6-[(Tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)amino]hexanoic acid | 34790-40-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-[(Tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)amino]hexanoic acid
• 英文别名: 6-(adamantane-1-carbonylamino)hexanoic acid
• CAS: 34790-40-4
• 化学式: C₁₇H₂₇NO₃
• 分子量: 293.406
• InChiKey: ATANCACADPOWIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  mono-3-deoxy-3-amino-α-cyclodextrin 、 6-[(Tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)amino]hexanoic acid 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以46%的产率得到N-[6-oxo-6-[[(1S,3S,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-32,33,34,35,36,37,38,39,40,41,42-undecahydroxy-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontan-31-yl]amino]hexyl]adamantane-1-carboxamide
  参考文献：
  名称：

  Construction of Supramolecular Polymers with Alternating α-, β-Cyclodextrin Units Using Conformational Change Induced by Competitive Guests

  摘要：

  Supramolecular polymers having alternating alpha- and beta-cyclodextrin (CD) units have been prepared by using conformational change induced by competitive guests. Although each CD unit does not form intermolecular complexes, a mixture of an alpha-CD derivative and a beta-CD derivative formed intermolecular complexes to give supramolecular polymers having alternating CD units. This is the first example of construction of supramolecular polymers with alternating alpha-, beta-cyclodextrin units.

  DOI：

  10.1021/ja046562q
• 作为产物：
  描述：

  金刚烷酰氯 、 6-氨基己酸 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以98%的产率得到6-[(Tricyclo[3.3.1.1~3,7~]dec-1-ylcarbonyl)amino]hexanoic acid
  参考文献：
  名称：

  Construction of Supramolecular Polymers with Alternating α-, β-Cyclodextrin Units Using Conformational Change Induced by Competitive Guests

  摘要：

  Supramolecular polymers having alternating alpha- and beta-cyclodextrin (CD) units have been prepared by using conformational change induced by competitive guests. Although each CD unit does not form intermolecular complexes, a mixture of an alpha-CD derivative and a beta-CD derivative formed intermolecular complexes to give supramolecular polymers having alternating CD units. This is the first example of construction of supramolecular polymers with alternating alpha-, beta-cyclodextrin units.

  DOI：

  10.1021/ja046562q

文献信息

• CD44 and EGFR Dual-Targeted Antibody-Recruiting Complex Based on Hyaluronic Acid Grafted with β-Cyclodextrin and Multivalent Rhamnose for Cancer Immunotherapy
  作者：Zhifang Zhou、Lele Zheng、Yanchun Li、Han Lin、Haofei Hong、Jie Shi、Zhimeng Wu

  DOI：10.1055/a-2093-3528

  日期：2024.3

  generation of multivalent antibody-recruiting molecules (ARMs) with dual-targeting tumor-binding termini (TBT), including hyaluronic acid targeting CD44 and nanobody 7D12 or peptide GE11 targeting EGFR, was constructed for cancer immunotherapy. The 7D12 or GE11 were assembled onto β-cyclodextrin-grafted hyaluronic acid (HACD) with multivalent rhamnose via host-guest interaction to form macromolecule complexes

  构建了具有双靶向肿瘤结合末端 (TBT) 的新一代多价抗体募集分子 (ARM)，包括靶向 CD44 的透明质酸和靶向 EGFR 的纳米抗体 7D12 或肽 GE11，用于癌症免疫治疗。7D12 或 GE11 通过主客体相互作用组装到具有多价鼠李糖的 β-环糊精接枝透明质酸 (HACD) 上，形成大分子复合物。免疫学研究证明，这些复合物对 CD44 和 EGFR 具有双重靶向性，并且 HACD 上的鼠李糖可以募集抗 Rha 抗体以介导针对靶向肿瘤细胞的细胞毒性。这种双特异性 ARM 策略为癌症免疫治疗提供了一个平台。