(2S,3R,4S,5R,6R)-6-((benzoyloxy)methyl)-2-methoxy-5-((phenoxycarbonothioyl)oxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate | 264610-67-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,3R,4S,5R,6R)-6-((benzoyloxy)methyl)-2-methoxy-5-((phenoxycarbonothioyl)oxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate
• CAS: 264610-67-5
• 化学式: C₃₅H₃₀O₁₀S
• 分子量: 642.683
• InChiKey: YGAIGXLKIHMCIR-PXJJNHDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  46.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  115.82
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,5R,6R)-6-((benzoyloxy)methyl)-2-methoxy-5-((phenoxycarbonothioyl)oxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate 在 硫酸 、 三正丁基氢锡 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 生成 (3R,4S,6S)-2-acetoxy-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4-diyl dibenzoate
  参考文献：
  名称：

  Hydrolytic activity of α-galactosidases against deoxy derivatives of p-nitrophenyl α-d-galactopyranoside

  摘要：

  The four possible monodeoxy derivatives of p-nitrophenyl (PNP) alpha-D-galactopyranoside were synthesized, and hydrolytic activities of the alpha-galactosidase of green coffee bean, Mortierella vinacea and Aspergillus niger against them were elucidated. The 2- and 6-deoxy substrates were hydrolyzed by the enzymes from green coffee bean and M. vinacea, while they scarcely acted on the 3- and 4-deoxy compounds. On the other hand, A. niger alpha-galactosidase hydrolyzed only the 2-deoxy compound in these deoxy substrates, and the activity was very high. These results indicate that the presence of two hydroxyl groups (OH-3 and -4) is essential for the compounds to act as substrates for the enzymes of green coffee bean and M. vinacea, while the three hydroxyl groups (OH-3, -4, and -6) are necessary for the activity of the A. niger enzyme. The kinetic parameters (K-m and V-max) of the enzymes for the hydrolysis of PNP alpha-D-galactopyranoside and its deoxy derivatives were obtained from kinetic studies. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00281-5
• 作为产物：
  描述：

  苯甲酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 4-二甲氨基吡啶 、 三丁基氧化锡 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 192.0h， 生成 (2S,3R,4S,5R,6R)-6-((benzoyloxy)methyl)-2-methoxy-5-((phenoxycarbonothioyl)oxy)tetrahydro-2H-pyran-3,4-diyl dibenzoate
  参考文献：
  名称：

  Hydrolytic activity of α-galactosidases against deoxy derivatives of p-nitrophenyl α-d-galactopyranoside

  摘要：

  The four possible monodeoxy derivatives of p-nitrophenyl (PNP) alpha-D-galactopyranoside were synthesized, and hydrolytic activities of the alpha-galactosidase of green coffee bean, Mortierella vinacea and Aspergillus niger against them were elucidated. The 2- and 6-deoxy substrates were hydrolyzed by the enzymes from green coffee bean and M. vinacea, while they scarcely acted on the 3- and 4-deoxy compounds. On the other hand, A. niger alpha-galactosidase hydrolyzed only the 2-deoxy compound in these deoxy substrates, and the activity was very high. These results indicate that the presence of two hydroxyl groups (OH-3 and -4) is essential for the compounds to act as substrates for the enzymes of green coffee bean and M. vinacea, while the three hydroxyl groups (OH-3, -4, and -6) are necessary for the activity of the A. niger enzyme. The kinetic parameters (K-m and V-max) of the enzymes for the hydrolysis of PNP alpha-D-galactopyranoside and its deoxy derivatives were obtained from kinetic studies. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00281-5