in the internal cavities of the amphiphilic macrocycles to aggregate in a nonpolar environment. To transport larger guests such as carboxyfluorescein (CF), the macrocycles acted as carriers to shuttle the guest across the membrane. Hydrogen-bonds between the side chains of the macrocycles strongly affected the transport properties. Surprisingly, the carboxyl group turned out to be far more effective at assisting the aggregation of the oligocholate macrocycles in the membrane than the much stronger carboxylate–guanidinium salt bridge, likely due to competition from the phosphate groups of the lipids for the guanidinium.

  研究人员研究了三种分别含有羧基、胍离子和Cbz保护胺的宏观环状低聚胆酸盐作为亲水分子膜转运蛋白的情况。为了使葡萄糖穿过脂质双分子层，宏观环状物相互堆叠形成跨膜纳米孔，这是由于两亲性宏观环状物内部空腔中的水分子在非极性环境中具有强烈的聚集趋势。为了运输较大的客体，如羧基荧光素（CF），宏观环状物充当载体，将客体运送到膜的另一侧。宏观环状物侧链之间的氢键对运输特性有强烈影响。令人惊讶的是，羧基在协助低聚胆酸盐宏观环状物在膜中聚集方面比强得多的羧酸盐-胍离子桥更有效，这可能是由于脂质的磷酸基团与胍离子竞争的结果。