N,N'-[iminobis(trimethylene)]-bis[quinamide] | 678158-80-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N,N'-[iminobis(trimethylene)]-bis[quinamide]
• CAS: 678158-80-0
• 化学式: C₂₀H₃₇N₃O₁₀
• 分子量: 479.528
• InChiKey: QJHTYXIXUUQNBH-VGDIZKAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.2
• 重原子数：
  33.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  232.07
• 氢给体数：
  11.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  N-succinyl-Glu^inv(OC16H33)-OC16H33 、 N,N'-[iminobis(trimethylene)]-bis[quinamide] 在 三乙胺 、 氯甲酸异丁酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.5h， 以69%的产率得到(S)-2-[3-(Bis-{3-[((3R,5R)-1,3,4,5-tetrahydroxy-cyclohexanecarbonyl)-amino]-propyl}-carbamoyl)-propionylamino]-pentanedioic acid dihexadecyl ester
  参考文献：
  名称：

  Preparation of gemini-type amphiphiles bearing cyclitol head groups and their application as high-performance modifiers for lipases

  摘要：

  Five gemini-type amphiphiles bearing cyclitol head groups, which have abundance of axial hydroxy groups, are newly synthesized. The syntheses are based on a common mixed anhydride method utilizing N,N'-[iminobis(trimethylene)]bisquinamide, prepared from iminobispropylamine and quino-1,5-lactone, and dialkyl N-(3-carboxypropanoyl)-L-glutamates as polar and hydrophobic components, respectively. Candida rugosa lipase (CRL) and Pseudomonas cepacia lipase (PCL) are co-lyophilized with these synthesized gemini-type amphiphiles, and their transesterification activities in organic solvents are evaluated. The modified PCL and CRL prepared by using each amphiphile showed highly enhanced and moderately enhanced enzyme activity, respectively. These results are discussed in terms of the increased preferential exclusion of the hydrophilic heads of the amphiphile and of the topological view of the amphiphile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2003.12.006
• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 、 1,5-quinide 以 甲醇 为溶剂， 反应 6.0h， 生成 N,N'-[iminobis(trimethylene)]-bis[quinamide]
  参考文献：
  名称：

  Preparation of gemini-type amphiphiles bearing cyclitol head groups and their application as high-performance modifiers for lipases

  摘要：

  Five gemini-type amphiphiles bearing cyclitol head groups, which have abundance of axial hydroxy groups, are newly synthesized. The syntheses are based on a common mixed anhydride method utilizing N,N'-[iminobis(trimethylene)]bisquinamide, prepared from iminobispropylamine and quino-1,5-lactone, and dialkyl N-(3-carboxypropanoyl)-L-glutamates as polar and hydrophobic components, respectively. Candida rugosa lipase (CRL) and Pseudomonas cepacia lipase (PCL) are co-lyophilized with these synthesized gemini-type amphiphiles, and their transesterification activities in organic solvents are evaluated. The modified PCL and CRL prepared by using each amphiphile showed highly enhanced and moderately enhanced enzyme activity, respectively. These results are discussed in terms of the increased preferential exclusion of the hydrophilic heads of the amphiphile and of the topological view of the amphiphile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2003.12.006