β-D-galactofuranosyl-(1->6)-β-D-galactofuranosyl-(1->5)-β-D-galactofuranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-galactofuranosyl-(1->6)-β-D-galactofuranosyl-(1->5)-β-D-galactofuranose
• 英文别名: Galf(b1-6)Galf(b1-5)b-Galf；(2R,3R,4R,5R)-5-[(1R)-1-[(2R,3R,4R,5S)-5-[(1R)-2-[(2R,3R,4R,5S)-5-[(1R)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-1-hydroxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-2-hydroxyethyl]oxolane-2,3,4-triol
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: LCJZNFQFJLBMFE-AYDBUXQJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -6.3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2,3,5,6-tetra-O-benzoyl-β-D-galactofuranosyl-(1->6)-2,3,5-tri-O-benzoyl-β-D-galactofuranosyl-(1->5)-3-O-acetyl-2,6-di-O-pivaloyl-D-galactofuranose 在 甲醇 、 sodium methylate 作用下， 反应 5.0h， 生成 β-D-galactofuranosyl-(1->6)-β-D-galactofuranosyl-(1->5)-α-D-galactofuranose 、 β-D-galactofuranosyl-(1->6)-β-D-galactofuranosyl-(1->5)-β-D-galactofuranose
  参考文献：
  名称：

  Syntheses of β-d-Galf-(1→6)-β-d-Galf-(1→5)-d-Galf and β-d-Galf-(1→5)-β-d-Galf-(1→6)-d-Galf, Trisaccharide Units in the Galactan of Mycobacterium tuberculosis

  摘要：

  The galactofuran is a crucial constituent of the cell wall of mycobacteria. An efficient synthesis of the two trisaccharide units of the galactan is described. The strategy relies on the use of substituted D-galactono-1,4-lactones as precursors for the internal and the reducing galactofuranoses. Dec-9-enyl beta-D-Galf-(1-->6)-beta-D-Galf-(1-->5)-beta-D-Galf (2) and dec-9-enyl beta-D-Galf-(1-->5)-beta-D-Galf-(1beta6)-beta-D-Galf (9) so far reported as convenient substrates for the galactofaranosyl transferase, and possibly useful for immunological studies, were obtained by the trichloroacetimidate method of glycosylation.

  DOI：

  10.1021/jo034365o