N-(2,3-dihydroxypropyl)but-3-enamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(2,3-dihydroxypropyl)but-3-enamide
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: YQMHZLVAIRESIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2,3-dihydroxypropyl)but-3-enamide 在 4-二甲氨基吡啶 、 偶氮二异丁腈 、 (3-aminopropyl)triethoxysilane 、 三正丁基氢锡 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 丙酮 、 乙腈 为溶剂， 反应 96.0h， 生成 2-(4-(2-methyl-1,3-bis(β-D-glucopyranosyl)oxymethyl)-3-(5,5,6,6,7,7,8,8,9,9,10,10,10)tridecafluorodecanamido)propyl pentanoate
  参考文献：
  名称：

  Hybrid Fluorinated and Hydrogenated Double-Chain Surfactants for Handling Membrane Proteins

  摘要：

  Two hybrid fluorinated double-chain surfactants with a diglucosylated polar head were synthesized. The apolar domain consists of a perfluorohexyl main chain and a butyl hydrogenated branch as a side chain. They were found to self-assemble into small micelles at low critical micellar concentrations, demonstrating that the short branch increases the overall hydrophobicity while keeping the length of the apolar domain short. They were both able to keep the membrane protein bacteriorhodopsin stable, one of them for at least 3 months.

  DOI：

  10.1021/acs.joc.5b02137
• 作为产物：
  描述：

  乙烯基乙酸 、 3-氨基-1,2-丙二醇 在 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以90%的产率得到N-(2,3-dihydroxypropyl)but-3-enamide
  参考文献：
  名称：

  Hybrid Fluorinated and Hydrogenated Double-Chain Surfactants for Handling Membrane Proteins

  摘要：

  Two hybrid fluorinated double-chain surfactants with a diglucosylated polar head were synthesized. The apolar domain consists of a perfluorohexyl main chain and a butyl hydrogenated branch as a side chain. They were found to self-assemble into small micelles at low critical micellar concentrations, demonstrating that the short branch increases the overall hydrophobicity while keeping the length of the apolar domain short. They were both able to keep the membrane protein bacteriorhodopsin stable, one of them for at least 3 months.

  DOI：

  10.1021/acs.joc.5b02137