Boc-Phe-Gly-NHPh

• 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: Boc-Phe-Gly-NHPh
• 英文别名: tert-butyl N-[(2S)-1-[(2-anilino-2-oxoethyl)amino]-1-oxo-3-phenylpropan-2-yl]carbamate
• 化学式: C₂₂H₂₇N₃O₄
• 分子量: 397.474
• InChiKey: WVBSNBWEFTYAMP-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Boc-Phe-Gly-NHPh 在 α-chymotrypsin 作用下， 以 水 为溶剂， 生成 2-氨基-N-苯基乙酰胺 、 BOC-L-苯丙氨酸
  参考文献：
  名称：

  Thermodynamics of enzymic synthesis of solid-phase peptides

  摘要：

  The Gibbs free energy changes of the individual and net synthetic equilibrium of solid-phase tert-butyloxycarbonyl-Phe-Gly p-substituted anilides are calculated from the HPLC analysis data for the equilibrium concentrations. A linear free energy relationship is observed for the net synthetic equilibrium and precipitation equilibrium, suggesting that the latter provides the driving force for the chymotryptic synthesis of these insoluble peptides. This conclusion is strongly supported by a linear correlation between the synthetic yield and the square root of the product solubility.

  DOI：

  10.1016/s0040-4020(01)80374-4
• 作为产物：
  描述：

  2-氨基-N-苯基乙酰胺 、 BOC-L-苯丙氨酸 在 α-chymotrypsin 作用下， 以 水 为溶剂， 以50.3%的产率得到Boc-Phe-Gly-NHPh
  参考文献：
  名称：

  Thermodynamics of enzymic synthesis of solid-phase peptides

  摘要：

  The Gibbs free energy changes of the individual and net synthetic equilibrium of solid-phase tert-butyloxycarbonyl-Phe-Gly p-substituted anilides are calculated from the HPLC analysis data for the equilibrium concentrations. A linear free energy relationship is observed for the net synthetic equilibrium and precipitation equilibrium, suggesting that the latter provides the driving force for the chymotryptic synthesis of these insoluble peptides. This conclusion is strongly supported by a linear correlation between the synthetic yield and the square root of the product solubility.

  DOI：

  10.1016/s0040-4020(01)80374-4

文献信息

• Thermodynamics of enzymic synthesis of solid-phase peptides
  作者：Ivailo P Ivanov、Nikolay P Todorov、Dimiter D Petkov

  DOI：10.1016/s0040-4020(01)80374-4

  日期：1993.3

  The Gibbs free energy changes of the individual and net synthetic equilibrium of solid-phase tert-butyloxycarbonyl-Phe-Gly p-substituted anilides are calculated from the HPLC analysis data for the equilibrium concentrations. A linear free energy relationship is observed for the net synthetic equilibrium and precipitation equilibrium, suggesting that the latter provides the driving force for the chymotryptic synthesis of these insoluble peptides. This conclusion is strongly supported by a linear correlation between the synthetic yield and the square root of the product solubility.