H2N-Ala-Tyr-Ala-OH | 81075-03-8

• 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: H2N-Ala-Tyr-Ala-OH
• 英文别名: ala-tyrOH-ala；L-alanyl-L-tyrosyl-L-alanine；AlaTyrAla-OH；AlaTyrAla；H-Ala-Tyr-Ala-OH；(2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]propanoic acid
• CAS: 81075-03-8
• 化学式: C₁₅H₂₁N₃O₅
• 分子量: 323.349
• InChiKey: AENHOIXXHKNIQL-AUTRQRHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4aS,8aS)-4a,5,6,7,8,8a-hexahydro-2-quinoxalinone 、 H2N-Ala-Tyr-Ala-OH 以 water-d2 为溶剂， 反应 24.0h， 生成 (2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-[4-hydroxy-3-(3-oxo-2,4,4a,5,6,7,8,8a-octahydro-1H-quinoxalin-2-yl)phenyl]propanoyl]amino]propanoic acid 、 (2S)-2-[[(2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-[4-hydroxy-3,5-bis(3-oxo-2,4,4a,5,6,7,8,8a-octahydro-1H-quinoxalin-2-yl)phenyl]propanoyl]amino]propanoic acid
  参考文献：
  名称：

  Imines that React with Phenols in Water over a Wide pH Range

  摘要：

  Cyclic imine derivatives that react with phenols, including tyrosine residues of peptides, have been developed. Reactions of the imines with phenols proceeded in water over a wide pH range (pH 2-10) at room temperature to 37 degrees C and afforded Mannich products without the need of additional catalysts.

  DOI：

  10.1021/jo8017389

文献信息

• Synthesis and evaluation of a cyclic imine derivative conjugated to a fluorescent molecule for labeling of proteins
  作者：Hai-Ming Guo、Maki Minakawa、Lynn Ueno、Fujie Tanaka

  DOI：10.1016/j.bmcl.2008.12.071

  日期：2009.2

  A cyclic imine conjugated to a fluorescent dansyl group was synthesized and used for covalent labeling of proteins. The covalent attachment to proteins was confirmed by gel electrophoresis and mass analysis.

  合成了与荧光丹磺酰基结合的环状亚胺并用于蛋白质的共价标记。通过凝胶电泳和质量分析证实了与蛋白质的共价连接。
• Imines that React with Phenols in Water over a Wide pH Range
  作者：Maki Minakawa、Hai-Ming Guo、Fujie Tanaka

  DOI：10.1021/jo8017389

  日期：2008.11.7

  Cyclic imine derivatives that react with phenols, including tyrosine residues of peptides, have been developed. Reactions of the imines with phenols proceeded in water over a wide pH range (pH 2-10) at room temperature to 37 degrees C and afforded Mannich products without the need of additional catalysts.