3-[3-(2-Carboxy-ethylsulfanyl)-2,2-bis-(2-carboxy-ethylsulfanylmethyl)-propylsulfanyl]-propionic acid | 192770-40-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-[3-(2-Carboxy-ethylsulfanyl)-2,2-bis-(2-carboxy-ethylsulfanylmethyl)-propylsulfanyl]-propionic acid
• CAS: 192770-40-4
• 化学式: C₁₇H₂₈O₈S₄
• 分子量: 488.669
• InChiKey: SGOAUVNXIDFCGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29.0
• 可旋转键数：
  20.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  149.2
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  五氟苯酚 、 3-[3-(2-Carboxy-ethylsulfanyl)-2,2-bis-(2-carboxy-ethylsulfanylmethyl)-propylsulfanyl]-propionic acid 在 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以32%的产率得到
  参考文献：
  名称：

  Di-, Tri-, and Tetravalent Dendritic Galabiosides That Inhibit Hemagglutination by Streptococcus suis at Nanomolar Concentration

  摘要：

  Galabiose (Gal alpha 1-4Gal) derivatives were coupled to carrier molecules having mono-, di-, tri-, and tetrameric functionalities, thus creating mono- to tetravalent dendritic galabiosides (1-9). The di- to tetravalent galabiosides were several hundred times more efficient than the monomeric galabiosides in inhibiting hemagglutination by the Gram-positive bacterium Streptococcus suis, resulting in complete inhibition at low nanomolar concentrations. This is unprecedented in the field of inhibition of bacterial adhesion by soluble compounds.

  DOI：

  10.1021/ja970859p
• 作为产物：
  描述：

  在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 15.0h， 以96%的产率得到3-[3-(2-Carboxy-ethylsulfanyl)-2,2-bis-(2-carboxy-ethylsulfanylmethyl)-propylsulfanyl]-propionic acid
  参考文献：
  名称：

  Di-, Tri-, and Tetravalent Dendritic Galabiosides That Inhibit Hemagglutination by Streptococcus suis at Nanomolar Concentration

  摘要：

  Galabiose (Gal alpha 1-4Gal) derivatives were coupled to carrier molecules having mono-, di-, tri-, and tetrameric functionalities, thus creating mono- to tetravalent dendritic galabiosides (1-9). The di- to tetravalent galabiosides were several hundred times more efficient than the monomeric galabiosides in inhibiting hemagglutination by the Gram-positive bacterium Streptococcus suis, resulting in complete inhibition at low nanomolar concentrations. This is unprecedented in the field of inhibition of bacterial adhesion by soluble compounds.

  DOI：

  10.1021/ja970859p