(HO)4-[G2]-N3 | 919988-18-4

• 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: (HO)4-[G2]-N3
• 英文别名: [3-(6-Azidohexoxy)-2-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]-2-methyl-3-oxopropyl] 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate
• CAS: 919988-18-4
• 化学式: C₂₁H₃₇N₃O₁₀
• 分子量: 491.539
• InChiKey: LGPUUVBKCMNFLE-UHFFFAOYSA-N

物化性质

• 熔点：
  93-98°C (decomposition)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  34
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  174
• 氢给体数：
  4
• 氢受体数：
  12

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  (HO)4-[G2]-N3 以91%的产率得到[3-[3-(6-Azidohexoxy)-2-[[3-[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxy-2-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]-2-methylpropanoyl]oxymethyl]-2-methyl-3-oxopropoxy]-2-[[3-hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxymethyl]-2-methyl-3-oxopropyl] 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate
  参考文献：
  名称：

  Method for making amphiphilic dendrimers

  摘要：

  一系列AB型两性树枝状聚酯已经通过分叉法制备，其中两种杂交物通过铜(1)-催化的三唑形成耦合。

  公开号：

  US20090182151A1
• 作为产物：
  描述：

  6-叠氮基-1-己醇 在 N,N'-二环己基碳二亚胺 、 DPTS 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (HO)4-[G2]-N3
  参考文献：
  名称：

  自组装的两亲性Janus树状大分子：水中的同晶型性质和聚集†

  摘要：

  基于bis-MPA的两亲性树枝状大分子衍生物在水中和水中的自组装行为是本文的主题。设计的分子具有两个不同极性的部分。此功能是迫使其在水中自组装成超分子体系的关键因素，这归因于分子的亲脂性部分之间的疏水相互作用，以及随着温度的变化而大量出现的同晶顺序（热致液晶） 。研究了由分子的亲水/亲脂平衡引起的效应，改变了相应树突的生成并通过CuAAC单击化学，以获得对称和不对称的最终Janus树状聚合物。还研究了在水中形成的聚集体包封疏水性药物的能力。

  DOI：

  10.1039/c4nj02071e

文献信息

• Multivalent, bifunctional dendrimers prepared by click chemistry
  作者：Peng Wu、Michael Malkoch、Jasmine N. Hunt、Robert Vestberg、Eiton Kaltgrad、M. G. Finn、Valery V. Fokin、K. Barry Sharpless、Craig J. Hawker

  DOI：10.1039/b512021g

  日期：——

  Unsymmetrical dendrimers, containing both mannose binding units and coumarin fluorescent units, have been prepared using click chemistry and shown to be highly efficient, dual-purpose recognition/detection agents for the inhibition of hemagglutination.

  含有甘露糖结合单元和香豆素荧光单元的非对称树枝状大分子，已通过点击化学方法制备，并显示出作为高效且多用途的凝集抑制识别/检测剂的潜力。
• Europium confined cyclen dendrimers with photophysically active triazoles
  作者：Per Antoni、Michael Malkoch、George Vamvounis、Daniel Nyström、Andreas Nyström、Mikael Lindgren、Anders Hult

  DOI：10.1039/b802197j

  日期：——

  Dendrimers up to the fourth generation (G1–G4) were successfully synthesized via the efficient copper catalyzed 1,3-dipolar cycloaddition between primary alkynes and azides (CuAAC), also referred to as a click reaction. The synthetic protocol involved the preparation of presynthesized dendron wedges that subsequently were attached to a tetra-valent alkyne functional cyclen core. These constructed structures integrated stable triazole groups “intra-locked” between the cyclen and dendron wedges. The incorporation of a lanthanide metal ion, europium, into the interior of all cyclen dendrimers was monitored by FT-IR. Interestingly, the photophysical results showed that the proximate triazole not only acts as a stable linker but also as a sensitizers, transferring its singlet–singlet excitation in the ultraviolet region (270–290 nm) to the partially filled luminescent lanthanide 4f shell. An increase of luminescence decay time from the lanthanide 5D0 → 7F2 emission was observed with increasing dendrimer size, indicating that the shielding effect of the dendron wedges is important for the relaxation of the photo-excitation and energy transfer. To the best of our knowledge, this is the first time a set of dendron wedges have successfully been attached to a cyclen metal ion cage via the versatile click reaction. Furthermore, the produced triazoles intra-locked in close proximity to the macrocycle core elucidated an interesting photophysical function.

  通过高效的铜催化伯级炔烃与叠氮化物之间的 1,3-二极环化反应（CuAAC），也称为点击反应，成功合成了第四代（G1-G4）树枝状化合物。合成方案包括制备预合成的树枝状楔形物，然后将其连接到四价炔功能环烯核心上。这些构建的结构将稳定的三唑基团 "内锁 "在环烯和树枝膦楔之间。所有环烯树枝状聚合物的内部都加入了镧系金属离子铕，并通过傅里叶变换红外光谱进行了监测。有趣的是，光物理结果表明，近似的三唑不仅是一种稳定的连接剂，而且还是一种敏化剂，可将其在紫外区（270-290 纳米）的单邢子激发转移到部分填充的发光镧系元素 4f 壳上。随着树枝状聚合物尺寸的增大，观察到镧系元素 5D0 → 7F2 发射的发光衰减时间延长，这表明树枝状楔形体的屏蔽效应对于光激发和能量转移的弛豫非常重要。据我们所知，这是首次通过多功能点击反应成功地将一组树枝状楔形体连接到环状金属离子笼上。此外，生成的三唑内锁紧靠大环核心，阐明了一种有趣的光物理功能。
• Janus-Type Dendromesogens: A Tool to Control the Nanosegregation and Polar Organization of Bent-Core Structures
  作者：Nélida Gimeno、Jorge Vergara、Miguel Cano、José Luis Serrano、M. Blanca Ros、Josu Ortega、César L. Folcia、Sofía Rodríguez-Conde、Gerardo Sanz-Enguita、Jesús Etxebarria

  DOI：10.1021/cm302144f

  日期：2013.2.12

  Several first- or second-generation Janus-type codendrimers that combine promesogenic bent-core and rodlike molecular segments have been synthesized by the versatile CuAAC reaction and the materials have been characterized by POM, DSC, XRD, and SHG studies. Depending on the ratio between the number of rod- and bent-core units, these compounds form mesophases ranging from nematic to a complex polar smectic mesophase in which the two types of mesogenic moieties are segregated on a nanometric scale. In the case of a 1:1 bent/rod ratio, the materials form ferroelectric mesophases and the macroscopic polarization is stable in the absence of an applied electric field. The appearance of the different mesophases is explained in terms of the relative values of the transverse areas of the mesogenic cores.
• [EN] METHOD FOR MAKING AMPHIPHILIC DENDRIMERS<br/>[FR] PROCEDE DE FABRICATION DE DENDRIMERES AMPHIPHILES
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2007012001A1

  公开（公告）日：2007-01-25

  [EN] A series of AB-type amphiphilic dendritic polyesters have been prepared divergently, in which two hybrids were coupled via the copper(l)-catalyzed triazole formation.
  [FR] L'invention concerne une série de polyesters dendritiques amphiphiles de type AB préparés de manière divergeante dans laquelle deux hybrides ont été couplés par le biais de la formation de triazole catalysée par du cuivre (l).
• [EN] DENDRITIC ARCHITECTURES AS NONVIRAL VECTORS IN GENE DELIVERY<br/>[FR] ARCHITECTURES DENDRITIQUES EN TANT QUE VECTEURS NON VIRAUX DANS LA DISTRIBUTION DE GÈNES
  申请人：[en]TIBA BIOTECH LLC

  公开号：WO2022212838A1

  公开（公告）日：2022-10-06

  Disclosed herein are novel dendritic structures that can be used in combination with other lipid components to form nanoparticles with nucleic acids, to facilitate the intracellular delivery of nucleic acids bothin vitroandin vivo. Nanoparticle compositions comprising the compounds and methods for their use for treating or preventing diseases or conditions are also provided.