pent-4-enyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnosyl-(1->3)-3,4-di-O-benzyl-α-L-rhamnoside | 1239319-01-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: pent-4-enyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnosyl-(1->3)-3,4-di-O-benzyl-α-L-rhamnoside
• CAS: 1239319-01-7
• 化学式: C₄₅H₅₂O₁₀
• 分子量: 752.902
• InChiKey: DRWGNVLSGUWEQR-RLRULDNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  55.0
• 可旋转键数：
  18.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  111.14
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  pent-4-enyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnosyl-(1->3)-3,4-di-O-benzyl-α-L-rhamnoside 、 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到pent-4-enyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-levulinoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->3)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
  参考文献：
  名称：

  Molecular Analysis of Carbohydrate−Antibody Interactions: Case Study Using a Bacillus anthracis Tetrasaccharide

  摘要：

  The process for selecting potent and effective carbohydrate antigens is not well-established. A combination of synthetic glycan microarray screening, surface plasmon resonance analysis, and saturation transfer difference NMR spectroscopy was used to dissect the antibody-binding surface of a carbohydrate antigen, revealing crucial binding elements with atomic-level detail. This analysis takes the first step toward uncovering the rules for structure-based design of carbohydrate antigens.

  DOI：

  10.1021/ja104027w
• 作为产物：
  描述：

  pent-4-enyl 2-O-benzoyl-4-O-benzyl-3-O-fluorenylmethoxycarbonyl-α-L-rhamnosyl-(1->3)-3,4-di-O-benzyl-α-L-rhamnoside 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以92%的产率得到pent-4-enyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnosyl-(1->3)-3,4-di-O-benzyl-α-L-rhamnoside
  参考文献：
  名称：

  Molecular Analysis of Carbohydrate−Antibody Interactions: Case Study Using a Bacillus anthracis Tetrasaccharide

  摘要：

  The process for selecting potent and effective carbohydrate antigens is not well-established. A combination of synthetic glycan microarray screening, surface plasmon resonance analysis, and saturation transfer difference NMR spectroscopy was used to dissect the antibody-binding surface of a carbohydrate antigen, revealing crucial binding elements with atomic-level detail. This analysis takes the first step toward uncovering the rules for structure-based design of carbohydrate antigens.

  DOI：

  10.1021/ja104027w