2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(p,p'-dimethoxytrityl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose | 260553-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(p,p'-dimethoxytrityl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)][Bz(-6)]Gal(b1-3)[Bz(-2)][Bz(-4)][DMT(-6)]Gal(b1-4)[Bz(-2)][Bz(-3)][Bz(-6)]Man(a)-O-Bz；[(2R,3R,4S,5S,6R)-4,5,6-tribenzoyloxy-3-[(2S,3R,4S,5S,6R)-3,5-dibenzoyloxy-6-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 260553-79-5
• 化学式: C₁₀₉H₉₀O₂₈
• 分子量: 1847.9
• InChiKey: CIKIMCBRUTYDKM-LTVNUSLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20
• 重原子数：
  137
• 可旋转键数：
  44
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  337
• 氢给体数：
  0
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(p,p'-dimethoxytrityl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以96%的产率得到2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose
  参考文献：
  名称：

  Parasite glycoconjugates. Part 16: Synthesis of a disaccharide and phosphorylated di- and tri-saccharides from Leishmania lipophosphoglycan

  摘要：

  A neutral disaccharide beta-D-Ga1p-(1 -> 4)-alpha-D-Manp and phosphorylated di- and tri-saccharides beta-D-Galp-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-O[CH2](8)CH=CH2 and beta-D-Ga1p-(1 -> 3)-[H(2)PO(3-)6]-beta-D-Ga1p-(1 -> 4)-alpha-D-Manp, which are fragments of the phosphoglycan portion of the surface lipophosphoglycan from Leishmania donovani (the disaccharide) or Leishmania major (all three compounds), were prepared and used as TLC standards to help the identification and differentiation of the elongating and branching P-D-galactosyl transferase activities in Leishmania. The phosphosaccharides were synthesised using the H-phosphonate method for phosphorylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.03.026
• 作为产物：
  描述：

  苯甲酰氯 、 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2-O-benzoyl-6-O-(p,p'-dimethoxytrityl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose 在 吡啶 作用下， 反应 24.0h， 以768 mg的产率得到2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(p,p'-dimethoxytrityl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose
  参考文献：
  名称：

  来自大利什曼原虫和墨西哥利什曼原虫的抗原性脂质磷酸聚糖的合成片段及其在表征利什曼原虫延伸的α-D-甘露吡喃糖基磷酸转移酶中的用途。

  摘要：

  通过利用酶切法合成了来自墨西哥利什曼原虫（5）或L.major（6-9）的表面脂磷酸聚糖的磷酸聚糖部分的片段的磷酸化的支链七糖7和8，八糖9和磷酸化的三糖5和6。用糖基氢膦酸酯方法制备磷酸二酯桥。测试化合物作为利什曼原虫延伸α-D-甘露糖基磷酸转移酶的受体底物/推定抑制剂。

  DOI：

  10.1002/chem.200400563

文献信息

• The synthesis of Leishmania major phosphoglycan fragments
  作者：Adrian P Higson、Yury E Tsvetkov、Michael A.J Ferguson、Andrei V Nikolaev

  DOI：10.1016/s0040-4039(99)01946-2

  日期：1999.12

  The triglycosyl monophosphate 1, heptaglycosyl triphosphates 2 and 3, and octaglycosyl triphosphate 4, which are fragments of the phosphoglycan part of Leishmania major lipo- and proteo-phosphoglycans have been prepared using di- and tri-saccharide H-phosphonates for construction of the phosphodiester bridges. (C) 1999 Elsevier Science Ltd. All rights reserved.