N-butyl-N^α-<2-(D-manno-pentahydroxypentyl)-3-acetyl-4-thiazolidinylcarbonyl>-L-histidinamide | 128811-22-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-butyl-N^α-<2-(D-manno-pentahydroxypentyl)-3-acetyl-4-thiazolidinylcarbonyl>-L-histidinamide
• CAS: 128811-22-3
• 化学式: C₂₁H₃₅N₅O₈S
• 分子量: 517.604
• InChiKey: VYYMBZXNITUPRK-JUMWMRPISA-N

反应信息

• 作为产物：
  描述：

  2-Amino-N-butyl-3-(1H-imidazol-4-yl)-propionamide 、 2-(D-manno-pentahydroxypentyl)-3-acetyl-4-thiazolidinecarboxylic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 以59.4%的产率得到N-butyl-N^α-<2-(D-manno-pentahydroxypentyl)-3-acetyl-4-thiazolidinylcarbonyl>-L-histidinamide
  参考文献：
  名称：

  Syntheses and Catalytic Actions of Self-Micelle-Forming Hydrolase Models

  摘要：

  Hydrolase model catalysts, N-alkyl-Nα-[2-(d-polyhydroxypentyl)-3-acetyl-4-thiazolidinylcarbonyl]-l-histidinamide (acyclic-type catalyst) and N-(N-alkanoyl-l-nistidyl)-β-d-glucosamine (cyclic-type catalyst), which easily form micelles in water by themselves, have been designed and the stereostructural effects of sugar moieties examined on stereoselective hydrolyses of p-nitrophenyl N-benzyloxycarbonyl-l-(or d-)phenylalaninates. An acyclic-type catalyst is l-selective, while a cyclic-type catalyst is l-selective. The stereorecognition of acyclictype catalysts was found to be performed by a sugar moiety, rather than the histidyl type. Comparisons of the activities of three acyclic-type catalysts having different sugar moieties show that a mannose-derived catalyst is the most stereoselective. Judging from kinetic data, it is concluded that the configuration of OH on C-3 of the sugar moiety takes a significant part in the stereorecognition of a catalyst.

  DOI：

  10.1246/bcsj.63.442