4'-O-5-dicapsaicin ether

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-O-5-dicapsaicin ether
• 英文别名: (E)-N-[[4-[2-hydroxy-3-methoxy-5-[[[(E)-8-methylnon-6-enoyl]amino]methyl]phenoxy]-3-methoxyphenyl]methyl]-8-methylnon-6-enamide
• 化学式: C₃₆H₅₂N₂O₆
• 分子量: 608.819
• InChiKey: FTWCPCBRMSWDKL-JOBJLJCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  辣椒碱 在 pepper peroxidase 、 tris-acetate buffer 、 双氧水 作用下， 反应 24.0h， 生成 5,5'-dicapsaicin 、 4'-O-5-dicapsaicin ether
  参考文献：
  名称：

  5,5‘-Dicapsaicin, 4‘-O-5-Dicapsaicin Ether, and Dehydrogenation Polymers with High Molecular Weights Are the Main Products of the Oxidation of Capsaicin by Peroxidase from Hot Pepper

  摘要：

  The nature of the products of capsaicin oxidation by hot pepper peroxidase was studied by gel permeation chromatography. Three main types of oxidation products were identified. Peak 1, with an average molecular weight of 603 +/- 12 and corresponding to dimers of capsaicin, was resolved by gas chromatography-mass spectrometry into the dimers 5,5'-dicapsaicin (1a) and 4'-O-5-dicapsaicin ether (1b). Peak 2 appears to be a polymeric product with a molecular weight of 4500 and probably corresponds to polymeric products with a mean degree of 15. Capsaicin-protein copolymers (peak 3) also appear to be products of capsaicin oxidation, probably arising from protein and capsaicin copolymerization. These results suggest that Capsicum peroxidase oxidizes capsaicin to yield 5,5'-dicapsaicin and 4'-O-5-dicapsaicin ether, together a mixture of highly polymerized dehydrogenation products, all of them therefore of a lignin-like nature.

  DOI：

  10.1021/jf950826y

文献信息

• 5,5‘-Dicapsaicin, 4‘-<i>O</i>-5-Dicapsaicin Ether, and Dehydrogenation Polymers with High Molecular Weights Are the Main Products of the Oxidation of Capsaicin by Peroxidase from Hot Pepper
  作者：María A. Bernal、A. Ros Barceló

  DOI：10.1021/jf950826y

  日期：1996.1.1

  The nature of the products of capsaicin oxidation by hot pepper peroxidase was studied by gel permeation chromatography. Three main types of oxidation products were identified. Peak 1, with an average molecular weight of 603 +/- 12 and corresponding to dimers of capsaicin, was resolved by gas chromatography-mass spectrometry into the dimers 5,5'-dicapsaicin (1a) and 4'-O-5-dicapsaicin ether (1b). Peak 2 appears to be a polymeric product with a molecular weight of 4500 and probably corresponds to polymeric products with a mean degree of 15. Capsaicin-protein copolymers (peak 3) also appear to be products of capsaicin oxidation, probably arising from protein and capsaicin copolymerization. These results suggest that Capsicum peroxidase oxidizes capsaicin to yield 5,5'-dicapsaicin and 4'-O-5-dicapsaicin ether, together a mixture of highly polymerized dehydrogenation products, all of them therefore of a lignin-like nature.