GalNβ1→4GlcNAc-β-SPy | 1415305-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: GalNβ1→4GlcNAc-β-SPy
• 英文别名: N-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-2-pyridin-2-ylsulfanyloxan-3-yl]acetamide
• CAS: 1415305-21-3
• 化学式: C₁₉H₂₉N₃O₉S
• 分子量: 475.52
• InChiKey: RTJRHFNPDJNESI-AIJKIPOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  222
• 氢给体数：
  7
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  GlcNAc-β-SPy 、 GalN-HCl-β-DMT 在 exo-β-D-glucosaminidase from Amycolatopsis orientalis 作用下， 以 aq. buffer 为溶剂， 以7%的产率得到GalNβ1→4GlcNAc-β-SPy
  参考文献：
  名称：

  4,6-Dimethoxy-1,3,5-triazin-2-yl β-d-glycosaminides: Novel Substrates for Transglycosylation Reaction Catalyzed by Exo-β-d-glucosaminidase fromAmycolatopsis orientalis

  摘要：

  A novel sugar adduct, 4,6-dimethoxy-1,3,5-triazin-2-yl beta-D-glucosaminide (GlcN-beta-DMT), has been prepared by the reaction of D-glucosamine (GlcN) and 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-morpholinium chloride (DMT-MM). The adduct was recognized by exo-beta-D-glucosaminidase (GlcNase) from Amycolatopsis orientalis and transferred the GlcN moiety, giving rise to the corresponding glucosaminides. This chemo-enzymatic process was successfully applied to D-galactosamine (GalN). GalN-beta-DMT prepared directly from GalN and DMT-MM behaved as an efficient glycosyl donor for transfer of the GalN moiety catalyzed by the same enzyme. The introduction of the 4,6-dimethoxy-1,3,5-triazin-2-yl leaving group to the anomeric center significantly enhanced transglycosylating ability, resulting in the efficient glycosidase-catalyzed synthesis of glycosaminides.

  DOI：

  10.1080/07328303.2012.698437