2-(4-hydroxyphenyl)ethyl β-rutinoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-hydroxyphenyl)ethyl β-rutinoside
• 英文别名: echipuroside A；4‑hydroxyphenetyl rutinoside；asechipuroside A；Rha(a1-6)Glc(b)-O-EtPh(4-OH)；(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[2-(4-hydroxyphenyl)ethoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• 化学式: C₂₀H₃₀O₁₁
• 分子量: 446.452
• InChiKey: GPUIKDUUKCQMNA-XXGVTNRTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  对羟基苯乙醇 、 芦丁 在 水 作用下， 以 甲醇 为溶剂， 反应 30.17h， 以24%的产率得到2-(4-hydroxyphenyl)ethyl β-rutinoside
  参考文献：
  名称：

  Transrutinosylation of tyrosol by flower buds of Sophora japonica

  摘要：

  Dried flower buds of Japanese sophora (Sophora japonica) comprising rutinosidase activity were tested in rutinosylation of tyrosol via transglycosylation process from rutin. Optimal conditions for transrutinosylation of tyrosol were 49 mM rutin and 290 mM tyrosol, giving maximum conversion up to 66.4% and 24% yield of isolated and purified rutinoside. The rutinosylation proceeded exclusively on the primary hydroxyl of tyrosol, thus forming rhamnosylated derivative of salidroside. This strict regioselectivity differentiates the sophora biocatalyst from microbial rutinosidases.

  DOI：

  10.1016/j.foodchem.2020.127674

文献信息

• Transrutinosylation of tyrosol by flower buds of Sophora japonica
  作者：Elena Karnišová Potocká、Mária Mastihubová、Vladimír Mastihuba

  DOI：10.1016/j.foodchem.2020.127674

  日期：2021.1

  Dried flower buds of Japanese sophora (Sophora japonica) comprising rutinosidase activity were tested in rutinosylation of tyrosol via transglycosylation process from rutin. Optimal conditions for transrutinosylation of tyrosol were 49 mM rutin and 290 mM tyrosol, giving maximum conversion up to 66.4% and 24% yield of isolated and purified rutinoside. The rutinosylation proceeded exclusively on the primary hydroxyl of tyrosol, thus forming rhamnosylated derivative of salidroside. This strict regioselectivity differentiates the sophora biocatalyst from microbial rutinosidases.