H2N-Gly-(Leu)3-(Glu)3-OH | 1408287-61-5

• 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: H2N-Gly-(Leu)3-(Glu)3-OH
• CAS: 1408287-61-5
• 化学式: C₃₅H₅₉N₇O₁₄
• 分子量: 801.892
• InChiKey: MUOHTTMEQILDNR-OOPVGHQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.33
• 重原子数：
  56.0
• 可旋转键数：
  28.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  349.82
• 氢给体数：
  11.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  H2N-Gly-(Leu)3-(Glu)3-OH 、 3,4,9,10-苝四羧酸二酐 在 咪唑 作用下， 以 水 为溶剂， 以71%的产率得到(Glu)3-(Leu)3-Gly-PTCDI-Gly-(Leu)3-(Glu)3
  参考文献：
  名称：

  Controlled aggregation of peptide-substituted perylene-bisimides

  摘要：

  通过肽的对称取代，实现了过烯双亚胺在多种模式下的受控聚集。利用聚合的光学探针，我们发现疏水力和静电力的平衡在引导自组装方面起着关键作用，并可通过溶剂、pH 值和特定的外在离子效应加以利用。

  DOI：

  10.1039/c2cc31465g

文献信息

• Thermodynamic Factors Impacting the Peptide-Driven Self-Assembly of Perylene Diimide Nanofibers
  作者：Galen L. Eakins、Joseph K. Gallaher、Robert A. Keyzers、Alexander Falber、James E. A. Webb、Alistair Laos、Yaron Tidhar、Haim Weissman、Boris Rybtchinski、Pall Thordarson、Justin M. Hodgkiss

  DOI：10.1021/jp504564s

  日期：2014.7.24

  Synthetic peptides offer enormous potential to encode the assembly of molecular electronic components, provided that the complex range of interactions is distilled into simple design rules. Here, we report a spectroscopic investigation of aggregation in an extensive series of peptide-perylene diiimide conjugates designed to interrogate the effect of structural variations. By fitting different contributions to temperature dependent optical absorption spectra, we quantify both the thermodynamics and the nature of aggregation for peptides by incrementally varying hydrophobicity, charge density, length, as well as asymmetric substitution with a hexyl chain, and stereocenter inversion. We find that coarse effects like hydrophobicity and hexyl substitution have the greatest impact on aggregation thermodynamics, which are separated into enthalpic and entropic contributions. Moreover, significant peptide packing effects are resolved via stereocenter inversion studies, particularly when examining the nature of aggregates formed and the coupling between it electronic orbitals. Our results develop a quantitative framework for establishing structure function relationships that will underpin the design of self-assembling peptide electronic materials.