3,3-Dithiopropionic acid di-p-nitrophenyl ester | 105158-29-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3,3-Dithiopropionic acid di-p-nitrophenyl ester
• 英文别名: Bis-(p-nitrophenyl)-3,3'-dithiodipropionate；(4-nitrophenyl) 3-[[3-(4-nitrophenoxy)-3-oxopropyl]disulfanyl]propanoate
• CAS: 105158-29-0
• 化学式: C₁₈H₁₆N₂O₈S₂
• 分子量: 452.466
• InChiKey: VUGZNNGKBUCUJC-UHFFFAOYSA-N

物化性质

• 沸点：
  647.7±55.0 °C(Predicted)
• 密度：
  1.458±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  195
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-(2-氨乙基)吡啶 、 3,3-Dithiopropionic acid di-p-nitrophenyl ester 在 三乙胺 作用下， 以 氯仿 为溶剂， 以44%的产率得到Dithiodi[N-(2-pyridylethyl)propylamide]
  参考文献：
  名称：

  Complexation of Porphyrin with a Pyridine Moiety in Self-Assembled Monolayers on Metal Surfaces

  摘要：

  The preparation of ordered porphyrin monolayers on the solid surfaces was pursued by noncovalent bonding. Four kinds of self-assembled monolayers (SAM) that carried pyridine moieties were constructed on the surface of silver colloids (4Py-SAM from 4,4'-dithiodipyridine, 2Py-SAM from 2,2'-dithiodipyridine, DTPA-4PyS AM from dithiodi [N-(4-pyridylethyl)propylamide], and DTPA-2Py-SAM from dithiodi[N-(2-pyridylethyl)propylamide]. The structure of the SAMs was observed by surface-enhanced Raman spectroscopy. When a nitrogen atom in the pyridine ring of the SAM was directed to the solution phase tin the cases of 4Py-SAM, DTPA-4Py-SAM, and DTPA-2Py-SAM), incubation of the SAM with a low concentration (<22 nM) of water-soluble porphyrin into which a zinc ion had been incorporated (zinc(II) 5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphine tetra-p-toluenesulfonate: TMPyP Zn(II)) resulted in a definite Raman scattering corresponding to the porphyrin ring, in addition to that of the SAM itself. In the absence of zinc ion (5,10,15,20-tetrakis(1-methylpyridinium-4-yl)-21H,23H-porphin tetra-p-toluenesulfonate: TMPyP H-2), On the other hand, only the scattering of the SAM was observed. Furthermore, the 2Py-SAM, in which a nitrogen atom of the pyridine ring was directed to the silver surface, showed no scattering corresponding to the porphyrin moiety, either. These results indicated that the porphyrin ring was attached to the SAM by the axial ligand linkage between the pyridine ring of the SAM and the zinc ion of the porphyrin. It was suggested that the SAM, on which porphyrin groups were fixed in the ordered manner, would be useful as molecular optical devices.

  DOI：

  10.1021/jp990884c
• 作为产物：
  描述：

  对硝基苯酚 、 3,3'-二氢氧啉酸 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以41%的产率得到3,3-Dithiopropionic acid di-p-nitrophenyl ester
  参考文献：
  名称：

  Complexation of Porphyrin with a Pyridine Moiety in Self-Assembled Monolayers on Metal Surfaces

  摘要：

  The preparation of ordered porphyrin monolayers on the solid surfaces was pursued by noncovalent bonding. Four kinds of self-assembled monolayers (SAM) that carried pyridine moieties were constructed on the surface of silver colloids (4Py-SAM from 4,4'-dithiodipyridine, 2Py-SAM from 2,2'-dithiodipyridine, DTPA-4PyS AM from dithiodi [N-(4-pyridylethyl)propylamide], and DTPA-2Py-SAM from dithiodi[N-(2-pyridylethyl)propylamide]. The structure of the SAMs was observed by surface-enhanced Raman spectroscopy. When a nitrogen atom in the pyridine ring of the SAM was directed to the solution phase tin the cases of 4Py-SAM, DTPA-4Py-SAM, and DTPA-2Py-SAM), incubation of the SAM with a low concentration (<22 nM) of water-soluble porphyrin into which a zinc ion had been incorporated (zinc(II) 5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphine tetra-p-toluenesulfonate: TMPyP Zn(II)) resulted in a definite Raman scattering corresponding to the porphyrin ring, in addition to that of the SAM itself. In the absence of zinc ion (5,10,15,20-tetrakis(1-methylpyridinium-4-yl)-21H,23H-porphin tetra-p-toluenesulfonate: TMPyP H-2), On the other hand, only the scattering of the SAM was observed. Furthermore, the 2Py-SAM, in which a nitrogen atom of the pyridine ring was directed to the silver surface, showed no scattering corresponding to the porphyrin moiety, either. These results indicated that the porphyrin ring was attached to the SAM by the axial ligand linkage between the pyridine ring of the SAM and the zinc ion of the porphyrin. It was suggested that the SAM, on which porphyrin groups were fixed in the ordered manner, would be useful as molecular optical devices.

  DOI：

  10.1021/jp990884c

文献信息

• Multifunctional Disulfide-Based Cationic Dextran Conjugates for Intravenous Gene Delivery Targeting Ovarian Cancer Cells
  作者：Yanyan Song、Bo Lou、Peng Zhao、Chao Lin

  DOI：10.1021/mp4006672

  日期：2014.7.7

  found that Dex-SSBAP30-FA was efficient for targeted gene delivery to SKOV-3 tumor xenografted in a nude mouse model by intravenous injection, inducing a higher level of gene expression in the tumor as compared to Dex-SSBAP30 lacking FA and comparable gene expression to linear polyethylenimine as one of the most efficient polymeric vectors for intravenous gene delivery in vivo. Disulfide-based cationic

  设计了以叶酸为主链，以二硫键连接的1,4-双（3-氨基丙基）哌嗪（BAP）残基为叶酸的叶酸修饰的，基于二硫键的阳离子葡聚糖共轭物，并成功制备了其作为多功能基因传递载体在体外和体内靶向向卵巢癌SKOV-3细胞的基因传递。最初，通过双（对硝基苯基）-3,3'-二硫代二丙酸酯，含二硫化物的单体与BAP的缩聚反应，制备了一种新型的可生物还原的阳离子聚酰胺（称为pSSBAP）。发现pSSBAP对于体外是高效的针对MCF-7和SKOV-3细胞系的基因传递。随后，通过将BAP与二硫键连接的羧化葡聚糖偶联或将pSSBAP-低聚物与对硝基苯碳酸酯化的葡聚糖偶联，合成了两种具有不同BAP残基量的阳离子葡聚糖共轭物（分别表示为Dex-SSBAP6和Dex-SSBAP30）。两种结合物都能够结合DNA形成纳米复合物，在生理条件下具有改善的胶体稳定性。然而，在还原性环境中，多链体迅速解离以释放DNA。体外转染实验表