2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]-N-[2-[[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]amino]ethyl]-4-[3-(trifluoromethyl)diazirin-3-yl]benzamide | 1163233-04-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: 2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]-N-[2-[[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]amino]ethyl]-4-[3-(trifluoromethyl)diazirin-3-yl]benzamide
• CAS: 1163233-04-2
• 化学式: C₃₉H₅₁F₃N₈O₉S
• 分子量: 864.943
• InChiKey: IIOYACNPSWXPJR-FQWZAUFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  60
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  244
• 氢给体数：
  5
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]-N-[2-[[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]amino]ethyl]-4-[3-(trifluoromethyl)diazirin-3-yl]benzamide 、 maitotoxin 以 甲醇 、 水 、 乙腈 为溶剂， 25.0 ℃ 、1000.01 MPa 条件下， 反应 72.0h， 生成
  参考文献：
  名称：

  Maitotoxin-Photoactive Probe Binds to Membrane Proteins in Blood Cells

  摘要：

  The photoactive and biotinylating ligand was prepared from MTX and maleimide-conjugated Hatanaka reagent with use of Diels-Alder reaction. Blood cells were subjected to affinity labelling experiments using the ligand thus obtained. The labelled band on SDS-PAGE was replaced not by MTX but by brevetoxin B (PbTx2), which suggested the presence of binding proteins in blood cells. Screening of polyether compounds for MTX inhibitory activity using Ca(2+) flux assays in C6 cells disclosed that a synthetic fragment of the hydrophilic portion of MTX inhibited the MTX activity.

  DOI：

  10.3987/com-08-s(d)78
• 作为产物：
  描述：

  succinimidyl 4-(N-maleimidomethyl)cyclohexane-1-carboxylate 、 N-(2-aminoethyl)-2-(2-(2-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethoxy)ethoxy)ethoxy)-4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzamide 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以14.3 mg的产率得到2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]-N-[2-[[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]amino]ethyl]-4-[3-(trifluoromethyl)diazirin-3-yl]benzamide
  参考文献：
  名称：

  Maitotoxin-Photoactive Probe Binds to Membrane Proteins in Blood Cells

  摘要：

  The photoactive and biotinylating ligand was prepared from MTX and maleimide-conjugated Hatanaka reagent with use of Diels-Alder reaction. Blood cells were subjected to affinity labelling experiments using the ligand thus obtained. The labelled band on SDS-PAGE was replaced not by MTX but by brevetoxin B (PbTx2), which suggested the presence of binding proteins in blood cells. Screening of polyether compounds for MTX inhibitory activity using Ca(2+) flux assays in C6 cells disclosed that a synthetic fragment of the hydrophilic portion of MTX inhibited the MTX activity.

  DOI：

  10.3987/com-08-s(d)78