p-nitrophenyl 2-deoxy-α-D-xylo-hexopyranoside | 23644-17-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl 2-deoxy-α-D-xylo-hexopyranoside
• 英文别名: (2R,3R,4R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4-diol
• CAS: 23644-17-9
• 化学式: C₁₂H₁₅NO₇
• 分子量: 285.254
• InChiKey: GODNNWHTRQKNAC-WISYIIOYSA-N

物化性质

• 沸点：
  548.7±50.0 °C(Predicted)
• 密度：
  1.490±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  20
• 可旋转键数：
  3
• 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 2-deoxy-α-D-xylo-hexopyranoside 在 α-galactosidase of Aspergillus niger 作用下， 以 acetate buffer 为溶剂， 生成 2-脱氧-alpha-D-吡喃半乳糖 、 对硝基苯酚
  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：

  1,3,4,6-四-O-乙酰基-2-脱氧-D-来苏-吡喃己糖 在 三氟化硼乙醚 、 三乙胺 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 4.5h， 生成 p-nitrophenyl 2-deoxy-α-D-xylo-hexopyranoside
  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

• PROCESS FOR PRODUCING AN OLIGOSACCHARIDE COMPOUND BY USING GLYCOSIDASES FROM A MOLLUSC
  申请人：PROCUR AKTIEBOLAG

  公开号：EP0487607B1

  公开（公告）日：1995-05-17
• US4918009A
  申请人：——

  公开号：US4918009A

  公开（公告）日：1990-04-17
• US5372937A
  申请人：——

  公开号：US5372937A

  公开（公告）日：1994-12-13
• US5599694A
  申请人：——

  公开号：US5599694A

  公开（公告）日：1997-02-04
• [EN] PROCESS FOR PRODUCING AN OLIGOSACCHARIDE COMPOUND BY USING GLYCOSIDASES FROM A MOLLUSC
  申请人：PROCUR AB

  公开号：WO1991002806A1

  公开（公告）日：1991-03-07

  (EN) The present invention describes a method of synthesising oligosaccharide compounds, which either consists of or is a fragment or an analog of the carbohydrate part in a glycoconjugate. The synthesis from donor and acceptor substances is carried out by employing at least one glycosidase from a mollusc and the oligosaccharide compound is isolated from the reaction mixture.(FR) L'invention concerne une méthode pour la synthèse d'un composé oligosaccharide, qui comporte ou qui est un fragment ou analogue de la partie d'hydrate de carbone d'un glycoconjugué. La synthèse à partir de corps donneurs ou accepteurs s'effectue en utilisant au moins une glycosidase provenant d'un mollusque, le composé oligosaccharide étant isolé du mélange réactionnel.