8-phenyloctanoylglycine | 1093971-93-7

• 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: 8-phenyloctanoylglycine
• 英文别名: 2-(8-phenyloctanamido)acetic acid；2-(8-phenyloctanoylamino)acetic acid
• CAS: 1093971-93-7
• 化学式: C₁₆H₂₃NO₃
• 分子量: 277.364
• InChiKey: FQDMHYQDQDZJLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟乙醇 、 8-phenyloctanoylglycine 在 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以32%的产率得到2,2,2-trifluoroethyl 2-(8-phenyloctanamido)acetate
  参考文献：
  名称：

  Proteases screening for the kinetic resolution of amines with N-acyl α-amino acid trifluoromethyl esters: automated docking approach of binding energies using Subtilisin Novo as a prototype for serine proteases

  摘要：

  The screening of a panel of 17 proteases resulted in the selection of 4 serine proteases for the resolution of 3-amino-1-phenylbutane. The latter were used to determine the best acyl donor from a series of N-acyl alpha-amino acid trifluoroethyl esters selected as peptide mimetics (E factor up to 99). The results were correlated to an automated docking determination of their binding affinities for Subtilisin Novo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.11.013
• 作为产物：
  描述：

  聚甘氨酸 、 8-phenyloctanoyl chloride 在 三乙胺 作用下， 以 水 、 丙酮 为溶剂， 以94%的产率得到8-phenyloctanoylglycine
  参考文献：
  名称：

  Proteases screening for the kinetic resolution of amines with N-acyl α-amino acid trifluoromethyl esters: automated docking approach of binding energies using Subtilisin Novo as a prototype for serine proteases

  摘要：

  The screening of a panel of 17 proteases resulted in the selection of 4 serine proteases for the resolution of 3-amino-1-phenylbutane. The latter were used to determine the best acyl donor from a series of N-acyl alpha-amino acid trifluoroethyl esters selected as peptide mimetics (E factor up to 99). The results were correlated to an automated docking determination of their binding affinities for Subtilisin Novo. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.11.013

文献信息

• Proteases screening for the kinetic resolution of amines with N-acyl α-amino acid trifluoromethyl esters: automated docking approach of binding energies using Subtilisin Novo as a prototype for serine proteases
  作者：Anne-Lise Bottalla、Séverine Queyroy、Nadia Azzi-Schue、Nicolas Vanthuyne、Stéphane Gastaldi、Michèle P. Bertrand、Gérard Gil

  DOI：10.1016/j.tetasy.2009.11.013

  日期：2009.12

  The screening of a panel of 17 proteases resulted in the selection of 4 serine proteases for the resolution of 3-amino-1-phenylbutane. The latter were used to determine the best acyl donor from a series of N-acyl alpha-amino acid trifluoroethyl esters selected as peptide mimetics (E factor up to 99). The results were correlated to an automated docking determination of their binding affinities for Subtilisin Novo. (C) 2009 Elsevier Ltd. All rights reserved.