α-D-arabino-hexos-3-ulopyranosyl-(1->6)-D-fructose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-arabino-hexos-3-ulopyranosyl-(1->6)-D-fructose
• 英文别名: (2R,3R,5S,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methoxy]oxan-4-one
• 化学式: C₁₂H₂₀O₁₁
• 分子量: 340.284
• InChiKey: SODMWHMBALZNSK-UEBKFIMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  186
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  蔗糖 、 α-D-arabino-hexos-3-ulopyranosyl-(1->6)-D-fructose 在 dextransucrase (EC 2.4.1.5) 作用下， 生成 (2S,3S,5R,6R)-3,5-Dihydroxy-2-((2R,3S,4S,5R)-3,4,5-trihydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylmethoxy)-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-one 、
  参考文献：
  名称：

  Oligosaccharide synthesis by dextransucrase: new unconventional acceptors

  摘要：

  The acceptor reactions of dextransucrase offer the potential for a targeted synthesis of a wide range of di-, tri- and higher oligosaccharides by the transfer of a glucosyl group from sucrose to the acceptor. We here report on results which show that the synthetic potential of this enzyme is not restricted to 'normal' saccharides. Additionally functionalized saccharides, such as alditols, aldosuloses, sugar acids, alkyl saccharides, and glycals, and rather unconventional saccharides, such as fructose dianhydride, may also act as acceptors. Some of these acceptors even turned out to be relatively efficient: OC-D-glucopyranosyl-(1 --> 5)-D-arabinonic acid, alpha-D-glucopyranosyl-(1, 4)-D-glucpyranosol, alpha-D-glucopyranosyl-(1 --> 6)-D-glucitol, alpha-D-glucopyranosyl-(1 --> 6)-D-mannitol, alpha-D-fructofuranosyl-beta-D-fructofuranosyl-(1,2':2,3')-dianhydride, 1, 5-anhydro-2-deoxy-D-arabino-hex-1-enitol ('D-glucal'), and may therefore be of interest for future applications of the dextransucrase acceptor reaction. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00272-0