3-{3-acetylamino-6-[3-acetylamino-4-hydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-benzyloxycarbonylamino-propionic acid | 729602-89-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-{3-acetylamino-6-[3-acetylamino-4-hydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-benzyloxycarbonylamino-propionic acid
• CAS: 729602-89-5
• 化学式: C₃₃H₄₉N₃O₂₀
• 分子量: 807.76
• InChiKey: HTWDJIZQXDGYED-UUGPWWKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.88
• 重原子数：
  56.0
• 可旋转键数：
  16.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  351.05
• 氢给体数：
  12.0
• 氢受体数：
  19.0

反应信息

• 作为反应物：
  描述：

  GDP-fucose 、 胞苷-5'-单磷酸-N-乙酰神经氨酸 、 3-{3-acetylamino-6-[3-acetylamino-4-hydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-benzyloxycarbonylamino-propionic acid 在 苯磺酰胺 、 manganese(ll) chloride α-2,3-sialyltransferase 、 sodium cacodylate buffer 、 alkaline phosphatase 、 α-1,3-fucosyltransferase 作用下， 反应 96.0h， 以69%的产率得到
  参考文献：
  名称：

  Syntheses of 6-Sulfo Sialyl Lewis X Glycans Corresponding to the l-Selectin Ligand “Sulfoadhesin”

  摘要：

  Divergent syntheses of sulfated sialyl Lewis X oligosaccharides corresponding to the core 1 and core 6 branches of the L-selectin ligand are reported. These synthetic targets incorporate a selectively protected serine residue at the reducing terminus, providing a functional handle for further conjugation.

  DOI：

  10.1021/ol0493195
• 作为产物：
  描述：

  phenyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-3-O-acetyl-6-O-t-butyldiphenylsilyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside 在 吡啶 、 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 四丁基氟化铵 、 sodium methylate 、 溶剂黄146 、 锌 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 105.5h， 生成 3-{3-acetylamino-6-[3-acetylamino-4-hydroxy-6-hydroxymethyl-5-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxymethyl]-4,5-dihydroxy-tetrahydro-pyran-2-yloxy}-2-benzyloxycarbonylamino-propionic acid
  参考文献：
  名称：

  Syntheses of 6-Sulfo Sialyl Lewis X Glycans Corresponding to the l-Selectin Ligand “Sulfoadhesin”

  摘要：

  Divergent syntheses of sulfated sialyl Lewis X oligosaccharides corresponding to the core 1 and core 6 branches of the L-selectin ligand are reported. These synthetic targets incorporate a selectively protected serine residue at the reducing terminus, providing a functional handle for further conjugation.

  DOI：

  10.1021/ol0493195