H-Phe-OCAM | 98229-12-0

• 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: H-Phe-OCAM
• 英文别名: (s)-Phenylalanine carbamoylmethyl ester；(2-amino-2-oxoethyl) (2S)-2-amino-3-phenylpropanoate
• CAS: 98229-12-0
• 化学式: C₁₁H₁₄N₂O₃
• 分子量: 222.244
• InChiKey: KPUSBGHEEQCFRB-VIFPVBQESA-N

物化性质

• 沸点：
  424.7±35.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-alpha-苯甲酰基-L-精氨酸乙酯盐酸盐 、 H-Phe-OCAM 在 sodium carbonate-bicarbonate buffer 、 sodium chloride 作用下， 反应 48.0h， 以66%的产率得到(S)-2-((S)-2-Benzoylamino-5-guanidino-pentanoylamino)-3-phenyl-propionic acid carbamoylmethyl ester
  参考文献：
  名称：

  A new simple route to the synthesis of protease substrates in ice

  摘要：

  The serine proteases alpha-chymotrypsin and trypsin and the cysteine protease papain were used to catalyze the synthesis of N-alpha-protected di- and tripeptide ester substrates by acyl transfer of the corresponding N-alpha-protected amino acid esters to various amino acid- or dipeptide esters. The very simple and economical strategy benefits from performing the enzymatic reaction in frozen-aqueous systems. The products, which can further act as specific substrates for several important proteases, are obtainable in high yields and can be isolated easily. The results show an extraordinary shift in S' specificty of the proteases in frozen aqueous systems and are of general importance for protease-directed step-by-step peptide synthesis with a minimal protection/deprotection techniques. Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00247-9

文献信息

• On the use of carboxamidomethyl esters in the protease-catalyzed peptide synthesis
  作者：Peter Kuhl、Ute Zacharias、Helmut Burckhardt、Hans-Dieter Jakubke

  DOI：10.1007/bf00811332

  日期：1986.10