5-thioacetylpentyl 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranoside | 1239319-10-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-thioacetylpentyl 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranoside
• CAS: 1239319-10-8
• 化学式: C₃₆H₆₃NO₁₉S
• 分子量: 845.958
• InChiKey: YQMKORCOHXAGSJ-GFZDDQARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.62
• 重原子数：
  57.0
• 可旋转键数：
  17.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  291.08
• 氢给体数：
  9.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  5-thioacetylpentyl 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以99%的产率得到5-sulfanylpentanyl 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-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 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranoside 、 硫代乙酸 在 偶氮二异丁腈 作用下， 以 1,4-二氧六环 为溶剂， 以89%的产率得到5-thioacetylpentyl 4,6-dideoxy-4-((S)-3-hydroxylbutanamido)-2-O-methyl-β-D-glucopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->3)-α-L-rhamnopyranosyl-(1->2)-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