7-[[hydroxy-[6-[6-[6-[C-hydroxy-N-[7-[C-hydroxy-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]pyridin-2-yl]pyridazin-3-yl]pyridin-2-yl]methylidene]amino]-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]-4-(2-methylpropoxy)-1,8-naphthyridine-2-carboximidic acid | 1227043-86-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-[[hydroxy-[6-[6-[6-[C-hydroxy-N-[7-[C-hydroxy-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]pyridin-2-yl]pyridazin-3-yl]pyridin-2-yl]methylidene]amino]-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]-4-(2-methylpropoxy)-1,8-naphthyridine-2-carboximidic acid
• CAS: 1227043-86-8；1245615-95-5；1245616-06-1
• 化学式: C₁₆₂H₁₅₂N₃₄O₂₆
• 分子量: 2991.2
• InChiKey: INUHWKHGQMFFGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  34.4
• 重原子数：
  222
• 可旋转键数：
  56
• 环数：
  25.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  833
• 氢给体数：
  12
• 氢受体数：
  58

反应信息

• 作为反应物：
  描述：

  7-[[hydroxy-[6-[6-[6-[C-hydroxy-N-[7-[C-hydroxy-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]pyridin-2-yl]pyridazin-3-yl]pyridin-2-yl]methylidene]amino]-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]-4-(2-methylpropoxy)-1,8-naphthyridine-2-carboximidic acid 、 酒石酸 以 氘代二甲亚砜 、 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  螺旋芳族低聚酰胺对酒石酸的非对映选择性包封

  摘要：

  螺旋芳族低聚酰胺折叠体以优异的亲和力、选择性和非对映选择性包裹酒石酸。已通过核磁共振光谱在溶液中和通过 X 射线晶体学在固态中阐明了配合物的结构，从而可以合理化观察到的强效应，特别是酒石酸的羟基和羧酸基团之间氢键的作用。酸和螺旋折叠胶囊的内壁，完全包围客体并使其与溶剂绝缘。

  DOI：

  10.1021/ja102794a
• 作为产物：
  描述：

  6,6'-(pyridazine-3,6-diyl)dipicolinoyl chloride 、 7-amino-4-isobutoxy-N-(5-isobutoxy-7-((6-(4-isobutoxy-8-(4-isobutoxy-8-(4-isobutoxy-8-nitroquinoline-2-carboxamido)quinoline-2-carboxamido)quinoline-2-carboxamido)pyridin-2-yl)carbamoyl)-1,8-naphthyridin-2-yl)-1,8-naphthyridine-2-carboxamide 在 N,N-二异丙基乙胺 作用下， 以 氯仿 为溶剂， 以47 mg的产率得到7-[[hydroxy-[6-[6-[6-[C-hydroxy-N-[7-[C-hydroxy-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]carbonimidoyl]pyridin-2-yl]pyridazin-3-yl]pyridin-2-yl]methylidene]amino]-N-[7-[C-hydroxy-N-[6-[[hydroxy-[8-[[hydroxy-[8-[[hydroxy-[4-(2-methylpropoxy)-8-nitroquinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]-4-(2-methylpropoxy)quinolin-2-yl]methylidene]amino]pyridin-2-yl]carbonimidoyl]-5-(2-methylpropoxy)-1,8-naphthyridin-2-yl]-4-(2-methylpropoxy)-1,8-naphthyridine-2-carboximidic acid
  参考文献：
  名称：

  螺旋芳族低聚酰胺对酒石酸的非对映选择性包封

  摘要：

  螺旋芳族低聚酰胺折叠体以优异的亲和力、选择性和非对映选择性包裹酒石酸。已通过核磁共振光谱在溶液中和通过 X 射线晶体学在固态中阐明了配合物的结构，从而可以合理化观察到的强效应，特别是酒石酸的羟基和羧酸基团之间氢键的作用。酸和螺旋折叠胶囊的内壁，完全包围客体并使其与溶剂绝缘。

  DOI：

  10.1021/ja102794a

文献信息

• Long-Range Effects on the Capture and Release of a Chiral Guest by a Helical Molecular Capsule
  作者：Yann Ferrand、Nagula Chandramouli、Amol M. Kendhale、Christophe Aube、Brice Kauffmann、Axelle Grélard、Michel Laguerre、Didier Dubreuil、Ivan Huc

  DOI：10.1021/ja304322c

  日期：2012.7.11

  Helically folded molecular capsules based on oligoamide sequences of aromatic amino acids which are capable of binding tartaric acid in organic solvents with high affinity and diastereoselectivity have been synthesized, and their structures and binding properties investigated by (1)H NMR, X-ray crystallography, circular dichroism, and molecular modeling. We found that elongating the helices at their

  合成了基于芳香氨基酸寡酰胺序列的螺旋折叠分子胶囊，能够在有机溶剂中以高亲和力和非对映选择性结合酒石酸，并通过（1）H NMR、X射线晶体学、圆二色性和分子模型。我们发现通过添加远离酒石酸结合位点的单体来延长螺旋末端的螺旋会导致整体螺旋稳定性的强烈增加，但不会影响主客体复合物的稳定性。这种伸长对客体分子的结合和释放速率的影响遵循出乎意料的非单调趋势。三个独立观察（随着时间的推移直接监测交换，2D-EXSY NMR，和分子模型）一致并表明客体交换率往往随着螺旋长度的增加而首先增加，然后在螺旋长度进一步增加时降低。因此，这项研究揭示了以螺旋折叠序列添加单体对发生在远程站点的结合事件的复杂影响，并揭示了可能的结合和释放机制。
• Polar solvent effects on tartaric acid binding by aromatic oligoamide foldamer capsules
  作者：Nagula Chandramouli、Mohammed Farrag El-Behairy、Guillaume Lautrette、Yann Ferrand、Ivan Huc

  DOI：10.1039/c5ob02641e

  日期：——

  Aromatic oligoamide sequences able to fold into single helical capsules were functionalized with two types of side chains to make them soluble in various solvents such as chloroform, methanol or water and their propensity to recognize tartaric acid was evaluated. The binding affinities to tartaric acid and binding thermodynamics in different media were investigated by variable temperature 1H NMR and

  使用两种类型的侧链对能够折叠成单个螺旋状胶囊的芳香族低酰胺序列进行功能化，使其可溶于各种溶剂（如氯仿，甲醇或水）中，并评估了它们识别酒石酸的倾向。通过可变温度1研究了在不同介质中对酒石酸的结合亲和力和结合热力学。1 H NMR和ITC实验，两种方法给出一致的结果。我们表明酒石酸的结合主要依赖于焓上有利的极性相互作用，该相互作用被发现足够强以在极性非质子溶剂（DMSO）的存在下甚至在纯甲醇中均有效。在水中的结合非常弱。发现较强的结合相互作用更容易受到竞争性溶剂的影响，并被不利的熵效应所补偿。因此，最终发现在极性较小的介质中最好的宿主是质子溶剂中最差的宿主。在甲醇中证实了一个有趣的熵驱动结合的情况。