1,2-Diarachidonoyl-sn-glycerol | 64111-11-1

• 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: 1,2-Diarachidonoyl-sn-glycerol
• 英文别名: DG(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)/0:0)；[(2S)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxypropyl] (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• CAS: 64111-11-1
• 化学式: C₄₃H₆₈O₅
• 分子量: 665.01
• InChiKey: FVXRWZPVZULNCQ-ZPRYGCIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  48
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  1,2-Diarachidonoyl-sn-glycerol 、 乙酸酐 在 吡啶 作用下， 生成 3-acetyl-1,2-arachidonyl-sn-glycerol
  参考文献：
  名称：

  使用电喷雾电离质谱快速定量低粘度乙酰基-三酰基甘油。

  摘要：

  乙酰基三酰基甘油（乙酰基TAG）具有一个sn-3乙酸酯基团，这些基团赋予这些不寻常的三酰基甘油（TAG）有用的化学和物理性质。当前定量乙酰-TAG的方法是费时的，并且没有提供关于分子种类概况的任何信息。基于电喷雾电离质谱（ESI-MS）的方法可以克服这些缺点。但是，TAG的ESI-MS信号强度取决于分子的脂族链长和不饱和指数。因此，在进行任何定量之前，必须确定不同分子种类的响应因子。使用一系列合成的特殊的sn-3结构化定量分析了短链长sn-3基团的中性损失的链长和sn-1 / 2酰基双键数目对信号强度的影响标签。发现用于sn-3酰基的中性丢失的信号强度与sn-1 / 2酰基的脂族链长和不饱和指数负相关。sn-3酰基的中性丢失的信号强度也与该链的大小负相关。此外，遭受中性丢失的基团的位置也很重要，来自sn-2酰基的信号远低于来自位于sn-3的酰基的信号。从这些分析中获得的响应因子被用于开发一种绝对定量乙酰-TAG的方法。

  DOI：

  10.1007/s11745-016-4179-0
• 作为产物：
  描述：

  1,2-Diarachidonoyl-sn-glycero-3-phosphate(2-) 、 水 生成 1,2-Diarachidonoyl-sn-glycerol 、 H3PO4
  参考文献：
  名称：

  Characterization of the Human LPIN1-encoded Phosphatidate Phosphatase Isoforms

  摘要：

  The human LPIN1 gene encodes the protein lipin 1, which possesses phosphatidate (PA) phosphatase (3-sn-phosphatidate phosphohydrolase; EC 3.1.3.4) activity (Han, G.-S., Wu, W.-I., and Carman, G. M. (2006) J. Biol. Chem. 281, 9210-9218). In this work, we characterized human lipin 1 alpha, beta, and gamma isoforms that were expressed in Escherichia coli and purified to near homogeneity. PA phosphatase activities of the alpha, beta, and gamma isoforms were dependent on Mg2+ or Mn2+ ions at pH 7.5 at 37 degrees C. The activities were inhibited by concentrations of Mg2+ and Mn2+ above their optimums and by Ca2+, Zn2+, N-ethylmaleimide, propranolol, and the sphingoid bases sphingosine and sphinganine. The activities were thermally labile at temperatures above 40 degrees C. The alpha, beta, and gamma activities followed saturation kinetics with respect to the molar concentration of PA (K-m values of 0.35, 0.24, and 0.11 mM, respectively) but followed positive cooperative (Hill number similar to 2) kinetics with respect to the surface concentration of PA (K-m values of 4.2, 4.5, and 4.3 mol %, respectively) in Triton X-100/PA-mixed micelles. The turnover numbers (k(cat)) for the alpha, beta, and gamma isoforms were 68.8 +/- 3.5, 42.8 +/- 2.5, and 5.7 +/- 0.2 s(-1), respectively, whereas their energy of activation values were 14.2, 15.5, and 18.5 kcal/mol, respectively. The isoform activities were dependent on PA as a substrate and required at least one unsaturated fatty acyl moiety for maximum activity.

  DOI：

  10.1074/jbc.m110.117747

文献信息

• Cosmestic composition
  申请人：UNILEVER PLC

  公开号：EP0572167A1

  公开（公告）日：1993-12-01

  A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamic acid derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

  一种适用于哺乳动物皮肤和毛发的外用组合物，可诱导、维持或增加毛发生长，其中包括一种毛发生长促进剂，选自谷氨酸衍生物及其盐类。该组合物最好还包含一种活性增强剂，它可以选自毛发生长刺激剂、渗透增强剂和阳离子聚合物。
• Cosmetic composition containing DOPA derivatives
  申请人：UNILEVER PLC

  公开号：EP0580409A2

  公开（公告）日：1994-01-26

  A composition for topical application to human hair or skin contains a chemical analogue of dihydroxyphenyl alanine (DOPA). This chemical analogue can be absorbed by skin or by a hair follicle and metabolised in-vivo, thus leading to the formation of melanin in skin or to the growth of melanin-pigmented hair. Consequently the composition can give controlled skin darkening to mimic sun-induced tanning or can bring about the growth of dar hair in place of the grey or white hair.

  一种用于人体毛发或皮肤局部涂抹的组合物含有一种二羟基苯丙氨酸（DOPA）的化学类似物。这种化学类似物可被皮肤或毛囊吸收并在体内代谢，从而导致皮肤黑色素的形成或黑色素毛发的生长。因此，这种成分可以控制皮肤变黑，模拟日光引起的晒黑，或使灰发或白发长出黑发。
• Cosmetic composition containing hair-growth promoter
  申请人：UNILEVER PLC

  公开号：EP0571198A1

  公开（公告）日：1993-11-24

  A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

  一种适用于哺乳动物皮肤和毛发的外用组合物，可诱导、维持或增加毛发生长，其中包括一种毛发生长促进剂，选自谷氨酰胺衍生物及其盐类。该组合物最好还包含一种活性增强剂，它可以选自毛发生长刺激剂、渗透增强剂和阳离子聚合物。
• Hair growth composition containing citric acid esters
  申请人：UNILEVER PLC

  公开号：EP0517371B1

  公开（公告）日：1996-01-10
• Cosmetic composition
  申请人：UNILEVER PLC

  公开号：EP0572167B1

  公开（公告）日：1996-10-09