Phenyl 2,3,6-tri-o-acetyl-4-o-(2,3,4,6-tetra-o-acetylhexopyranosyl)-1-thiohexopyranoside | 28022-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Phenyl 2,3,6-tri-o-acetyl-4-o-(2,3,4,6-tetra-o-acetylhexopyranosyl)-1-thiohexopyranoside
• 英文别名: [3,4,5-triacetyloxy-6-[4,5-diacetyloxy-2-(acetyloxymethyl)-6-phenylsulfanyloxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 28022-13-1；28022-14-2；5346-81-6
• 化学式: C₃₂H₄₀O₁₇S
• 分子量: 728.7
• InChiKey: OJVHDCHVHOISBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  50
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  237
• 氢给体数：
  0
• 氢受体数：
  18

文献信息

• Sulfated-glycolipids as adjuvants for vaccines
  申请人：National Research Council of Canada

  公开号：US10647737B2

  公开（公告）日：2020-05-12

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol % ratio of from 100:0 to 30:70 (sulfated glycolipid:uncharged glycolipid) and which induce a protective immune response, including CD8+ and CD4+ T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol % ratio of about 50:50.

  本发明描述了一种合成带电糖脂，它包括一个硫酸化的糖基，通过β连接与古核脂质的甘油骨架的树 Sn-1 羟基共价连接。合成的带电糖脂包括式 I 的化合物，其中 n 是 0 或 1；R 是氢或羟基；Y 是氢或硫酸基团，至少一个 Y 是硫酸基团；还包括其药学上可接受的盐。硫酸化糖脂可产生稳定的弓形体，其摩尔比为 100:0 至 30:70（硫酸化糖脂：无电荷糖脂），可诱导保护性免疫反应，包括 CD8+ 和 CD4+ T 细胞反应。由所述硫酸化糖脂组成的弓形体具有理想的佐剂特性，特别是当与不带电荷的糖脂以约 50:50 的摩尔%比例混合时。
• SULFATED-GLYCOLIPIDS AS ADJUVANTS FOR VACCINES
  申请人：National Research Council of Canada

  公开号：US20170158728A1

  公开（公告）日：2017-06-08

  A synthetic charged glycolipid is described comprising a sulfated saccharide group covalently linked to the tree sn-1 hydroxyl group of the glycerol backbone of an archaeal core lipid via a beta linkage. The synthetic charged glycolipids include compounds of formula I wherein n is 0 or 1; R is hydrogen or hydroxyl; and Y is hydrogen or a sulfate group, at least one Y being a sulfate group; and including pharmaceutically acceptable salts thereof. The sulfated glycolipid produces stable archaeosomes at a mol % ratio of from 100:0 to 30:70 (sulfated glycolipid: uncharged glycolipid) and which induce a protective immune response, including CD8 + and CD4 + T cell responses. Archaeosomes comprising the sulfated glycolipids described have desirable adjuvant properties, particularly when mixed with uncharged glycolipid at a mol % ratio of about 50:50.