7-carboxymethoxy-5-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 7-carboxymethoxy-5-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• 英文别名: 2-[5-Hydroxy-3-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyacetic acid
• 化学式: C₁₈H₁₄O₇
• 分子量: 342.305
• InChiKey: PEMSSQGWTLSHMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  鹰嘴豆芽素A 在 碳酸氢钠 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 96.0h， 生成 7-carboxymethoxy-5-hydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis of Haptens and Conjugates for ELISAs of Phytoestrogens. Development of the Immunological Tests

  摘要：

  Seven carboxylic acid haptens of isoflavonoids were synthesized, with the spacer arm on the oxygen atom at the C7 position for one series, with formononetin, daidzein, equol, biochanin A, and genistein, and at the C8 position for a second series, with only formononetin and daidzein. The different haptens were coupled to bovine serum albumin (BSA) and to swine thyroglobulin (Thyr). Polyclonal antibodies were generated against the BSA conjugates. Enzyme-linked immunosorbent assays (ELISAs) were developed based on competition between free phytoestrogens and the Thyr-hapten conjugates for specific antibodies. IC50 values of the standard curves ranged between 0.8 and 20 ng/mL that is, 0.3 and 9.2 pmol/well. The antibodies obtained should be useful for assays in vegetable matter as well as in biological fluids after a separation step. These ELISAs should be valuable also in the food industry to control phytoestrogen concentrations prior to and after processing.

  DOI：

  10.1021/jf990896v

文献信息

• Synthesis of Haptens and Conjugates for ELISAs of Phytoestrogens. Development of the Immunological Tests
  作者：Catherine Bennetau-Pelissero、Cyril Le Houérou、Valérie Lamothe、Françoise Le Menn、Pierre Babin、Bernard Bennetau

  DOI：10.1021/jf990896v

  日期：2000.2.1

  Seven carboxylic acid haptens of isoflavonoids were synthesized, with the spacer arm on the oxygen atom at the C7 position for one series, with formononetin, daidzein, equol, biochanin A, and genistein, and at the C8 position for a second series, with only formononetin and daidzein. The different haptens were coupled to bovine serum albumin (BSA) and to swine thyroglobulin (Thyr). Polyclonal antibodies were generated against the BSA conjugates. Enzyme-linked immunosorbent assays (ELISAs) were developed based on competition between free phytoestrogens and the Thyr-hapten conjugates for specific antibodies. IC50 values of the standard curves ranged between 0.8 and 20 ng/mL that is, 0.3 and 9.2 pmol/well. The antibodies obtained should be useful for assays in vegetable matter as well as in biological fluids after a separation step. These ELISAs should be valuable also in the food industry to control phytoestrogen concentrations prior to and after processing.