(2R,4S,5R,6R)-5-acetamido-2-[[(2R,3R,4S,5R,6S)-6-[(2R,3S,4R,5R)-5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid | 78969-47-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4S,5R,6R)-5-acetamido-2-[[(2R,3R,4S,5R,6S)-6-[(2R,3S,4R,5R)-5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 78969-47-8
• 化学式: C₂₅H₄₂N₂O₁₉
• 分子量: 674.61
• InChiKey: OWSNEDGPBHBCDR-TUPMKWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  352
• 氢给体数：
  13
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  N-乙酰氨基葡萄糖 在 α2,6-sialyltransferase from Photobacterium damsel 、 β1–4-galactosyltransferase from Neisseria meningitidis 、 Neisseria meningitides CMP-Sia synthetase 、 magnesium 、 胞苷-5’-三磷酸 作用下， 以 aq. buffer 为溶剂， 生成 (2R,4S,5R,6R)-5-acetamido-2-[[(2R,3R,4S,5R,6S)-6-[(2R,3S,4R,5R)-5-acetamido-1,2,4-trihydroxy-6-oxohexan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
  参考文献：
  名称：

  Two-Step Chemoenzymatic Detection of N-Acetylneuraminic Acid−α(2-3)-Galactose Glycans

  摘要：

  Sialic acids are typically linked alpha(2-3) or alpha(2-6) to the galactose that located at the non-reducing terminal end of glycans, playing important but distinct roles in a variety of biological and pathological processes. However, details about their respective roles are still largely unknown due to the lack of an effective analytical technique. Herein, a two-step chemoenzymatic approach for the rapid and sensitive detection of N-acetylneuraminic acid-alpha(2-3)-galactose glycans is described.

  DOI：

  10.1021/jacs.6b07132