α-D-glucopyranosyl-(1->1)-β-D-tagatopyranose

• 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->1)-β-D-tagatopyranose
• 英文别名: Glc(a1-1)b-Tag；(2R,3S,4S,5R)-2-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• 化学式: C₁₂H₂₂O₁₁
• 分子量: 342.3
• InChiKey: SVBWNHOBPFJIRU-NJAHPQLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  α-D-glucopyranosyl-(1->1)-β-D-tagatopyranose 在 dialyzed Rhizopus sp. glucoamylase 作用下， 以 水 为溶剂， 反应 120.0h， 生成 α-D-glucopyranosyl-(1->4)-L-glucose 、 葡萄糖
  参考文献：
  名称：

  Alternansucrase acceptor reactions with d-tagatose and l-glucose

  摘要：

  Alternansucrase (EC 2.4.1.140) is a D-glucansucrase that synthesizes an alternating alpha-(1-->3), (1-->6)-linked D-glucan from sucrose. It also synthesizes oligosaccharides via D-glucopyranosyl transfer to various acceptor sugars. Two of the more efficient monosaccharide acceptors are D-tagatose and L-glucose. In the presence Of D-tagatose, alternansucrase produced the disaccharide alpha-D-glucopyranosyl-(1-->1)-beta-D-tagatopyranose via glucosyl transfer. This disaccharide is analogous to trehalulose. We were unable to isolate a disaccharide product from L-glucose, but the trisaccharide alpha-D-glucopyranosyl-(1-->6)-alpha-D-glucopyranosyl-(1-->4)-L-glucose was isolated and identified. This is analogous to panose, one of the structural units of pullulan, in which the reducing-end D-glucose residue has been replaced by its L-enantiomer. The putative L-glucose disaccharide product, produced by glucoamylase hydrolysis of the trisaccharide, was found to be an acceptor for alternansucrase. The disaccharide, alpha-D-glucopyranosyl-(1-->4)-L-glucose, was a better acceptor than maltose, previously the best known acceptor for alternansucrase. A structure comparison of alpha-D-glucopyranosyl -(1-->4)-L-glucose and maltose was performed through computer modeling to identify common features, which may be important in acceptor affinity by alternansucrase. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.11.013
• 作为产物：
  描述：

  乳果糖杂质 、 蔗糖 在 alternansucrase from Leuconostoc mesenteroides NRRL B-21297 作用下， 生成 leucrose 、 α-D-glucopyranosyl-(1->1)-β-D-tagatopyranose
  参考文献：
  名称：

  Alternansucrase acceptor reactions with d-tagatose and l-glucose

  摘要：

  Alternansucrase (EC 2.4.1.140) is a D-glucansucrase that synthesizes an alternating alpha-(1-->3), (1-->6)-linked D-glucan from sucrose. It also synthesizes oligosaccharides via D-glucopyranosyl transfer to various acceptor sugars. Two of the more efficient monosaccharide acceptors are D-tagatose and L-glucose. In the presence Of D-tagatose, alternansucrase produced the disaccharide alpha-D-glucopyranosyl-(1-->1)-beta-D-tagatopyranose via glucosyl transfer. This disaccharide is analogous to trehalulose. We were unable to isolate a disaccharide product from L-glucose, but the trisaccharide alpha-D-glucopyranosyl-(1-->6)-alpha-D-glucopyranosyl-(1-->4)-L-glucose was isolated and identified. This is analogous to panose, one of the structural units of pullulan, in which the reducing-end D-glucose residue has been replaced by its L-enantiomer. The putative L-glucose disaccharide product, produced by glucoamylase hydrolysis of the trisaccharide, was found to be an acceptor for alternansucrase. The disaccharide, alpha-D-glucopyranosyl-(1-->4)-L-glucose, was a better acceptor than maltose, previously the best known acceptor for alternansucrase. A structure comparison of alpha-D-glucopyranosyl -(1-->4)-L-glucose and maltose was performed through computer modeling to identify common features, which may be important in acceptor affinity by alternansucrase. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2004.11.013

文献信息

• Alternansucrase acceptor reactions with d-tagatose and l-glucose
  作者：Gregory L. Côté、Christopher A. Dunlap、Michael Appell、Frank A. Momany

  DOI：10.1016/j.carres.2004.11.013

  日期：2005.2

  Alternansucrase (EC 2.4.1.140) is a D-glucansucrase that synthesizes an alternating alpha-(1-->3), (1-->6)-linked D-glucan from sucrose. It also synthesizes oligosaccharides via D-glucopyranosyl transfer to various acceptor sugars. Two of the more efficient monosaccharide acceptors are D-tagatose and L-glucose. In the presence Of D-tagatose, alternansucrase produced the disaccharide alpha-D-glucopyranosyl-(1-->1)-beta-D-tagatopyranose via glucosyl transfer. This disaccharide is analogous to trehalulose. We were unable to isolate a disaccharide product from L-glucose, but the trisaccharide alpha-D-glucopyranosyl-(1-->6)-alpha-D-glucopyranosyl-(1-->4)-L-glucose was isolated and identified. This is analogous to panose, one of the structural units of pullulan, in which the reducing-end D-glucose residue has been replaced by its L-enantiomer. The putative L-glucose disaccharide product, produced by glucoamylase hydrolysis of the trisaccharide, was found to be an acceptor for alternansucrase. The disaccharide, alpha-D-glucopyranosyl-(1-->4)-L-glucose, was a better acceptor than maltose, previously the best known acceptor for alternansucrase. A structure comparison of alpha-D-glucopyranosyl -(1-->4)-L-glucose and maltose was performed through computer modeling to identify common features, which may be important in acceptor affinity by alternansucrase. Published by Elsevier Ltd.