5-[3-[3-[3-(4-carboxybutylsulfanyl)propanoyloxy]-2,2-bis[3-(4-carboxybutylsulfanyl)propanoyloxymethyl]propoxy]-3-oxopropyl]sulfanylpentanoic acid | 1582224-07-4

• 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: 5-[3-[3-[3-(4-carboxybutylsulfanyl)propanoyloxy]-2,2-bis[3-(4-carboxybutylsulfanyl)propanoyloxymethyl]propoxy]-3-oxopropyl]sulfanylpentanoic acid
• CAS: 1582224-07-4
• 化学式: C₃₇H₆₀O₁₆S₄
• 分子量: 889.138
• InChiKey: BKXLJRVWGFWEDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  57.0
• 可旋转键数：
  40.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  254.4
• 氢给体数：
  4.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  3-(3-tert-butyl-2-hydroxy-5-methylphenyl)-1-propanol 、 5-[3-[3-[3-(4-carboxybutylsulfanyl)propanoyloxy]-2,2-bis[3-(4-carboxybutylsulfanyl)propanoyloxymethyl]propoxy]-3-oxopropyl]sulfanylpentanoic acid 生成 3-(3-Tert-butyl-2-hydroxy-5-methylphenyl)propyl 5-[3-[3-[3-[5-[3-(3-tert-butyl-2-hydroxy-5-methylphenyl)propoxy]-5-oxopentyl]sulfanylpropanoyloxy]-2,2-bis[3-[5-[3-(3-tert-butyl-2-hydroxy-5-methylphenyl)propoxy]-5-oxopentyl]sulfanylpropanoyloxymethyl]propoxy]-3-oxopropyl]sulfanylpentanoate
  参考文献：
  名称：

  OONISHI, AKIYOSHI;TANAKA, KENJI;TADEKA, MAKOTO;KONNO, KAZUHIKO;SAITO, MAS+

  摘要：

  DOI：
• 作为产物：
  描述：

  四(3-巯基丙酸)季戊四醇酯 、 4-戊烯酐 在 1-羟基环己基苯基甲酮 、 水 作用下， 反应 0.25h， 生成 5-[3-[3-[3-(4-carboxybutylsulfanyl)propanoyloxy]-2,2-bis[3-(4-carboxybutylsulfanyl)propanoyloxymethyl]propoxy]-3-oxopropyl]sulfanylpentanoic acid
  参考文献：
  名称：

  Photopolymerized Cross-Linked Thiol–Ene Polyanhydrides: Erosion, Release, and Toxicity Studies

  摘要：

  Several critical aspects of cross-linked polyanhydrides made using thiol-ene polymerization are reported, in particular the erosion, release, and solution properties, along with their cytotoxicity toward fibroblast cells. The monomers used to synthesize these polyanhydrides were 4-pentenoic anhydride and pentaerythritol tetrakis(3-mercaptopropionate). Techniques used to evaluate the erosion mechanism indicate a complex situation in which several phenomena, such as hydrolysis rates, local pH, water diffusion, and solubility, may be influencing the erosion process The mass loss profile, the release rate of a hydrophilic dye, the rate of hydrolysis of the polyanhydride, the hydrolysis product solubility as a function of pH, average plc and its cytotoxicity toward fibroblast cells were all determined. The solubility of the degradation product is low at pH values less than 6-7, and the average pK(a) was determined to be similar to 5.3. The cytotoxicity of the polymer and the degradation product was found to be low, with cell viabilities of >97% for the various samples studied at concentrations of similar to 1000-1500 ppm. These important parameters help determine the potential of the thiol-ene polyanhydrides in various biomedical applications. These polyanhydrides can be used as a delivery vehicle, and although the release profile qualitatively followed the mass loss profile for a hydrophilic dye, the release rate appears to be by both diffusion and mass loss mechanisms.

  DOI：

  10.1021/bm500420q