N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-OH | 244786-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-OH
• CAS: 244786-74-1
• 化学式: C₂₀H₁₈N₄O₄
• 分子量: 378.387
• InChiKey: XITBJSPHLMBQSZ-HFXWAVGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  115.35
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-OH 、 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-L-Ala-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-NH2
  参考文献：
  名称：

  A Remarkably Efficient Azobenzene Peptide for Holographic Information Storage

  摘要：

  A new family of proline-based azobenzene peptides (DNO) for holographic information storage is reported.:By use of polarization holography, it was found that gratings with extraordinarily high diffraction efficiency (up to 80%) can be recorded in hundreds of milliseconds in a similar to 13-mu m-thick film of dimer 10. This represents a decrease of the response time by more than 2 orders of magnitude when compared to that of the ornithine-based DNO dimer previously reported. Furthermore, it supports the expectation that increasing the rigidity of the peptide backbone is: crucial in the design of effective azobenzene peptides for optical recording. Gratings recorded in 10 can be erased-by circularly polarized light in a few-seconds. It is also noted that, unlike DNOs previously reported, 10 is soluble in common organic solvents and can be assembled by solution phase synthesis, which is mandatory for large-scale fabrication.

  DOI：

  10.1021/ja981402y
• 作为产物：
  描述：

  (2S,4S)-1-acetyl-4-hydroxyproline methyl ester 在 lithium hydroxide 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 N-Ac-L-trans-Pro(4-<4-<(E)-2-(4-cyanophenyl)-1-diazenyl>phenoxy>)-OH
  参考文献：
  名称：

  A Remarkably Efficient Azobenzene Peptide for Holographic Information Storage

  摘要：

  A new family of proline-based azobenzene peptides (DNO) for holographic information storage is reported.:By use of polarization holography, it was found that gratings with extraordinarily high diffraction efficiency (up to 80%) can be recorded in hundreds of milliseconds in a similar to 13-mu m-thick film of dimer 10. This represents a decrease of the response time by more than 2 orders of magnitude when compared to that of the ornithine-based DNO dimer previously reported. Furthermore, it supports the expectation that increasing the rigidity of the peptide backbone is: crucial in the design of effective azobenzene peptides for optical recording. Gratings recorded in 10 can be erased-by circularly polarized light in a few-seconds. It is also noted that, unlike DNOs previously reported, 10 is soluble in common organic solvents and can be assembled by solution phase synthesis, which is mandatory for large-scale fabrication.

  DOI：

  10.1021/ja981402y