Boc-(Ala-Aib)2-OH | 184099-93-2

• 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: Boc-(Ala-Aib)2-OH
• 英文别名: BA4OH
• CAS: 184099-93-2
• 化学式: C₁₉H₃₄N₄O₇
• 分子量: 430.502
• InChiKey: NPLXUXMWJXFYFL-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.28
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  162.93
• 氢给体数：
  5.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Boc-(Ala-Aib)2-OH 在 palladium on activated charcoal N-甲基吗啉 、 氢气 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 72.0h， 生成
  参考文献：
  名称：

  Joshi, Hemant V.; Meier, Mark S., Journal of the American Chemical Society, 1996, vol. 118, # 48, p. 12038 - 12044

  摘要：

  DOI：
• 作为产物：
  描述：

  2-{(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-2-methyl-propionylamino]-propionylamino}-2-methyl-propionic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以99%的产率得到Boc-(Ala-Aib)2-OH
  参考文献：
  名称：

  Joshi, Hemant V.; Meier, Mark S., Journal of the American Chemical Society, 1996, vol. 118, # 48, p. 12038 - 12044

  摘要：

  DOI：

文献信息

• Unique Helical Triangle Molecular Geometry Induced by Dipole–Dipole Interactions
  作者：Takahito Ishikawa、Tomoyuki Morita、Shunsaku Kimura

  DOI：10.1246/bcsj.80.1483

  日期：2007.8.15

  Novel helix-peptide wheels, in which three helices were connected by using a template, were prepared, and the dipole–dipole interactions among the helices were studied in relation to the formation of a planar triangle structure containing three helices. The helical segments had a 310-helix structure. 13C spin-lattice relaxation time (T1) measurements showed that the helical segments had restricted mobility. Deuterium exchange rates of amide protons were accelerated in the helix-peptide wheels compared to the respective linear helix peptides, suggesting that there is torsion on the cylindrical shape. Therefore, the predominant structure of the helix-peptide wheels is a planar triangle in solution. Further, the triangle structure was successfully transferred onto a gold substrate.

  制备了新型螺旋肽轮，其中三个螺旋通过模板连接，并研究了螺旋之间的偶极-偶极相互作用与包含三个螺旋的平面三角形结构形成的关系。螺旋段具有310螺旋结构。13C自旋-晶格弛豫时间（T1）测量表明，螺旋段的移动性受到限制。与相应的线性螺旋肽相比，螺旋肽轮中酰胺原子的氘交换速率加快，表明圆柱形上有扭转。因此，螺旋肽轮的主要结构是溶液中的平面三角形。此外，三角形结构成功转移到金基底上。
• Photocurrent Generation under a Large Dipole Moment Formed by Self-Assembled Monolayers of Helical Peptides Having an <i>N</i>-Ethylcarbazolyl Group
  作者：Tomoyuki Morita、Shunsaku Kimura、Shiro Kobayashi、Yukio Imanishi

  DOI：10.1021/ja992769l

  日期：2000.3.1

  Self-assembled monolayers (SAMs) of alpha-helical peptides carrying an N-ethylcarbazolyl (ECz) group were prepared. The helical peptide SAMs on a gold surface were characterized by quartz crystal microbalance measurements, cyclic voltammetry, and impedance spectroscopy, showing that a tridecapeptide SAM with the N-terminal binding to gold was packed more densely than that with the C-terminal binding. The helix tilt angles from the surface normal in these peptide SAMs were found to be about 40 degrees on the basis of Fourier transform infrared reflection-absorption spectroscopy. Photocurrent generation of these peptide SAMs in an aqueous solution was investigated by photoexcitation of ECz groups either in the presence of an electron donor or acceptor. In the presence of methyl viologen (electron acceptor), electron donation from a gold surface to an ECz group was observed upon photoexcitation. On the other hand, in the presence of triethanolamine or ethylenediaminetetraacetic acid (electron donor), the direction of photocurrent was reversed. In the case of the anodic photocurrent generation using triethanoamine, the electron donation from an ECz group to a gold surface was accelerated by the helix dipole moment directing toward a gold surface. Furthermore, the electronic coupling between an ECz group and a gold surface through the peptide molecule was found to occur more strongly than that through a saturated hydrocarbon. The helical peptides were therefore shown to be an excellent medium for electron transfer.
• Chirally Twisted Oligo(phenyleneethynylene) by Cyclization with α-Helical Peptide
  作者：Hidenori Nakayama、Shunsaku Kimura

  DOI：10.1021/jo9001905

  日期：2009.5.1

  A novel cyclic conjugate of a helical decapeptide and oligo(phenyleneethynylene) (OPE), C-OPE10, was synthesized. The conformation and the optical properties of the cyclic conjugate were studied by circular dichroism (CD), absorption, and emission spectroscopies. In the cyclic conjugate, the rotational motion around the molecular axis of the OPE moiety was hindered to take a chirally twisted conformation, which is a distorted form from the coplanar conjugated structure, as revealed by observation of an induced negative Cotton effect of the OPE moiety. Molecular simulation using time dependant-density functional theory indicated a right-handed twist conformation of the OPE moiety for the negative Cotton effect. This conjugate therefore provides a new way to obtain a pi-conjugated compound having, main-chain chirality. The optical properties of the OPE moiety taking the twist conformation in the cyclic conjugate are also discussed in depth.