2-[[[2-(Acetamidomethyl)-3-amino-2-(aminomethyl)propanoyl]amino]methyl]-3-amino-2-(aminomethyl)propanamide | 1023291-98-6

• 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: 2-[[[2-(Acetamidomethyl)-3-amino-2-(aminomethyl)propanoyl]amino]methyl]-3-amino-2-(aminomethyl)propanamide
• CAS: 1023291-98-6
• 化学式: C₁₂H₂₇N₇O₃
• 分子量: 317.391
• InChiKey: BSBOPSWYJKJFRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.4
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  水 、 nickel(II) tetrafluoroborate hexahydrate 、 2-[[[2-(Acetamidomethyl)-3-amino-2-(aminomethyl)propanoyl]amino]methyl]-3-amino-2-(aminomethyl)propanamide 以50%的产率得到
  参考文献：
  名称：

  Concerted Ligand Exchange and the Roles of Counter Anions in the Reversible Structural Switching of Crystalline Peptide Metallo-Macrocycles

  摘要：

  To understand reversible structural switching in crystalline materials, we studied the mechanism of reversible crystal-to-crystal transformation of a tetranuclear Ni-II macrocycle consisting of artificial beta-dipeptides. On the basis of detailed structural analyses and thermodynamic measurements made in a comparison of pseudo-isostructural crystals (NO3 and BF4 salts), we herein discuss how ligand-exchange reactions take place in the crystal due to changes in water content and temperature. Observations of the structural transformation of NO3 salt indicated that a pseudo crystalline phase transformation takes place through concerted ligand-exchange reactions at the four Ni-II centers of the macrocycle with hydrogen bond switching. A mechanism for this ligand exchange was supported by IR spectroscopy. Thermodynamic measurements suggested that the favorable compensation relationship of the enthalpy changes due to water uptake and structural changes are keys to the reversible structural transformation. On the basis of a comparison with the pseudo-isostructural crystals, it is apparent that the crystal packing structure and the types of counter anions are important factors for facilitating reversible ligand exchange with single crystallinity.

  DOI：

  10.1021/ic500478p
• 作为产物：
  描述：

  在 anion exchange column (IRA-400) 作用下， 生成 2-[[[2-(Acetamidomethyl)-3-amino-2-(aminomethyl)propanoyl]amino]methyl]-3-amino-2-(aminomethyl)propanamide
  参考文献：
  名称：

  Concerted Ligand Exchange and the Roles of Counter Anions in the Reversible Structural Switching of Crystalline Peptide Metallo-Macrocycles

  摘要：

  To understand reversible structural switching in crystalline materials, we studied the mechanism of reversible crystal-to-crystal transformation of a tetranuclear Ni-II macrocycle consisting of artificial beta-dipeptides. On the basis of detailed structural analyses and thermodynamic measurements made in a comparison of pseudo-isostructural crystals (NO3 and BF4 salts), we herein discuss how ligand-exchange reactions take place in the crystal due to changes in water content and temperature. Observations of the structural transformation of NO3 salt indicated that a pseudo crystalline phase transformation takes place through concerted ligand-exchange reactions at the four Ni-II centers of the macrocycle with hydrogen bond switching. A mechanism for this ligand exchange was supported by IR spectroscopy. Thermodynamic measurements suggested that the favorable compensation relationship of the enthalpy changes due to water uptake and structural changes are keys to the reversible structural transformation. On the basis of a comparison with the pseudo-isostructural crystals, it is apparent that the crystal packing structure and the types of counter anions are important factors for facilitating reversible ligand exchange with single crystallinity.

  DOI：

  10.1021/ic500478p

文献信息

• Reversible structural switch in the nano-cavity of crystalline metallo-macrocycles with smooth ligand exchange by non-coordinating guest stimuli
  作者：Ryosuke Miyake、Mitsuhiko Shionoya

  DOI：10.1039/c2cc32857g

  日期：——

  A tetranuclear Ni(II)–macrocycle consisting of β-dipeptides demonstrates effects of water vapor on the structural switching of the nano-cavity by ligand exchange in the single-crystal state. The content of non-coordinating water molecules regulates the opening and closing of the cavity through cooperation of smooth ligand exchange and internal hydrogen-bond switching.

  由 β-二肽组成的四核 Ni(II)-大环证明了水蒸气通过单晶状态下的配体交换对纳米腔结构转换的影响。非配位水分子的含量通过平滑的配体交换和内部氢键转换的配合来调节空腔的打开和关闭。