N-[2-(2-碘-5-甲氧基-1H-吲哚-3-基)乙基]-乙酰胺 | 140671-15-4

• 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
• 中文名称: N-[2-(2-碘-5-甲氧基-1H-吲哚-3-基)乙基]-乙酰胺
• 中文别名: 2-碘-2',3'-O-异亚丙基-D-腺苷
• 英文名称: [125I]-2-Iodomelatonin
• 英文别名: 2-<125I>iodomelatonin；2-[¹²⁵I]-iodomelatonin；2-[¹²⁵I]iodomelatonin；[¹²⁵I]2-iodomelatonin；2-[125I] iodomelatonin；acetamide, N-[2-(2-iodo-5-methoxy-1H-indol-3-yl)ethyl]-；N-[2-(2-(125I)iodanyl-5-methoxy-1H-indol-3-yl)ethyl]acetamide
• CAS: 140671-15-4
• 化学式: C₁₃H₁₅IN₂O₂
• 分子量: 356.274
• InChiKey: FJDDSMSDZHURBJ-XSBOKVBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  褪黑素 在 吡啶 、 sodium iodide 、 羟苯基丙酸 N-羟基琥珀酰亚胺酯 作用下， 以 aq. buffer 为溶剂， 以66.2%的产率得到N-[2-(2-碘-5-甲氧基-1H-吲哚-3-基)乙基]-乙酰胺
  参考文献：
  名称：

  Radiolabeling of melatonin using different oxidizing agents for immunoassay purpose

  摘要：

  An efficient method was developed for radioiodination of melatonin with I-125. Chloramine-T and iodogen were used as oxidizing agents. The radioiodination was carried out via electrophilic substitution of the H atom with the I+ cation. Indirect iodination using Bolton-Hunter reagent was also performed. The influence exerted on the radiochemical yield by the melatonin concentration, pH of the reaction mixture, type of oxidizing agent, and reaction time was studied. The shelf life and specific activity of the product were determined. The radiochemical yield and product purity were determined by HPLC and paper electrophoresis. The immunoreactivity of the tracer was checked using its specific antibody. Specific and sensitive polyclonal antimelatonin was prepared using two New Zealand rabbits, which were injected with 5-methoxy-N-acetyltryptamine-bovine serum albumin conjugate as immunogen. The tracer prepared by the indirect method with iodogen had high specific activity, high yield, and long shelf life; it was also more selective in the melatonin assessment using radioimmunoassay technique.

  DOI：

  10.1134/s10663622170600133

文献信息

• Radiolabeling of melatonin using different oxidizing agents for immunoassay purpose
  作者：Kh. M. Sallam、A. S. A. El-Bayoumy、N. Farouk

  DOI：10.1134/s10663622170600133

  日期：2017.11

  An efficient method was developed for radioiodination of melatonin with I-125. Chloramine-T and iodogen were used as oxidizing agents. The radioiodination was carried out via electrophilic substitution of the H atom with the I+ cation. Indirect iodination using Bolton-Hunter reagent was also performed. The influence exerted on the radiochemical yield by the melatonin concentration, pH of the reaction mixture, type of oxidizing agent, and reaction time was studied. The shelf life and specific activity of the product were determined. The radiochemical yield and product purity were determined by HPLC and paper electrophoresis. The immunoreactivity of the tracer was checked using its specific antibody. Specific and sensitive polyclonal antimelatonin was prepared using two New Zealand rabbits, which were injected with 5-methoxy-N-acetyltryptamine-bovine serum albumin conjugate as immunogen. The tracer prepared by the indirect method with iodogen had high specific activity, high yield, and long shelf life; it was also more selective in the melatonin assessment using radioimmunoassay technique.