Ac-Ala-Bpa-Leu | 189620-85-7

• 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: Ac-Ala-Bpa-Leu
• 英文别名: N-Acetyl-L-alanyl-4-benzoyl-L-phenylalanyl-L-leucine；(2S)-2-[[(2S)-2-[[(2S)-2-acetamidopropanoyl]amino]-3-(4-benzoylphenyl)propanoyl]amino]-4-methylpentanoic acid
• CAS: 189620-85-7
• 化学式: C₂₇H₃₃N₃O₆
• 分子量: 495.576
• InChiKey: ZXGNJYBFGFTAHZ-RTFZILSDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-丁二硫醇 、 Ac-Ala-Bpa-Leu 在 三氟乙酸 作用下， 以 水 为溶剂， 生成 、
  参考文献：
  名称：

  Dithioketal formation during synthesis of Bpa containing peptides

  摘要：

  Acidolytic cleavage of peptides from polymeric supports often employs dithiols as scavengers. A significant impurity was found during the synthesis of peptides containing p-benzoylphenylalanine (Bpa) when 1,2-ethanedithiol was the scavenger. Herein we describe a new side reaction involving Bpa containing peptides and dithiols that results in dithioketal formation and report a strategy to eliminate this side reaction. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00328-6

文献信息

• Dithioketal formation during synthesis of Bpa containing peptides
  作者：Michael Breslav、Jeffrey Becker、Fred Naider

  DOI：10.1016/s0040-4039(97)00328-6

  日期：1997.3

  Acidolytic cleavage of peptides from polymeric supports often employs dithiols as scavengers. A significant impurity was found during the synthesis of peptides containing p-benzoylphenylalanine (Bpa) when 1,2-ethanedithiol was the scavenger. Herein we describe a new side reaction involving Bpa containing peptides and dithiols that results in dithioketal formation and report a strategy to eliminate this side reaction. (C) 1997 Elsevier Science Ltd.