ethyl 3,4-di-O-(6-(6-maleimidohexanamido)-3-thiahexyl)-2,6-di-O-methyl-α-D-galactopyranoside | 680988-22-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3,4-di-O-(6-(6-maleimidohexanamido)-3-thiahexyl)-2,6-di-O-methyl-α-D-galactopyranoside
• CAS: 680988-22-1
• 化学式: C₄₀H₆₄N₄O₁₂S₂
• 分子量: 857.1
• InChiKey: RVMWEVLZVJLIPB-CKEKOUTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  58.0
• 可旋转键数：
  33.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  188.34
• 氢给体数：
  2.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  ethyl 6-O-t-butyldimethylsilyl-3,4-O-isopropylidene-α-D-galactopyranoside 在 偶氮二异丁腈 、 四丁基氟化铵 、 sodium hydride 、 碳酸氢钠 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 ethyl 3,4-di-O-(6-(6-maleimidohexanamido)-3-thiahexyl)-2,6-di-O-methyl-α-D-galactopyranoside
  参考文献：
  名称：

  Synthesis, conformation, and immunogenicity of monosaccharide-centered multivalent HIV-1 gp41 peptides containing the sequence of DP178

  摘要：

  Several monosaccharide-centered multivalent HIV-1 gp41 peptides containing the sequence of DP178 were synthesized. Conformational studies showed that multivalent assembly enhanced the a-helical content of the peptide. Therefore, 2-, 3-, or 4-alpha-helix bundles of peptide DP178 could be obtained by assembling the peptide on a suitable bi-, tri-, or tetravalent template. Immunization studies indicated that while peptide DP178 alone was poorly immunogenic, the tetravalent peptide MVP-1 raised high titers of antibodies in mice that recognize not only peptide DP178 but also the native HIV-1 glycoprotein gp41, even in the absence of a carrier protein or adjuvant. The study suggests that carbohydrate-centered multivalent peptides provide not only a model for mimicking protein a-helix-bundle structure, but also an effective immunogen for raising high-titer antibodies against HIV-1 envelope glycoprotein gp41. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.04.008