H2N-Gly-(Ala)3-Glu-OH | 359705-89-8

• 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: H2N-Gly-(Ala)3-Glu-OH
• CAS: 359705-89-8
• 化学式: C₁₆H₂₇N₅O₈
• 分子量: 417.419
• InChiKey: NMMWSUCVJGQXEL-XKNYDFJKSA-N

物化性质

• 沸点：
  912.4±65.0 °C(Predicted)
• 密度：
  1.342±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.11
• 重原子数：
  29.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  217.02
• 氢给体数：
  7.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  H2N-Gly-(Ala)3-Glu-OH 、 perylene-3,4-anhydride-9,10-hexylimide 在 咪唑 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  Thermodynamic Factors Impacting the Peptide-Driven Self-Assembly of Perylene Diimide Nanofibers

  摘要：

  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.

  DOI：

  10.1021/jp504564s

文献信息

• Controlled aggregation of peptide-substituted perylene-bisimides
  作者：Joseph K. Gallaher、Emma J. Aitken、Robert A. Keyzers、Justin M. Hodgkiss

  DOI：10.1039/c2cc31465g

  日期：——

  Controlled aggregation of perylene bisimides in multiple modes has been achieved via symmetric substitution with peptides. Using optical probes of aggregation, the balance of hydrophobic and electrostatic forces are found to play a key role in directing self assembly and are exploited via solvent, pH, and specific extrinsic ion effects.

  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。