Boc-D/L-Tyr(OH)-D/L-Ala-OMe | 784212-71-1

• 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-D/L-Tyr(OH)-D/L-Ala-OMe
• 英文别名: Boc-Tyr(OH)-Ala-OMe；Methyl 2-[[3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoate
• CAS: 784212-71-1
• 化学式: C₁₈H₂₆N₂O₆
• 分子量: 366.414
• InChiKey: YLANGXTXNGHOMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4-3,4-3,5)12G2-CH2Cl 、 Boc-D/L-Tyr(OH)-D/L-Ala-OMe 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以41%的产率得到[4-3,4-3,5]12G2CH2-Boc-Tyr-Ala-OMe
  参考文献：
  名称：

  Amphiphilic dendritic dipeptides & their self-assembly into helical pores

  摘要：

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。

  公开号：

  US20060088499A1
• 作为产物：
  描述：

  N-(叔丁氧羰基)-DL-酪氨酸 、 DL-丙氨酸甲酯盐酸盐 在 N-甲基吗啉 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 Boc-D/L-Tyr(OH)-D/L-Ala-OMe
  参考文献：
  名称：

  Amphiphilic dendritic dipeptides & their self-assembly into helical pores

  摘要：

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。

  公开号：

  US20060088499A1

文献信息

• Programming the Supramolecular Helical Polymerization of Dendritic Dipeptides via the Stereochemical Information of the Dipeptide
  作者：Brad M. Rosen、Mihai Peterca、Kentaro Morimitsu、Andrés E. Dulcey、Pawaret Leowanawat、Ana-Maria Resmerita、Mohammad R. Imam、Virgil Percec

  DOI：10.1021/ja200280h

  日期：2011.4.6

  Many natural biomacromolecules are homochiral and are built from constituents possessing identical handedness. The construction of synthetic molecules, macromolecules, and supramolecular structures with tailored stereochemical sequences can detail the relationship between chirality and function and provide insight into the process that leads to the selection of handedness and amplification of chirality. Dendritic dipeptides, previously reported from our laboratory, self-assemble into helical porous columns and serve as fundamental mimics of natural porous helix-forming proteins and supramolecular polymers. Herein, the synthesis of all stereochemical permutations of a self-assembling dendritic dipeptide including homochiral, heterochiral, and differentially racemized variants is reported. A combination of CD/UV-vis spectroscopy in solution and in film, X-ray diffraction, and differential scanning calorimetry studies in solid state established the role of the stereochemistry of the dipeptide on the thermodynamics and mechanism of self-assembly. It was found that the highest degree of stereochemical purity, enantiopure homochiral dendritic dipeptides, exhibits the most thermodynamically favorable self-assembly process in solution corresponding to the greatest degree of helical order and intracolumnar crystallization in solid state. Reducing the stereochemical purity of the dendritic dipeptide through heterochirality or by partially or fully racernizing the dendritic dipeptide destructively interferes with the self-assembly process. All dendritic dipeptides were shown to coassemble into single columns regardless of their stereochemistry. Because these columns exhibit no deracemization, the thermodynamic advantage of enantiopurity and homochirality suggests a mechanism for stereochemical selection and chiral amplification.
• US7671033B2
  申请人：——

  公开号：US7671033B2

  公开（公告）日：2010-03-02
• Amphiphilic dendritic dipeptides & their self-assembly into helical pores
  申请人：Percec Virgil

  公开号：US20060088499A1

  公开（公告）日：2006-04-27

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。