propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside | 722544-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside
• CAS: 722544-14-1
• 化学式: C₁₇H₂₇NO₉
• 分子量: 389.403
• InChiKey: PDSKBUAUOWCIII-JJTUDDRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.07
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  126.46
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside 在 甲醇 、 sodium methylate 作用下， 反应 4.0h， 以92%的产率得到1-O-propyl-N-acetyl-α-D-mannosamine
  参考文献：
  名称：

  Discovery of the Chemical Function of Glycosidases:  Design, Synthesis, and Evaluation of Mass-Differentiated Carbohydrate Libraries

  摘要：

  Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.

  DOI：

  10.1021/ol049389b
• 作为产物：
  描述：

  丙醇 、 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-D-mannopyranose 在 三氟化硼乙醚 作用下， 以 硝基甲烷 为溶剂， 反应 10.0h， 以74%的产率得到propyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside
  参考文献：
  名称：

  Discovery of the Chemical Function of Glycosidases:  Design, Synthesis, and Evaluation of Mass-Differentiated Carbohydrate Libraries

  摘要：

  Discovery of the catalytic chemical function of the many putative glycosidases coded in genomes currently relies on individual testing of possible substrates, usually as their p-nitrophenol conjugate. Herein, we present an alternative chemical proteomics approach using a synthetic mass-differentiated heat-stable substrate library with mass spectrometry readout. Library components do not serve as reaction inhibitors and both primary and secondary enzyme substrates can be delineated.

  DOI：

  10.1021/ol049389b