6-(2-Carboxyethenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid | 1379792-11-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 6-(2-Carboxyethenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid
• 英文别名: 6-(2-carboxyethenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid
• CAS: 1379792-11-6
• 化学式: C₁₈H₁₄O₈
• 分子量: 358.304
• InChiKey: XOLNJKHCNSNACU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  TRANS-咖啡酸 在 氧气 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 3-[3-[5-(2-carboxyethenyl)-2,3-dihydroxyphenyl]-4,5-dihydroxyphenyl]prop-2-enoic acid 、 6-(2-Carboxyethenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxylic acid 、 1-(3,4-二羟基苯基)-6,7-二羟基-1,2-二氢萘-2,3-二甲酸
  参考文献：
  名称：

  Chemical Cross-Linking Gelatin with Natural Phenolic Compounds as Studied by High-Resolution NMR Spectroscopy

  摘要：

  Cross-linking gelatin with natural phenolic compound caffeic acid (CA) or tannic acid (TA) above pH 9 resulted in formation of insoluble hydrogels. The cross-linking reactivity was controlled by variation of pH, the concentration of the gelatin solution, or the amount of CA or TA used in the reaction. The cross-linking chemistry was studied by high-resolution NMR technique in both solution and solid state via investigation on small molecular model systems or using C-13 enriched caffeic acid (LCA) in the reaction with gelatin. Direct evidence was obtained to confirm the chemical reactions occurring between the phenolic reactive sites of the phenolic compounds and the amino groups in gelatin to form C-N covalent bonds as cross-linking linkages in gelatin matrix. The crosslinked network was homogeneous on a scale of 2-3 nm. The cross-linking resulted in a significant decrease in the molecular mobility of the hydrogels, while the modulus of the films remained at high values at high temperatures.

  DOI：

  10.1021/bm1001284