2-oleoyl-1-steraoylglycerol | 21059-30-3

• 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: 2-oleoyl-1-steraoylglycerol
• 英文别名: 1-O-palmitoyl-2-O-palmitoleoylglycerol；2-Oleoyl-1-stearoyl-rac-glycerin；2-O-Oleoyl-1-O-stearoyl-sn-glycerin；1-O-Stearoyl-2-O-oleoyl-glycerin；1-Stearoyl-2-oleoyl-glycerid；1-Stearoyl-2-oleoylglycerol；[3-hydroxy-2-[(Z)-octadec-9-enoyl]oxypropyl] octadecanoate
• CAS: 21059-30-3
• 化学式: C₃₉H₇₄O₅
• 分子量: 623.014
• InChiKey: SAEPUUXWQQNLGN-ZZEZOPTASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  44
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-oleoyl-1-steraoylglycerol 在 溶剂黄146 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 31.0h， 生成
  参考文献：
  名称：

  含两种不同侧链的磷脂酰甘油单钠盐的制备方法

  摘要：

  本发明属于化合物制备技术领域，特别涉及含两种不同侧链的磷脂酰甘油单钠盐的制备方法，该制备方法以D‑甘露醇为起始原料在丙酮中加热后生成1,1,5,6‑异亚丙基‑D‑甘露醇，经高碘酸钠氧化和硼氢化钠还原后得到异亚丙基甘油醇，然后与含R1基元的脂肪酸进行缩合反应后在酸的存在下脱缩醛保护基，用硅烷保护剂选择性保护伯羟基，使得仲羟基与另一类含R2基元的脂肪酸反应后再脱硅烷保护，脱保护后的产物与三氯氧磷、异亚丙基甘油醇反应后，用酸脱去缩醛保护基，最后用钠盐处理得到终产品；本发明可实现含两种不同侧链的磷脂酰单钠盐的合成，产品的生产过程简单环保，易于操作。

  公开号：

  CN111057100A
• 作为产物：
  描述：

  甘油三油酸酯 在 Difco bile salt No_.3 吡啶 、 pancreas lipase type II (EC 3.1.1.3) 、 Tris buffer 、 calcium chloride 作用下， 以 氯仿 、 水 为溶剂， 反应 72.75h， 生成 2-oleoyl-1-steraoylglycerol
  参考文献：
  名称：

  摘要：

  A host-recognizing kairomone responsible for the stinging behavior of the parasitic wasp, Dinarmus basalis, was studied. Fresh azuki beans coated with an acetone extract of the azuki beans, from which both emerged wasps and their host weevils were removed. elicited stinging behavior from female wasps. The kairomone is a mixture of saturated hydrocarbons and diacylglycerols, both of which art: required Fur activity. The kairomone is composed of normal and methyl-branched hydrocarbons with carbon numbers ranging from 25 to 35, most of which are known as the hydrocarbon constituents of an oviposition-marking pheromone of the host azuki bean weevils, Callosobruchus chinensis. This indicates that D. basalis utilizes the oviposition-marking pheromone of its host weevils as a host-recognizing kairomone.

  DOI：

  10.1023/a:1026425407150

文献信息

• Lipidomics Characterization of Biosynthetic and Remodeling Pathways of Cardiolipins in Genetically and Nutritionally Manipulated Yeast Cells
  作者：Yulia Y. Tyurina、Wenjia Lou、Feng Qu、Vladimir A Tyurin、Dariush Mohammadyani、Jenney Liu、Maik Hüttemann、Michael A. Frasso、Peter Wipf、Hülya Bayir、Miriam. L. Greenberg、Valerian E. Kagan

  DOI：10.1021/acschembio.6b00995

  日期：2017.1.20

  Cardioipins (CLs) are unique tetra-acylated phospholipids of mitochondria and define the bioenergetics, and regulatory functions of these organelles. An unresolved paradox is the high uniformity of CL molecular species (tetra-linoleoyl-CL) in the heart, liver, and skeletal muscles in contrast to their high diversification in the brain. Here, we combined liquid chromatography mass-spectrometry -based phospholipidomics with genetic, and nutritional manipulations to explore CLs biosynthetic Vs postsynthetic remodeling processes in S. cerevisiae yeast cells. By applying the differential phospholipidomics analysis, we evaluated the contribution of Cld1 (CL-specific phospholipase A) and Taz1 (acyl-transferase) as the major regulatory mechanisms of the remodeling process. We further established that nutritional "pressure" by high levels of free fatty acids triggered a massive synthesis of homoacylated molecular species in all classes of phospholipids, resulting in the preponderance of the respective, homoacylated CLs. We found that changes in molecular speciation of CLs induced by exogenous C18-fatty acid's,(C18:1 and C18:2) Wild-type (wt) cells did not occur in any of the remodeling mutant cells, including dd1 Delta, taz1 Delta, and dd1 Delta taz1 Delta. Interestingly, molecular speciation of CLs in wt and double mutant cells dd1 Delta taz1 Delta was markedly different. Given that the bioenergetics functions are preserved in the, double mutant, this suggests that the accumulated MLCL-rather than the changed CL speciation-are the likely major Contributors to the mitochondrial dysfunction in taz1 Delta mutant cells (also characteristic of Barth syndrome): Biochemical studies of Cld1 specificity and computer modeling confirmed the hydrolytic selectivity of the enzyme toward C16-CL substrates and the preservation of C18:1-containing CL species.
• Volkova,L.V. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1750 - 1753
  作者：Volkova,L.V. et al.

  DOI：——

  日期：——
• RASTEGAR, A.;PELLETIER, A.;DUPORTAIL, G.;FREYSZ, L.;LERAY, C., J. CHROMATOGR., 518,(1990) N, C. 157-165
  作者：RASTEGAR, A.、PELLETIER, A.、DUPORTAIL, G.、FREYSZ, L.、LERAY, C.

  DOI：——

  日期：——
• MGAT2, a Monoacylglycerol Acyltransferase Expressed in the Small Intestine
  作者：Chi-Liang Eric Yen、Robert V. Farese

  DOI：10.1074/jbc.m301633200

  日期：2003.5

  Acyl CoA:monoacylglycerol acyltransferase (MGAT) catalyzes the synthesis of diacylglycerol, a precursor of triacylglycerol. In the intestine, MGAT plays a major role in the absorption of dietary fat by catalyzing the resynthesis of triacylglycerol in enterocytes. This resynthesis is required for the assembly of lipoproteins that transport absorbed fat to other tissues. Despite intense efforts, a gene encoding an intestinal MGAT has not been found. Previously, we identified a gene encoding MGAT1, which in mice is expressed in the stomach, kidney, adipose tissue, and liver but not in the intestine. We now report the identification of homologous genes in humans and mice encoding MGAT2. Expression of the MGAT2 cDNA in either insect or mammalian cells markedly increased MGAT activity in cell membranes. MGAT activity was proportional to the level of MGAT2 protein expressed, and the amount of diacylglycerol produced depended on the concentration of MGAT substrates (fatty acyl CoA or monoacylglycerol). In humans, the MGAT2 gene is highly expressed in the small intestine, liver, stomach, kidney, colon, and white adipose tissue; in mice, it is expressed predominantly in the small intestine. The discovery of the MGAT2 gene will facilitate studies to determine the functional role of MGAT2 in fat absorption in the intestine and to determine whether blocking MGAT activity in enterocytes is a feasible approach to inhibit fat absorption and treat obesity.
• COMPOSITIONS COMPRISING METATHESIZED UNSATURATED POLYOL ESTERS
  申请人：Elevance Renewable Sciences, Inc.

  公开号：US20140357714A1

  公开（公告）日：2014-12-04

  Disclosed are petrolatum-like compositions that include metathesized unsaturated polyol esters. Also disclosed are emulsions that include metathesized unsaturated polyol esters. The petrolatum-like compositions may be used as substitutes for petroleum-based petrolatum. The emulsions may be water-in-oil or oil-in-water emulsions and may be suitable for a variety of end uses.