6'-O-lauroyl β-D-dodecylmaltoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 6'-O-lauroyl β-D-dodecylmaltoside
• 英文别名: [(2R,3S,4S,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate
• 化学式: C₃₆H₆₈O₁₂
• 分子量: 692.929
• InChiKey: MFGNZTXIRYFTKL-QHBCEYKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  48
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  185
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  十二烷基-β-D-麦芽糖苷 、 月桂酸乙烯酯 在 3 A molecular sieve 、 lipase from Humicola lanuginosa immobilized on Celite 作用下， 以 2-甲基-2-丁醇 为溶剂， 反应 3.0h， 以86%的产率得到6'-O-lauroyl β-D-dodecylmaltoside
  参考文献：
  名称：

  A Simple Procedure for the Regioselective Synthesis of Fatty Acid Esters of Maltose, Leucrose, Maltotriose and n-Dodecyl Maltosides

  摘要：

  The enzymatic acylation of several di- and trisaccharides with acyl donors ranging from 8 to 18 carbon atoms was carried out by transesterification with the corresponding vinyl esters. The reaction was performed in 2-methyl-2-butanol/dimethylsulfoxide mixtures using the lipase from Humicola lanuginosa (immobilized on Celite). Maltose, maltotriose and n-dodecyl maltosides were specifically acylated in the primary hydroxyl of the non-reducing-end glucose moiety; the acylation of leucrose occurred preferentially in the primary hydroxyl of the glucose ring. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00319-7

文献信息

• A Simple Procedure for the Regioselective Synthesis of Fatty Acid Esters of Maltose, Leucrose, Maltotriose and n-Dodecyl Maltosides
  作者：Manuel Ferrer、M Angeles Cruces、Francisco J Plou、Manuel Bernabé、Antonio Ballesteros

  DOI：10.1016/s0040-4020(00)00319-7

  日期：2000.6

  The enzymatic acylation of several di- and trisaccharides with acyl donors ranging from 8 to 18 carbon atoms was carried out by transesterification with the corresponding vinyl esters. The reaction was performed in 2-methyl-2-butanol/dimethylsulfoxide mixtures using the lipase from Humicola lanuginosa (immobilized on Celite). Maltose, maltotriose and n-dodecyl maltosides were specifically acylated in the primary hydroxyl of the non-reducing-end glucose moiety; the acylation of leucrose occurred preferentially in the primary hydroxyl of the glucose ring. (C) 2000 Elsevier Science Ltd. All rights reserved.