1,3-O-dioleoyl-2-O-α-eleostearoyl-sn-glycerol | 221670-11-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,3-O-dioleoyl-2-O-α-eleostearoyl-sn-glycerol
• CAS: 221670-11-7
• 化学式: C₅₇H₁₀₀O₆
• 分子量: 881.417
• InChiKey: OAXVVTOMBZPEJD-MWXIJJNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.65
• 重原子数：
  63.0
• 可旋转键数：
  48.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  78.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  alpha-桐酸 、 二油精 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 120.42h， 以23%的产率得到1,3-O-dioleoyl-2-O-α-eleostearoyl-sn-glycerol
  参考文献：
  名称：

  An ultraviolet spectrophotometric assay for the screening of sn-2-specific lipases using 1,3-O-dioleoyl-2-O-α-eleostearoyl-sn-glycerol as substrate

  摘要：

  In the present study, we propose a continuous assay for the screening of sn-2 lipases by using triacylglycerols (TAGs) from Aleurites fordii seed (tung oil) and a synthetic TAG containing the alpha-eleostearic acid at the sn-2 position and the oleic acid (OA) at the sn-1 and sn-3 positions [1,3-O-dioleoyl-2-O-alpha-eleostearoyl-sn-glycerol (sn-OEO)]. Each TAG was coated into a microplate well, and the lipase activity was measured by optical density increase at 272 nm due to transition of alpha-eleostearic acid from the adsorbed to the soluble state. The sn-1,3-regioselective lipases human pancreatic lipase (HPL), LIP2 lipase from Yarrowia lipolytica (YLLIP2), and a known sn-2 lipase, Candida antarctica lipase A (CALA) were used to validate this method. TLC analysis of lipolysis products showed that the lipases tested were able to hydrolyze the sn-OEO and the tung oil TAGs, but only CALA hydrolyzed the sn-2 position. The ratio of initial velocities on sn-OEO and tung oil TAGs was used to estimate the sn-2 preference of lipases. CALA was the enzyme with the highest ratio (0.22 +/- 0.015), whereas HPL and YLLIP2 showed much lower ratios (0.072 +/- 0.026 and 0.038 +/- 0.016, respectively). This continuous sn-2 lipase assay is compatible with a high sample throughput and thus can be applied to the screening of sn-2 lipases.-Mendoza, L.D., J.A. Rodriguez, J. Leclaire, G. Buono, F. Fotiadu, F. Carriere, and A. Abousalham. An ultraviolet spectrophotometric assay for the screening of sn-2-specific lipases using 1,3-O-dioleoyl-2-O-alpha-eleostearoyl-sn-glycerol as substrate. J. Lipid Res. 2012. 53: 185-194.

  DOI：

  10.1194/jlr.d019489