Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe | 188636-64-8

• 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: Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe
• 英文别名: H2N-Asp(Asp-diOMe)Asp-diOMe；H-Asp(1)-Asp(OMe)-OMe.N(1)Asp(OMe)-OMe；dimethyl (2S)-2-[[(3S)-3-amino-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate
• CAS: 188636-64-8
• 化学式: C₁₆H₂₅N₃O₁₀
• 分子量: 419.389
• InChiKey: LCDUXCUHABEJRM-GUBZILKMSA-N

物化性质

• 沸点：
  653.4±55.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  29
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  189
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe 在 copper(l) iodide 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 12.5h， 生成 dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]hexanoyl]amino]methyl]triazol-1-yl]acetyl]amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate
  参考文献：
  名称：

  Designer peptide dendrimers using click reaction

  摘要：

  We designed and synthesized various peptide dendrimers using a 1,3-dipolar cycloaddition (Click) reaction. The dendritic structures reported here include symmetrical, asymmetrical, and cationic dendrimers with triazole, cystine, aromatic, aliphatic, and Lys-Asp dipeptide cores. The high chemoselectivity of the click reaction allowed us to synthesize good yields of high-purity protected and unprotected dendritic structures. Triazole is an excellent peptide bond mimic, which remains hydrolytically stable. Dendrimer 15a and the core unit 21 gelate in a mixture of organic solvents. We also demonstrated the versatility of the design by synthesizing various carbohydrate-based dendrimers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.01.023
• 作为产物：
  描述：

  Z-Asp[Asp(OMe)2]-Asp(OMe)2 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe
  参考文献：
  名称：

  三唑基肽树状聚合物的设计与合成

  摘要：

  一系列新颖设计的树枝状聚合物（的8，9，11，13和16）通过采用点击化学合成。本文报道的树状结构包括具有各种核心的对称，不对称和阳离子树状聚合物，例如三唑，胱氨酸和Lys-Asp二肽。

  DOI：

  10.1016/j.tetlet.2007.05.023

文献信息

• Multi-Tier Dendrimers with an Aromatic Core
  作者：V. Haridas、Yogesh K. Sharma、Sarala Naik

  DOI：10.1002/ejoc.200801150

  日期：2009.4

  report various multi-tier designer dendritic molecules that incorporate an aromatic core and heterocyclic and peptide units. The 5-(azidomethyl)benzene-1,3-dicarbonyl unit was chosen as the scaffold as this unit allows two identical units and a reactive end to be incorporated, thus generating a dendron suitable for dendrimer synthesis. The design and synthesis of dendrimers with multi-tier architectures

  我们报告了各种包含芳香核和杂环和肽单元的多层设计树突分子。选择 5-(叠氮甲基)苯-1,3-二羰基单元作为支架，因为该单元允许引入两个相同的单元和一个反应端，从而生成适合树枝状聚合物合成的树枝状结构。具有多层结构的树枝状聚合物的设计和合成将有助于生成具有各种功能的树枝状结构。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）
• Water-soluble dendritic polyaspartic porphyrins: potential photosensitizers for photodynamic therapy
  作者：Baoxiang Gao、Yueling Liu、Huijuan Yin、Yingxin Li、Qianqian Bai、Licui Zhang

  DOI：10.1039/c1nj20733d

  日期：——

  We prepared these photosensitizers with two-block structures: porphyrin cores for singlet oxygen generation and branched dendritic polyaspartic as hydrophilic shells for inducing water solubility, thus reducing cytotoxicity and giving high singlet oxygen yields.

  我们准备了具有两嵌段结构的光敏剂：用于产生单线态氧的卟啉核和作为诱导诱导的亲水壳的支链枝状聚天冬氨酸 水 溶解性，从而降低细胞毒性并提供高的单线态氧产量。
• Peptide dendrimers with designer core for directed self-assembly
  作者：Ram P. Verma、Ashutosh Shandilya、V. Haridas

  DOI：10.1016/j.tet.2015.09.043

  日期：2015.11

  A series of designer peptide dendrimers with urea and urea-triazole cores were synthesized. Urea cored dendrimers assembled into fibrillar morphology, while dendrimers with urea-triazole core assembled into vesicular morphology. The core-dependent self-assembly behavior is studied by ultramicroscopy, Xray crystallography and supported by molecular dynamics simulation. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthesis of totally chiral, multiple armed, poly Glu and poly Asp scaffoldings on bifunctional adamantane core
  作者：Darshan Ranganathan、Sunita Kurur

  DOI：10.1016/s0040-4039(97)00054-3

  日期：1997.2

  Three successive generations of peptidic scaffoldings consisting of two, six and fourteen chiral (all L) centres and four, eight and sixteen carbomethoxy groups, respectively, at the periphery with adamantane nucleus as the central core have been constructed by linking the two halves of corresponding Asp/Glu dendrons by 1,3-bifunctional adamantane unit. Energy minimization and H-1 NMR studies have shown these scaffoldings to adopt increasingly globular and compact architecture with each succeeding generation. (C) 1997, Published by Elsevier Science Ltd.