(+-)-1-oleoyloxy-2,3-bis-stearoyloxy-propane | 2190-29-6

• 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-oleoyloxy-2,3-bis-stearoyloxy-propane
• 英文别名: 1-Oleodistearin；1,2-distearoyl-3-oleoyl-rac-glycerol；α-Oleoyl-β,α'-distearoin；[2-octadecanoyloxy-3-[(Z)-octadec-9-enoyl]oxypropyl] octadecanoate
• CAS: 2190-29-6
• 化学式: C₅₇H₁₀₈O₆
• 分子量: 889.481
• InChiKey: YFFIQXNTTVSKJC-FVDSYPCUSA-N

物化性质

• 熔点：
  42 °C
• 沸点：
  817.6±35.0 °C(Predicted)
• 密度：
  0.913±0.06 g/cm3(Predicted)
• 溶解度：
  二甲基甲酰胺：10mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  24.3
• 重原子数：
  63
• 可旋转键数：
  55
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (+-)-1-oleoyloxy-2,3-bis-stearoyloxy-propane 以 甲醇 、 正己烷 、 异丙醇 为溶剂， 生成 1,2-distearoyl-3-oleoylglycerol 、 2,3-dioctadecanoyl-1-cis-octadec-9-enoyl-sn-glycerol
  参考文献：
  名称：

  Enantioselective chromatography in analysis of triacylglycerols common in edible fats and oils

  摘要：

  Enantiomers of racemic triacylglycerol (TAG) mixtures were separated using two chiral HPLC columns with a sample recycling system and a UV detector. A closed system without sample derivatisation enabled separation and identification by using enantiopure reference compounds of eleven racemic TAGs with C12-C22 fatty acids with 0-2 double bonds. The prolonged separation time was compensated for by fewer pretreatment steps. Presence of one saturated and one unsaturated fatty acid in the asymmetric TAG favoured the separation. Enantiomeric resolution, at the same time with stronger retention of TAGs, increased with increasing fatty acid chain length in the sn-1(3) position. Triunsaturated TAGs containing oleic, linoleic or palmitoleic acids did not separate. The elution order of enantiomers was determined by chemoenzymatically synthesised enantiopure TAGs with a co-injection method. The method is applicable to many natural fats and oils of low unsaturation level assisting advanced investigation of lipid synthesis and metabolism. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2014.09.135
• 作为产物：
  描述：

  (2,2-二甲基-1,3-二氧戊环-4-基)甲基(9E)-9-十八碳烯酸酯 在 吡啶 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (+-)-1-oleoyloxy-2,3-bis-stearoyloxy-propane
  参考文献：
  名称：

  摘要：

  Host-recognizing kairomones for the stinging behavior of the parasitic wasp, Anisopteromalus calandrae, were identified on host azuki bean weevil larvae, Callosobruchus chinensis (L.). The kairomones were extracted with acetone from Chinese green beans, from which emerged wasps and host weevils had been removed. The kairomones are a mixture of triacylglycerols and fatty acids, each of which is separately active, and with no observable synergistic effect between them. These compounds are known to be constituents of an oviposition-marking pheromone of host azuki bean weevils. However, they differ from the previously reported saturated hydrocarbons and diacylglycerols of the kairomone that another parasitic wasp, Dinarmus basalis, uses for the host recognition of C. chinensis. Thus, A. calandrae and D. basalis selectively utilize different constituents of the oviposition-marking pheromone of C. chinensis as host-recognizing kairomones.

  DOI：

  10.1023/a:1016285801824

文献信息

• Synthesis and Analysis of Symmetrical and Nonsymmetrical Disaturated/Monounsaturated Triacylglycerols
  作者：Richard O. Adlof、Gary R. List

  DOI：10.1021/jf021085l

  日期：2003.3.1

  the symmetrical triacylglycerols with >99% SUS structure. The more difficult to obtain 1,2-diacylglycerols were prepared by esterification of the enriched 1,2-diacylglycerol fraction (80-86% 1,2-diacylglycerols) remaining after removal of much of the 1,3-isomer by crystallization, but silver resin or silver nitrate impregnated silica gel chromatography was required to isolate the nonsymmetrical triacylglycerols

  SUS结构的对称不饱和三酰基甘油，其中S为硬脂酸（18：0），U为不饱和脂肪酸，既可以是油酸（O; 9cis-18：1），也可以是亚油酸（L; 9cis，12cis-18：2）或亚麻酸（Ln; 9cis，12cis，15cis-18：3）是重要的组分，可为酯交换的脂肪混合物和结构改性的油提供功能。SSU结构的不对称三酰基甘油可以显着改变熔点和固体脂肪含量曲线。为了表征纯的和对称的和非对称的三酰基甘油混合物的物理性质，已使用相同的反应顺序来制备多克量的三酰基甘油SUS和SSU。将ristearearin转化为单，二和三酰基甘油的混合物，并通过硅胶柱色谱分离出1,3-和1,2-二酰基甘油馏分。1 通过从丙酮中结晶除去3-二酰基甘油，并用适当的脂肪酸酯化以形成具有> 99％SUS结构的对称的三酰基甘油。通过结晶除去许多1,3-异构体后剩余的富集的1,2-二酰甘油部分（80-86％1,2-二酰甘油）进行酯化，制得更难获得的1
• Functional associative coatings for nanoparticles
  申请人：Hainfeld James F.

  公开号：US20080089836A1

  公开（公告）日：2008-04-17

  Described herein are nanoparticles that are coated with a bilayer of molecules formed from surface binding molecules and amphiphatic molecules. The bilayer coating self assembles on the nanoparticles from readily available materials/molecules. The modular design of the bilayer coated nanoparticles provides a means for readily and efficiently optimizing the properties of the bilayer coated nanoparticle compositions. Also described herein are uses of such nanoparticles in medicine, laboratory techniques, industrial and commerical applications.

  本文描述了一种纳米颗粒，其表面涂覆有由表面结合分子和两亲分子形成的双层分子层。该双层涂层可以自组装在纳米颗粒上，使用易得的材料/分子。双层涂层纳米颗粒的模块化设计提供了一种方便和高效地优化其性质的方法。此外，本文还描述了这种纳米颗粒在医学、实验室技术、工业和商业应用中的用途。
• Polyamidfolien und Verfahren zu ihrer Herstellung
  申请人：BAYER AG

  公开号：EP0062820A2

  公开（公告）日：1982-10-20

  Polyamidfolien und Verfahren zu ihrer Herstellung nach dem Extrusionsverfahren, bei dem man eine Dispersion eines festen anorganischen Nucleierungsmittels dem Polyamid zusetzt.

  聚酰胺薄膜及其生产工艺，采用挤压工艺在聚酰胺中加入固体无机成核剂分散液。
• FAT-AND-OIL COMPOSITIONS FOR INHIBITING THE MIGRATION OF WATER IN FOOD AND FOODS MADE BY USING THE SAME
  申请人：Fuji Oil Company, Ltd.

  公开号：EP1787521A1

  公开（公告）日：2007-05-23

  The present invention aims at providing fat-and-oil compositions which can effectively inhibit the migration of water even when a low-water-content component is in contact with a high-water-content component and foods made by using the same. Namely, a fat-and-oil composition for inhibiting the migration of water in food wherein the fat-and-oil component contains a 1,2-saturated-3-unsaturated glyceride (SSU) in an amount of 15wt% or above but preferably below 50 wt% and a 1,3-saturated-2-unsaturated glyceride (SUS) in an amount of less than 50 wt%; fat-and-oil compositions as described above which further contain at least one member selected from among mono-diglycerides, sorbitan tristearate, and acetylated sucrose fatty acid esters, or a solid matter other than fats and oils; and foods containing, between low-water-content regions and high-water-content regions, the fat-and-oil compositions for inhibiting the migration of water.

  本发明旨在提供即使在低含水量成分与高含水量成分接触时也能有效抑制水分迁移的油脂组合物以及使用该组合物制成的食品。即，一种用于抑制食品中水分迁移的油脂组合物，其中的油脂成分含有1,2-饱和-3-不饱和甘油酯（SSU），含量为15wt%或以上，但最好低于50wt%，以及1,3-饱和-2-不饱和甘油酯（SUS），含量低于50wt%；如上所述的油脂组合物，其中还含有至少一种选自单甘油酯、山梨糖醇三硬脂酸酯和乙酰化蔗糖脂肪酸酯的成分，或油脂以外的固体物质；以及在低含水量区和高含水量区之间含有上述油脂组合物的食品，用于抑制水的迁移。
• PROCESS FOR PRODUCING OIL-AND-FAT
  申请人：The Nisshin OilliO Group, Ltd.

  公开号：EP2404985A1

  公开（公告）日：2012-01-11

  The present invention discloses a method for producing fats and oils rich in a X2U triglyceride, which comprises the step of fractionating fats and oils which comprise 20 to 60 mass % of a di-saturated mono-unsaturated triglyceride (X2U triglyceride) consisting of two saturated fatty acid residues and one unsaturated fatty acid residue in total triglycerides in the presence of 1 to 50 mass % of a fatty acid lower alkyl ester comprising 10 to 100 mass % of an unsaturated fatty acid lower alkyl ester. This method is a more efficient and industrially suitable fractionation and production method of fats and oils rich in a di-saturated mono-unsaturated triglyceride (X2U triglyceride).

  本发明公开了一种生产富含 X2U 甘油三酯的油脂的方法、该方法包括以下步骤：在含有 1 至 50 质量％的脂肪酸低级烷基酯（其中 10 至 100 质量％为不饱和脂肪酸低级烷基酯）的情况下，分馏出在甘油三酯总量中含有 20 至 60 质量％的由两个饱和脂肪酸残基和一个不饱和脂肪酸残基组成的二饱和单不饱和甘油三酯（X2U 甘油三酯）的油脂。该方法是一种更高效、更适合工业化生产的富含二饱和单不饱和甘油三酯（X2U 甘油三酯）的油脂分馏和生产方法。