Aleppotrioloside | 143572-70-7

• 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: Aleppotrioloside
• 英文别名: (2R,3R,4S,5S,6R)-2-[4-hydroxy-3-(1-hydroxyethyl)-4-methylpentoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 143572-70-7
• 化学式: C₁₄H₂₈O₈
• 分子量: 324.372
• InChiKey: AAJDHOXHRGMSLB-NPNSWNGSSA-N

物化性质

• 沸点：
  572.7±50.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (R)-3-((R)-1-Hydroxy-ethyl)-4-methyl-pentane-1,4-diol 、 苯基-BETA-葡萄糖吡喃糖苷 以22%的产率得到Aleppotrioloside
  参考文献：
  名称：

  Chemoenzymatic synthesis and stereochemistry of aleppotrioloside, a naturally occurring glucoside

  摘要：

  The stereochemistry of aleppotrioloside, a naturally occurring glucoside, has been determined as (3S)-3-[(1S)-1-hydroxyethyl]-4-methyl-1,4-pentanediol-1-O-beta-D-glucopyranoside by its synthesis based on two key enzymatic reactions: Pseudomonas fluorescens lipase (PFL) catalyzed enantioselective resolution of an aglycone precursor and transglucosylation of the aglycone by thermophilic beta-glycosidase from Sulfolobus solfataricus.

  DOI：

  10.1016/s0040-4039(00)76233-2

文献信息

• Chemoenzymatic synthesis and stereochemistry of aleppotrioloside, a naturally occurring glucoside
  作者：Antonio Trincone、Edoardo Pagnotta、Guido Sodano

  DOI：10.1016/s0040-4039(00)76233-2

  日期：1994.2

  The stereochemistry of aleppotrioloside, a naturally occurring glucoside, has been determined as (3S)-3-[(1S)-1-hydroxyethyl]-4-methyl-1,4-pentanediol-1-O-beta-D-glucopyranoside by its synthesis based on two key enzymatic reactions: Pseudomonas fluorescens lipase (PFL) catalyzed enantioselective resolution of an aglycone precursor and transglucosylation of the aglycone by thermophilic beta-glycosidase from Sulfolobus solfataricus.