α-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranose | 3425-21-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranose
• 英文别名: α-D-glucopyranosyl-(1->6)-cellobiose；beta-d-Glucopyranosyl-(1-6)-beta-d-glucopyranosyl-(1-4)-beta-d-glucopyranose；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• CAS: 3425-21-6
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: OWEGMIWEEQEYGQ-MWMXWRIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.9
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  纤维素二糖 、 蔗糖 在 Leuconostoc mesenteroides B-512 FMCM dextransucrase 作用下， 生成 α-D-glucopyranosyl-(1->2)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranose 、 α-D-glucopyranosyl-(1->2)-β-D-glucopyranosyl-(1->4)-α-D-glucopyranose 、 α-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->4)-β-D-glucopyranose 、 α-D-glucopyranosyl-(1->6)-β-D-glucopyranosyl-(1->4)-α-D-glucopyranose
  参考文献：
  名称：

  Potential Physiological Functions of Acceptor Products of Dextransucrase with Cellobiose as an Inhibitor of Mutansucrase and Fungal Cell Synthase

  摘要：

  A series of oligosaccharides (cellobio-oligosaccharides) ranging from degrees of polymer 3 to 6 were synthesized by Leuconostoc mesenteroides B-512 FMCM in the presence of cellobiose. The major oligosaccharides were the trisaccharides, alpha-D-glucopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-(1-4)D-glucopyranose and alpha-D-glucopyranosyl-(1 -> 6)-[beta-D-glucopyranosyl-(1 -> 4)-D-glucopyranose. These cellobio-oligosaccharides were inhibitory on mutansucrase, an enzyme that causes dental caries. They were also found to be effective antifungal agents against Aspergillus terreus acting by inhibiting beta-(1 -> 3)-glucan synthase, which is required for fungal cell wall formation.

  DOI：

  10.1021/jf103140f

文献信息

• Potential Physiological Functions of Acceptor Products of Dextransucrase with Cellobiose as an Inhibitor of Mutansucrase and Fungal Cell Synthase
  作者：Misook Kim、Donal F. Day、Doman Kim

  DOI：10.1021/jf103140f

  日期：2010.11.10

  A series of oligosaccharides (cellobio-oligosaccharides) ranging from degrees of polymer 3 to 6 were synthesized by Leuconostoc mesenteroides B-512 FMCM in the presence of cellobiose. The major oligosaccharides were the trisaccharides, alpha-D-glucopyranosyl-(1 -> 2)-beta-D-glucopyranosyl-(1-4)D-glucopyranose and alpha-D-glucopyranosyl-(1 -> 6)-[beta-D-glucopyranosyl-(1 -> 4)-D-glucopyranose. These cellobio-oligosaccharides were inhibitory on mutansucrase, an enzyme that causes dental caries. They were also found to be effective antifungal agents against Aspergillus terreus acting by inhibiting beta-(1 -> 3)-glucan synthase, which is required for fungal cell wall formation.