(2,5-Dioxopyrrolidin-1-yl) 2-[[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]methoxy]acetate | 1501587-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (2,5-Dioxopyrrolidin-1-yl) 2-[[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]methoxy]acetate
• CAS: 1501587-53-6
• 化学式: C₁₃H₁₁NO₅S₄
• 分子量: 389.498
• InChiKey: RSJMGTSFLQSNPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  72.91
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 (4-tetrathiafulvalenylmethoxy)acetic acid 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到(2,5-Dioxopyrrolidin-1-yl) 2-[[2-(1,3-dithiol-2-ylidene)-1,3-dithiol-4-yl]methoxy]acetate
  参考文献：
  名称：

  Tetrathiafulvalene Terminal-Decorated PAMAM Dendrimers for Triggered Release Synergistically Stimulated by Redox and CB[7]

  摘要：

  A series of polyamidoamine (PAMAM) dendrimers with tetrathiafulvalene (TTF) at the periphery (Gn-PAMAM-TTF), generation 0-2, were synthesized. These functionalized dendrimers exist as nanospheres with diameters around 80-100 nm in aqueous phase, which can encapsulate hydrophobic molecules. The terminal TTF groups can go through a reversible redox process upon addition of the oxidizing and reducing agents. Each terminal TTF+center dot group of the oxidized Gn-PAMAM-TTF assembled with cucurbit[7]uril (CB[7]) forming a 1:1 inclusion complex with association constants of (3.14 +/- 0.36) x 10(5), (1.29 +/- 0.12) x 10(6), and (1.79 +/- 0.24) x 10(6) M-1 for generation 0-2, respectively, even at the aggregate state. The formation of the inclusion complex loosened the structure of the nanospheres and initiated the release of cargo, and the release mechanism was validated by dynamic light scattering (DLS), cryo-transmission electron microscopy (TEM), and electron paramagnetic resonance (EPR) experiments. This study provides a potential strategy for the development of drug delivery systems synergistically triggered by redox and supramolecular assembly.

  DOI：

  10.1021/la404349w