N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[3-(2-oxochromen-7-yl)oxypropylsulfanyl]oxan-3-yl]acetamide | 929294-39-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[3-(2-oxochromen-7-yl)oxypropylsulfanyl]oxan-3-yl]acetamide
• CAS: 929294-39-3
• 化学式: C₂₀H₂₅NO₈S
• 分子量: 439.486
• InChiKey: WKWCJGBHFBSQRD-RUGGUXRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[3-(2-oxochromen-7-yl)oxypropylsulfanyl]oxan-3-yl]acetamide 、 UDP-Gal 在 sodium cacodylate 、 manganese(ll) chloride 作用下， 以 水 、 甘油 为溶剂， 反应 6.33h， 生成
  参考文献：
  名称：

  3-Mercaptopropanol as a Traceless Linker for Chemical and Enzymatic Synthesis of Oligosaccharides

  摘要：

  The reducing end of protected carbohydrates can be equipped with a series of aglycones via the photochemical installation of a 3-mercaptoethanol linker. This linker is stable during chemical and enzymatic glycosylation reactions but can be activated readily and efficiently to couple oligosaccharides with different nucleophiles. This approach provides straightforward access to a range of molecules that serve as probes for carbohydrate modifying enzymes.

  DOI：

  10.1021/ol062922y
• 作为产物：
  描述：

  7-allyloxycoumarin 在 甲醇 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[3-(2-oxochromen-7-yl)oxypropylsulfanyl]oxan-3-yl]acetamide
  参考文献：
  名称：

  3-Mercaptopropanol as a Traceless Linker for Chemical and Enzymatic Synthesis of Oligosaccharides

  摘要：

  The reducing end of protected carbohydrates can be equipped with a series of aglycones via the photochemical installation of a 3-mercaptoethanol linker. This linker is stable during chemical and enzymatic glycosylation reactions but can be activated readily and efficiently to couple oligosaccharides with different nucleophiles. This approach provides straightforward access to a range of molecules that serve as probes for carbohydrate modifying enzymes.

  DOI：

  10.1021/ol062922y

文献信息

• 3-Mercaptopropanol as a Traceless Linker for Chemical and Enzymatic Synthesis of Oligosaccharides
  作者：Nabyl Merbouh、Fredrik K. Wallner、Oana M. Cociorva、Peter H. Seeberger

  DOI：10.1021/ol062922y

  日期：2007.2.1

  The reducing end of protected carbohydrates can be equipped with a series of aglycones via the photochemical installation of a 3-mercaptoethanol linker. This linker is stable during chemical and enzymatic glycosylation reactions but can be activated readily and efficiently to couple oligosaccharides with different nucleophiles. This approach provides straightforward access to a range of molecules that serve as probes for carbohydrate modifying enzymes.