1-O-Hexadecanoyl-1,2-hexadecandiol | 62604-70-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-O-Hexadecanoyl-1,2-hexadecandiol
• 英文别名: 2-Hydroxyhexadecyl hexadecanoate；2-hydroxyhexadecyl hexadecanoate
• CAS: 62604-70-0
• 化学式: C₃₂H₆₄O₃
• 分子量: 496.858
• InChiKey: QQWGYOFOZDNGPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14
• 重原子数：
  35
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-十六烷二醇 、 hexadecanoyl CoA 生成 1-O-Hexadecanoyl-1,2-hexadecandiol 、 coenzyme A
  参考文献：
  名称：

  A human skin multifunctional O-acyltransferase that catalyzes the synthesis of acylglycerols, waxes, and retinyl esters

  摘要：

  Acyl-CoA-dependent O-acyltransferases catalyze reactions in which fatty acyl-CoAs are joined to acyl acceptors containing free hydroxyl groups to produce neutral lipids. In this report, we characterize a human multifunctional O-acyltransferase (designated MFAT) that belongs to the acyl-CoA: diacylglycerol acyltransferase 2/acyl-CoA: monoacylglycerol acyltransferase (MGAT) gene family and is highly expressed in the skin. Membranes of insect cells and homogenates of mammalian cells overexpressing MFAT exhibited significantly increased MGAT, acyl-CoA: fatty acyl alcohol acyltransferase (wax synthase), and acyl-CoA: retinol acyltransferase (ARAT) activities, which catalyze the synthesis of diacylglycerols, wax monoesters, and retinyl esters, respectively. Furthermore, when provided with the appropriate substrates, intact mammalian cells overexpressing MFAT accumulated more waxes and retinyl esters than control cells. We conclude that MFAT is a multifunctional acyltransferase that likely plays an important role in lipid metabolism in human skin.

  DOI：

  10.1194/jlr.m500168-jlr200