| 148918-71-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• CAS: 148918-71-2
• 化学式: C₁₇H₃₄N₃O₂
• 分子量: 312.476
• InChiKey: KESGEAYLKQCSBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  36.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)生物素-N-琥珀酰亚胺基酯 、 以 N,N-二甲基甲酰胺 为溶剂， 反应 192.0h， 生成
  参考文献：
  名称：

  Synthesis of nitroxides for use as procationic labels and their incorporation into nafion films

  摘要：

  A nitroxide label was covalently attached to amphetamine and two antidepressants, nortriptyline and desipramine, by forming an amide linkage between the amino group on each of these compounds and 3-carboxyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxy. This nitroxide label was also attached to be biologically important compound biotin, but a spacer group, N,N'-dimethyl-1,6-hexanediamine, was needed to make two amide linkages between the carboxylic acids on the nitroxide and biotin. These nitroxide-labeled substances undergo a one-electron reversible oxidation between 0.5 and 0.6 V (vs. Ag/AgCl) at a naked glassy carbon (GC) elecrode and between 0.3 and 0.4 V at a GC electrode coated with a polyanionic film of Nafion. When a 0.8-V potential is applied to a GC/Nafion electrode in the presence of an aqueous buffer solution of one of these nitroxides, the nitroxide preconcentrates in the film in its oxidized form, the oxoammonium cation. Subsequent scanning of the potential in the negative direction using square wave voltammetry produces a reduction wave with a relatively large peak current making it possible to detect almost nanomolar quanitities of the procationic nitroxide. This preconcentration of procationic nitroxides makes this redox label useful in a recently developed analytical technique that combines immunoassay with Nafion-modified electrodes.

  DOI：

  10.1021/jo00061a037
• 作为产物：
  描述：

  3-羧基-PROXYL 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 198.0h， 生成
  参考文献：
  名称：

  Synthesis of nitroxides for use as procationic labels and their incorporation into nafion films

  摘要：

  A nitroxide label was covalently attached to amphetamine and two antidepressants, nortriptyline and desipramine, by forming an amide linkage between the amino group on each of these compounds and 3-carboxyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxy. This nitroxide label was also attached to be biologically important compound biotin, but a spacer group, N,N'-dimethyl-1,6-hexanediamine, was needed to make two amide linkages between the carboxylic acids on the nitroxide and biotin. These nitroxide-labeled substances undergo a one-electron reversible oxidation between 0.5 and 0.6 V (vs. Ag/AgCl) at a naked glassy carbon (GC) elecrode and between 0.3 and 0.4 V at a GC electrode coated with a polyanionic film of Nafion. When a 0.8-V potential is applied to a GC/Nafion electrode in the presence of an aqueous buffer solution of one of these nitroxides, the nitroxide preconcentrates in the film in its oxidized form, the oxoammonium cation. Subsequent scanning of the potential in the negative direction using square wave voltammetry produces a reduction wave with a relatively large peak current making it possible to detect almost nanomolar quanitities of the procationic nitroxide. This preconcentration of procationic nitroxides makes this redox label useful in a recently developed analytical technique that combines immunoassay with Nafion-modified electrodes.

  DOI：

  10.1021/jo00061a037

文献信息

• Synthesis of nitroxides for use as procationic labels and their incorporation into nafion films
  作者：Chantal Degrand、Benoit Limoges、Ronald L. Blankespoor

  DOI：10.1021/jo00061a037

  日期：1993.4

  A nitroxide label was covalently attached to amphetamine and two antidepressants, nortriptyline and desipramine, by forming an amide linkage between the amino group on each of these compounds and 3-carboxyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxy. This nitroxide label was also attached to be biologically important compound biotin, but a spacer group, N,N'-dimethyl-1,6-hexanediamine, was needed to make two amide linkages between the carboxylic acids on the nitroxide and biotin. These nitroxide-labeled substances undergo a one-electron reversible oxidation between 0.5 and 0.6 V (vs. Ag/AgCl) at a naked glassy carbon (GC) elecrode and between 0.3 and 0.4 V at a GC electrode coated with a polyanionic film of Nafion. When a 0.8-V potential is applied to a GC/Nafion electrode in the presence of an aqueous buffer solution of one of these nitroxides, the nitroxide preconcentrates in the film in its oxidized form, the oxoammonium cation. Subsequent scanning of the potential in the negative direction using square wave voltammetry produces a reduction wave with a relatively large peak current making it possible to detect almost nanomolar quanitities of the procationic nitroxide. This preconcentration of procationic nitroxides makes this redox label useful in a recently developed analytical technique that combines immunoassay with Nafion-modified electrodes.