3-methoxylbenzyl β-D-glucopyranoside | 1383726-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methoxylbenzyl β-D-glucopyranoside
• CAS: 1383726-42-8
• 化学式: C₁₄H₂₀O₇
• 分子量: 300.309
• InChiKey: VGVJZOISCBABBE-RKQHYHRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.99
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  108.61
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  可得然胶 、 间甲氧基苯甲醇 在 Prunus domestica prune seed meal 作用下， 反应 50.0h， 以22%的产率得到3-methoxylbenzyl β-D-glucopyranoside
  参考文献：
  名称：

  Using ionic liquid cosolvents to improve enzymatic synthesis of arylalkyl β-d-glucopyranosides

  摘要：

  Enzymatic synthesis of various arylalkyl beta-D-glucopyranosides catalyzed by prune (Prunus domestica) seed meal via reverse hydrolysis in the mixture of organic solvent, ionic liquid (IL) and phosphate buffer was described. Among four hydrophilic organic solvents tested, ethylene glycol diacetate (EGDA) was found to be the most suitable for enzymatic synthesis of salidroside, a bioactive compound of commercial interest, from D-glucose and tyrosol. The effects of the nature of ionic liquids and their contents on the enzymatic glucosylation were studied. The addition of a suitable amount of ILs including denaturing ones was favorable to shift the reaction equilibrium toward the synthesis, thus improving the yields. Among the examined ILs, the novel IL [BMIm]I proved to be the best. And this IL was applied as the solvent in biocatalysis for the first time. The yields were found to be enhanced between 0.2-fold and 0.5-fold after the addition of 10% (v/v) [BMIm]I. In 10% (v/v) [BMIm]I-containing system, the desired arylalkyl beta-D-glucopyranosides were synthesized with 15-28% yields, among which salidroside was obtained with a yield of 22%. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2011.08.009