6'-O-palmitoyl 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-palmitoyl 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 hexadecanoate
• 化学式: C₄₀H₇₆O₁₂
• 分子量: 749.036
• InChiKey: CLXNPJKLWBBDJD-PYWPRDJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  52
• 可旋转键数：
  32
• 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 、 棕榈酸甲酯 在 4 A molecular sieve 、 lipase Novozm 435 from Candida antarctica 作用下， 以 叔丁醇 为溶剂， 以94%的产率得到6'-O-palmitoyl β-D-dodecylmaltoside
  参考文献：
  名称：

  Lipase-Catalysed Selective Synthesis of Sucrose Mixed Diesters

  摘要：

  研究了脂肪酶催化的蔗糖酯化反应与活化和非活化酰基供体反应的选择性。使用 Novozym 435 脂肪酶，可以获得高转化率和高选择性的蔗糖脂肪酸二酯和混合脂肪酸甲基丙烯酸二酯。

  DOI：

  10.1055/s-2001-11436

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.