azido-Ac-Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe | 945749-36-0

• 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: azido-Ac-Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe
• 英文别名: N(1)Asp(OMe)-OMe.deamino-Gly(N3)-Asp(1)-Asp(OMe)-OMe；dimethyl (2S)-2-[[(3S)-3-[(2-azidoacetyl)amino]-4-[[(2S)-1,4-dimethoxy-1,4-dioxobutan-2-yl]amino]-4-oxobutanoyl]amino]butanedioate
• CAS: 945749-36-0
• 化学式: C₁₈H₂₆N₆O₁₁
• 分子量: 502.438
• InChiKey: IDTKLQOURNKIEX-DCAQKATOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  35
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  207
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  azido-Ac-Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe 、 tert-butyl N-[(2S)-1-[[(2S)-6-[[(2S)-2,6-bis[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]amino]-1-oxo-1-(prop-2-ynylamino)hexan-2-yl]amino]-6-[(2-methylpropan-2-yl)oxycarbonylamino]-1-oxohexan-2-yl]carbamate 在 copper(l) iodide 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成 dimethyl (2S)-2-[[(3S)-3-[[2-[4-[[[(2S)-2,6-bis[[(2S)-2,6-diaminohexanoyl]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 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.5h， 生成 azido-Ac-Asp[Asp(OMe)-OMe]-Asp(OMe)-OMe
  参考文献：
  名称：

  Peptide dendrimers with designer core for directed self-assembly

  摘要：

  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.

  DOI：

  10.1016/j.tet.2015.09.043

文献信息

• Design and synthesis of triazole-based peptide dendrimers
  作者：V. Haridas、Kashmiri Lal、Yogesh K. Sharma

  DOI：10.1016/j.tetlet.2007.05.023

  日期：2007.7

  A series of novel designer dendrimers (8, 9, 11, 13 and 16) was synthesized by employing click chemistry. The dendritic structures reported here include symmetrical, unsymmetrical and cationic dendrimers with a variety of cores such as triazole, cystine and Lys-Asp dipeptide.

  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。