benzyl N-[(5S)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[9-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]nonylamino]-6-oxohexyl]carbamate | 1029802-55-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: benzyl N-[(5S)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[9-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]nonylamino]-6-oxohexyl]carbamate
• CAS: 1029802-55-8
• 化学式: C₄₇H₇₄N₆O₁₀
• 分子量: 883.139
• InChiKey: LRDVLBOMHKBITL-YDAXCOIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  63
• 可旋转键数：
  34
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  212
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  benzyl N-[(5S)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[9-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]nonylamino]-6-oxohexyl]carbamate 在 三氟乙酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Structure–activity effects in peptide self-assembly and gelation – Dendritic versus linear architectures

  摘要：

  我们证明，线性-树枝状形状异构会对基于赖氨酸的肽的凝胶化潜力产生影响，但根据功能基团的选择，结构效应会发生逆转，这些保护基团的性质会主导凝胶化能力。

  DOI：

  10.1039/c2cc32921b
• 作为产物：
  描述：

  1,9-壬二胺 、 N-Boc-N'-Cbz-L-赖氨酸 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以63%的产率得到benzyl N-[(5S)-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[9-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-(phenylmethoxycarbonylamino)hexanoyl]amino]nonylamino]-6-oxohexyl]carbamate
  参考文献：
  名称：

  Low-Molecular-Weight Gelators: Elucidating the Principles of Gelation Based on Gelator Solubility and a Cooperative Self-Assembly Model

  摘要：

  This paper highlights the key role played by solubility in influencing gelation and demonstrates that many facets of the gelation process depend on this vital parameter. In particular, we relate thermal stability (T-gel) and minimum gelation concentration (MGC) values of small-molecule gelation in terms of the solubility and cooperative self-assembly of gelator building blocks. By employing a van't Hoff analysis of solubility data, determined from simple NMR measurements, we are able to generate T-calc values that reflect the calculated temperature for complete solubilization of the networked gelator. The concentration dependence of T-calc allows the previously difficult to rationalize "plateau-region" thermal stability values to be elucidated in terms of gelator molecular design. This is demonstrated for a family of four gelators with lysine units attached to each end of an aliphatic diamine, with different peripheral groups (Z or Bee) in different locations on the periphery of the molecule. By tuning the peripheral protecting groups of the gelators, the solubility of the system is modified, which in turn controls the saturation point of the system and hence controls the concentration at which network formation takes place. We report that the critical concentration (C-crit) of gelator incorporated into the solid-phase sample-spanning network within the gel is invariant of gelator structural design. However, because some systems have higher solubilities, they are less effective gelators and require the application of higher total concentrations to achieve gelation, hence shedding light on the role of the MGC parameter in gelation. Furthermore, gelator structural design also modulates the level of cooperative self-assembly through solubility effects, as determined by applying a cooperative binding model to NMR data. Finally, the effect of gelator chemical design on the spatial organization of the networked gelator was probed by small-angle neutron and X-ray scattering (SANS/SAXS) on the native gel, and a tentative self-assembly model was proposed.

  DOI：

  10.1021/ja801804c