p-nitrophenyl α-D-fucopyranoside | 74032-91-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl α-D-fucopyranoside
• 英文别名: <4-Nitro-phenyl>-α-D-fucosid；(p-Nitrophenyl)-α-D-fucosid；p-Nitrophenyl-α-D-fucosid；p-Nitrophenyl alpha-d-fucopyranoside；(2R,3R,4S,5R,6R)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• CAS: 74032-91-0
• 化学式: C₁₂H₁₅NO₇
• 分子量: 285.254
• InChiKey: YILIDCGSXCGACV-LTVFLDSHSA-N

物化性质

• 熔点：
  193-194 °C
• 沸点：
  515.4±50.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl α-D-fucopyranoside 在 α-galactosidase of green coffee bean 作用下， 以 phosphate buffer 为溶剂， 生成 对硝基苯酚 、 D-Fucose
  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：

  D-Fucose 在 三乙胺 、 zinc(II) chloride 作用下， 以 吡啶 、 甲醇 、 水 、 乙酸酐 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 p-nitrophenyl α-D-fucopyranoside
  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

文献信息

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  申请人：Shire Human Genetic Therapies, Inc.

  公开号：US10760112B2

  公开（公告）日：2020-09-01

  The present invention provides, among other things, methods and compositions for determining enzyme kinetic parameters (e.g., Vmax, Km, and specific activity, etc.) indicative of clinically relevant properties of glucocerebrosidase using a physiologically relevant substrate, in particular, a substrate that is representative of substrates that typically accumulate in patients suffering from Gaucher disease such as glucosylceramide. Thus, the present invention is particularly useful to measure a kinetic parameter relating to the activity of glucocerebrosidase in a drug substance, drug product, and stability sample for enzyme replacement therapy.

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