6-O-lauroylraffinose

• 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-lauroylraffinose
• 英文别名: lauroyl(-6)Gal(a1-6)Glc(a1-2b)Fruf；[(2R,3R,4S,5R,6S)-6-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl dodecanoate
• 化学式: C₃₀H₅₄O₁₇
• 分子量: 686.749
• InChiKey: ZDZRRQADICKMFU-SXQYWRENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  47
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  275
• 氢给体数：
  10
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  月桂酸乙烯酯 、 棉子糖 在 吡啶 、 3 A molecular sieve 、 Thermomyces lanuginosis lipase 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以79%的产率得到6-O-lauroylraffinose
  参考文献：
  名称：

  Complementary regioselective esterification of non-reducing oligosaccharides catalyzed by different hydrolases

  摘要：

  The enzymatic transesterification of several tri- and tetrasaccharides with vinyl laurate is described. The lipases from Candida antarctica B (Novozym 435) and Thermomyces lanuginosus (Lipozyme TL IM) and the alkaline protease from Bacillus licheniformis (subtilisin Carlsberg) have been used with each carbohydrate to obtain different regioisomers. By using the sugars in their amorphous form, complete solubility is achieved in the reaction media (tert-butanol/pyridine mixtures for the lipases and pyridine for the protease) and high isolated yields of the corresponding monoesters are obtained. Good to excellent regioselectivity is observed for all the enzymes, showing a final complementary picture respect to the primary hydroxyls of the oligosaccharides studied. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.046

文献信息

• Complementary regioselective esterification of non-reducing oligosaccharides catalyzed by different hydrolases
  作者：Ignacio Pérez-Victoria、Juan Carlos Morales

  DOI：10.1016/j.tet.2005.10.046

  日期：2006.1

  The enzymatic transesterification of several tri- and tetrasaccharides with vinyl laurate is described. The lipases from Candida antarctica B (Novozym 435) and Thermomyces lanuginosus (Lipozyme TL IM) and the alkaline protease from Bacillus licheniformis (subtilisin Carlsberg) have been used with each carbohydrate to obtain different regioisomers. By using the sugars in their amorphous form, complete solubility is achieved in the reaction media (tert-butanol/pyridine mixtures for the lipases and pyridine for the protease) and high isolated yields of the corresponding monoesters are obtained. Good to excellent regioselectivity is observed for all the enzymes, showing a final complementary picture respect to the primary hydroxyls of the oligosaccharides studied. (c) 2005 Elsevier Ltd. All rights reserved.