1,3-dioleoyl-2-capryloyl-sn-glycerol | 139979-77-4

• 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-dioleoyl-2-capryloyl-sn-glycerol
• 英文别名: OCO；9Z-octadecenoic acid, 2-[(1-oxooctyl)oxy]-1,3-propanediyl ester；[3-[(Z)-octadec-9-enoyl]oxy-2-octanoyloxypropyl] (Z)-octadec-9-enoate
• CAS: 139979-77-4
• 化学式: C₄₇H₈₆O₆
• 分子量: 747.196
• InChiKey: JCWYTXOTBSPZDA-SXAUZNKPSA-N

物化性质

• 沸点：
  729.8±40.0 °C(Predicted)
• 密度：
  0.931±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿：微溶；甲醇：微溶

计算性质

• 辛醇/水分配系数(LogP)：
  17.9
• 重原子数：
  53
• 可旋转键数：
  44
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-oxopropane-1,3-diyl dioleate 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 0.5h， 生成 1,3-dioleoyl-2-capryloyl-sn-glycerol
  参考文献：
  名称：

  评价米根霉脂肪酶测定中链脂肪酸在三酰基甘油中的区域分布

  摘要：

  AbstractThe nutritional profile and rheological behaviors of lipids is both due to fatty acid composition and regiodistribution on external and internal positions of triacylglycerol. Actual methods for regiodistribution analysis having some restrictions, there is still a need for investigating a safe, simple and environmentally friendly method for the sn‐2 position analysis that could especially be used for the analysis of fats containing medium and short chain fatty acids. The objective of this study was to evaluate the 1,3‐selectivity and typoselectivity of Rhizopus oryzae lipase in the presence of short/medium chain fatty acids in partial hydrolysis conditions used for regiodistribution analysis. Structured triacylglycerols containing eight‐carbon‐chain length fatty acids in the sn‐2 position were chemically synthesized using DCC/DMAP coupling agent and purification steps by flash‐chromatography. The final product showed very high purity and was used as the substrate for 1,3‐selectivity evaluation. Typoselectivity was assessed by investigating partial hydrolysis of equimolar blends of homogeneous TAG. This study confirmed the 1,3‐selectivity of Rhizopus oryzae lipase in the hydrolysis conditions used, and revealed that this lipase was less influenced by fatty acids chain length than pancreatic lipase. Considering this, Rhizopus oryzae lipase appeared to be a good candidate for regiodistribution analysis of fats containing medium and short chain fatty acids.

  DOI：

  10.1007/s11746-011-1884-y