(3-O-sulfo-β-D-galactopyranosyl)-(1->3)-[(α-L-fucopyranosyl)-(1->4)]-1,5-dideoxy-1,5-imino-N-methyl-D-glucitol sodium salt

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-O-sulfo-β-D-galactopyranosyl)-(1->3)-[(α-L-fucopyranosyl)-(1->4)]-1,5-dideoxy-1,5-imino-N-methyl-D-glucitol sodium salt
• 英文别名: sodium;[(2S,3R,4S,5S,6R)-3,5-dihydroxy-2-[(2R,3R,4R,5S)-5-hydroxy-2-(hydroxymethyl)-1-methyl-3-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxypiperidin-4-yl]oxy-6-(hydroxymethyl)oxan-4-yl] sulfate
• 化学式: C₁₉H₃₄NO₁₆S*Na
• 分子量: 587.532
• InChiKey: WRXXLXFMPREFMV-WABPMSETSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -9.46
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  277
• 氢给体数：
  8
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  (2,4,6-tri-O-benzoyl-3-O-sulfo-β-D-galactopyranosyl)-(1->3)-[(α-L-fucopyranosyl)-(1->4)]-2-O-acetyl-6-O-benzoyl-1,5-dideoxy-1,5-imino-N-methyl-D-glucitol sodium salt 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以31 mg的产率得到(3-O-sulfo-β-D-galactopyranosyl)-(1->3)-[(α-L-fucopyranosyl)-(1->4)]-1,5-dideoxy-1,5-imino-N-methyl-D-glucitol sodium salt
  参考文献：
  名称：

  SYNTHESIS OF SIALYL- AND SULFO-Le^x/Le^aANALOGS CONTAININGN-ALKYL-1-DEOXYNOJIRIMYCIN AS POTENTIAL SELECTIN BLOCKERS

  摘要：

  A series of novel sialyl- and sulfo-Le(x)/Le(a) oligosaccharides containing N-alkyl-1-deoxynojirimycin as potential selectin blockers have systematically been synthesized via the suitably protected intermediates containing N-benzyloxycarbonyl-1-deoxynojirimycin. Some of the synthetic oligosaccharides strongly inhibited the adhesion of HL60 cells to IL-1beta-stimulated HUVECs.

  DOI：

  10.1081/car-100108657

文献信息

• SYNTHESIS OF SIALYL- AND SULFO-Le^x/Le^aANALOGS CONTAINING<i>N</i>-ALKYL-1-DEOXYNOJIRIMYCIN AS POTENTIAL SELECTIN BLOCKERS
  作者：Hiroyasu Furui[2]、Keiko Ando-Furui、Haruko Inagaki、Takayuki Ando、Hideharu Ishida、Makoto Kiso

  DOI：10.1081/car-100108657

  日期：2001.12.31

  A series of novel sialyl- and sulfo-Le(x)/Le(a) oligosaccharides containing N-alkyl-1-deoxynojirimycin as potential selectin blockers have systematically been synthesized via the suitably protected intermediates containing N-benzyloxycarbonyl-1-deoxynojirimycin. Some of the synthetic oligosaccharides strongly inhibited the adhesion of HL60 cells to IL-1beta-stimulated HUVECs.