Monoferuloyl monolinoleoyl glycerol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Monoferuloyl monolinoleoyl glycerol
• 英文别名: [2-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate
• 化学式: C₃₁H₄₆O₇
• 分子量: 530.702
• InChiKey: OWXHTWJSRZIRBH-UWDCZPTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  38
• 可旋转键数：
  23
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 、 (+/-)-1-O-feruloylglycerol 在 Novozym 435 作用下， 80.0 ℃ 、90.0 kPa 条件下， 反应 12.0h， 生成 Monoferuloyl monolinoleoyl glycerol 、 、 1,3-O-diferuloylglycerol
  参考文献：
  名称：

  Comparative Study of Soybean Oil and the Mixed Fatty Acids as Acyl Donors for Enzymatic Preparation of Feruloylated Acylglycerols in Ionic Liquids

  摘要：

  Feruloylated acylglycerols (FAGs) are the lipophilic derivatives of ferulic acid. In this work, soybean oil (SBO) and the mixed fatty acids (MFA) were selected as fatty acyl donors, and reacted with glyceryl monoferulate (GMF) to prepare FAGs in ionic liquids (ILs). Effect of various reaction parameters (time, temperature, enzyme concentration, and substrate ratio) and ILs on the GMF conversion and the reaction selectivity for FAGs formation were investigated. Response surface methodology (RSM) based on a 3-level-4-factor Box-Behnken experimental design was employed to evaluate the inactive effect of reaction parameters. For the esterification of GMF with MFA, the maximum GMF conversion (98.9 +/- 0.9%) and FAG yield (88.9 +/- 0.6%) were achieved in [C(10)mim]PF6. However, for the transesterification of GMF with SBO, the maximum GMF conversion (94.3 +/- 0.7%) and FAG yield (83.8 +/- 1.0%) were obtained in [C(12)mim]PF6. High FAG selectivities (similar to 0.90) were also obtained using SBO or MFA as acyl donors.

  DOI：

  10.1021/acs.jafc.5b03479

文献信息

• Comparative Study of Soybean Oil and the Mixed Fatty Acids as Acyl Donors for Enzymatic Preparation of Feruloylated Acylglycerols in Ionic Liquids
  作者：Shangde Sun、Bingxue Hu、Fei Qin、Yanlan Bi

  DOI：10.1021/acs.jafc.5b03479

  日期：2015.8.19

  Feruloylated acylglycerols (FAGs) are the lipophilic derivatives of ferulic acid. In this work, soybean oil (SBO) and the mixed fatty acids (MFA) were selected as fatty acyl donors, and reacted with glyceryl monoferulate (GMF) to prepare FAGs in ionic liquids (ILs). Effect of various reaction parameters (time, temperature, enzyme concentration, and substrate ratio) and ILs on the GMF conversion and the reaction selectivity for FAGs formation were investigated. Response surface methodology (RSM) based on a 3-level-4-factor Box-Behnken experimental design was employed to evaluate the inactive effect of reaction parameters. For the esterification of GMF with MFA, the maximum GMF conversion (98.9 +/- 0.9%) and FAG yield (88.9 +/- 0.6%) were achieved in [C(10)mim]PF6. However, for the transesterification of GMF with SBO, the maximum GMF conversion (94.3 +/- 0.7%) and FAG yield (83.8 +/- 1.0%) were obtained in [C(12)mim]PF6. High FAG selectivities (similar to 0.90) were also obtained using SBO or MFA as acyl donors.