Z-Phe-ONpo | 49689-73-8

• 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: Z-Phe-ONpo
• 英文别名: Z-Phe-O-o-nitrophenylester；Z-L-Phe-ONO；(2-nitrophenyl) (2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate
• CAS: 49689-73-8
• 化学式: C₂₃H₂₀N₂O₆
• 分子量: 420.422
• InChiKey: RSIPZCRMTCDNOG-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Z-Phe-ONpo 在 氢溴酸 作用下， 生成
  参考文献：
  名称：

  Hybrid Liposomes Coupled to Steric Control with High Enantioselectivity

  摘要：

  With respect to the hydrolysis of enantiomeric substrates (p-nitrophenyl N-dodecanoyl-D(L)phenylalaninate; C-12-D(L)-Phe-PNP) by the tripeptide catalyst (N-(benzyloxycarbonyl)-L-phenylalanyl-L-histidyl-L-leucine; Z-PheHisLeu), a remarkably high enantioselectivity (k(a/obsd)(L)/k(a/obsd)(D) = 28) along with marked rate-enhancement of the hydrolytic cleavage of C-12-D(L)-Phe-PNP was obtained with specific coaggregates of 32 mol % L-alpha-dipalmitoylphosphatidylcholine (DPPC) and 68 mol % alpha[4-(1,1,3,3-tetramethylbutyl)phenyl]-omega-hydroxypoly (oxy-1,2-ethanediyl)(TritonX-100). Tile enantioselectivity was maximized at the phase transition temperature (T-e) in the 65 mol % DPPC/35 mol % TrixonX-100 and 32 mol % DPPC/68 mol % TritonX-100 coaggregate systems. The hydrophobicity and fluidity of the coaggregates can apparently be changed around T-e on tile basis of isokinetic temperature and fluorescence parameter studies.

  DOI：

  10.1021/jo00116a016
• 作为产物：
  描述：

  N-苄氧羰基-L-苯丙氨酸 、 硝苯酚 在 吡啶 、 N,N'-二环己基碳二亚胺 作用下， 生成 Z-Phe-ONpo
  参考文献：
  名称：

  苄氧羰基氨基酸的邻硝基苯酯及其在原位合成肽链中的应用。

  摘要：

  DOI：

  10.1021/jo00918a005

文献信息

• o-Nitrophenyl esters of benzyloxycarbonylamino acids and their application in the synthesis of peptide chains by the in situ technique
  作者：Miklos Bodanszky、Michio Kondo、Cynthia Y. Lin、Gerald F. Sigler

  DOI：10.1021/jo00918a005

  日期：1974.2
• Pozdnev, V. F.; Varlamov, O. L.; Grigor'yants, O. O., Russian Journal of Bioorganic Chemistry, 1994, vol. 20, # 4, p. 213 - 218
  作者：Pozdnev, V. F.、Varlamov, O. L.、Grigor'yants, O. O.、Gomazkov, O. A.

  DOI：——

  日期：——
• US4480030A
  申请人：——

  公开号：US4480030A

  公开（公告）日：1984-10-30
• Hybrid Liposomes Coupled to Steric Control with High Enantioselectivity
  作者：Koichi Goto、Yoko Matsumoto、Ryuichi Ueoka

  DOI：10.1021/jo00116a016

  日期：1995.6

  With respect to the hydrolysis of enantiomeric substrates (p-nitrophenyl N-dodecanoyl-D(L)phenylalaninate; C-12-D(L)-Phe-PNP) by the tripeptide catalyst (N-(benzyloxycarbonyl)-L-phenylalanyl-L-histidyl-L-leucine; Z-PheHisLeu), a remarkably high enantioselectivity (k(a/obsd)(L)/k(a/obsd)(D) = 28) along with marked rate-enhancement of the hydrolytic cleavage of C-12-D(L)-Phe-PNP was obtained with specific coaggregates of 32 mol % L-alpha-dipalmitoylphosphatidylcholine (DPPC) and 68 mol % alpha[4-(1,1,3,3-tetramethylbutyl)phenyl]-omega-hydroxypoly (oxy-1,2-ethanediyl)(TritonX-100). Tile enantioselectivity was maximized at the phase transition temperature (T-e) in the 65 mol % DPPC/35 mol % TrixonX-100 and 32 mol % DPPC/68 mol % TritonX-100 coaggregate systems. The hydrophobicity and fluidity of the coaggregates can apparently be changed around T-e on tile basis of isokinetic temperature and fluorescence parameter studies.