(Z)-1,3-dihydroxypropan-2-yl icos-11-enoate | 71712-73-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 内源性大麻素
• 英文名称: (Z)-1,3-dihydroxypropan-2-yl icos-11-enoate
• 英文别名: 2-Eicosenoyl-glycerol；1,3-dihydroxypropan-2-yl (Z)-icos-11-enoate
• CAS: 71712-73-7
• 化学式: C₂₃H₄₄O₄
• 分子量: 384.6
• InChiKey: YRAZXZXQMMJRRV-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  27
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z)-2-(icos-11-enoyloxy)propane-1,3-diyl dibutyrate 在 Rhizomucor miehei lipase 、 乙醇 作用下， 反应 24.0h， 以79%的产率得到(Z)-1,3-dihydroxypropan-2-yl icos-11-enoate
  参考文献：
  名称：

  Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols

  摘要：

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.101

文献信息

• Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols
  作者：Kyle M. Whitten、Alexandros Makriyannis、Subramanian K. Vadivel

  DOI：10.1016/j.tet.2012.04.101

  日期：2012.7

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.