tert-butyl (S)-4-((R,2E)-1-hydroxy-12-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)hydrazineylidene)dodec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate | 1012043-29-6

• 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: tert-butyl (S)-4-((R,2E)-1-hydroxy-12-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)hydrazineylidene)dodec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate
• CAS: 1012043-29-6
• 化学式: C₃₂H₅₅N₅O₆S
• 分子量: 637.885
• InChiKey: DCKDNGNRMLJUEO-GDQQQTASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  44.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  141.59
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-4-((R,2E)-1-hydroxy-12-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)hydrazineylidene)dodec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A novel biotinylated diazirinyl ceramide analogue for photoaffinity labeling

  摘要：

  A novel photoreactive ceramide analogue, which contains (3-trifluoromethyl)phenyldiazirinyl lipid and biotinylated sphingosine, was synthesized. The probe was recognized as an antigen by anti-ceramide antibody and as a substrate for sphingolipid ceramide N-deacylase. These results indicate that the probe may be useful as a photoaffinity-biotinylating agent in sphingolipid studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.071
• 作为产物：
  描述：

  tert-butyl (S)-4-((R,E)-1-hydroxy-12-oxododec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate 、 D-生物素酰肼 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以93%的产率得到tert-butyl (S)-4-((R,2E)-1-hydroxy-12-(2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)hydrazineylidene)dodec-2-en-1-yl)-2,2-dimethyloxazolidine-3-carboxylate
  参考文献：
  名称：

  A novel biotinylated diazirinyl ceramide analogue for photoaffinity labeling

  摘要：

  A novel photoreactive ceramide analogue, which contains (3-trifluoromethyl)phenyldiazirinyl lipid and biotinylated sphingosine, was synthesized. The probe was recognized as an antigen by anti-ceramide antibody and as a substrate for sphingolipid ceramide N-deacylase. These results indicate that the probe may be useful as a photoaffinity-biotinylating agent in sphingolipid studies. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.071