ethyl 2-amino-3-((2,4-dimethoxybenzyl)(6-(1-hydroxyethyl)naphthalen-2-yl)amino)propanoate | 1185251-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-amino-3-((2,4-dimethoxybenzyl)(6-(1-hydroxyethyl)naphthalen-2-yl)amino)propanoate
• CAS: 1185251-14-2
• 化学式: C₃₁H₄₀N₂O₇
• 分子量: 552.668
• InChiKey: IBYRUBDMVOMRLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  106.56
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-amino-3-((2,4-dimethoxybenzyl)(6-(1-hydroxyethyl)naphthalen-2-yl)amino)propanoate 在 manganese(IV) oxide 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以80%的产率得到ethyl 3-((6-acetylnaphthalen-2-yl)(2,4-dimethoxybenzyl)amino)-2-(tert-butoxycarbonylamino)propanoate
  参考文献：
  名称：

  Genetic Incorporation of a Small, Environmentally Sensitive, Fluorescent Probe into Proteins in Saccharomyces cerevisiae

  摘要：

  Here, we report that the fluorescent amino acid, 3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid (Anap), can be genetically incorporated into proteins in yeast with excellent selectivity and efficiency by means of an orthogonal tRNA/aminoacyl-tRNA synthetase pair. This small, environmentally sensitive fluorophore was site-specifically incorporated into Escherichia coli glutamine binding protein and used to directly probe local structural changes caused by ligand binding. The small size of Anap and the ability to introduce it by simple mutagenesis at defined sites in the proteome make it a useful local probe of protein structure, molecular interactions, protein folding, and localization.

  DOI：

  10.1021/ja904896s
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 ethyl 2-amino-3-((2,4-dimethoxybenzyl)(6-(1-hydroxyethyl)naphthalen-2-yl)amino)propanoate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以73%的产率得到ethyl 2-amino-3-((2,4-dimethoxybenzyl)(6-(1-hydroxyethyl)naphthalen-2-yl)amino)propanoate
  参考文献：
  名称：

  Genetic Incorporation of a Small, Environmentally Sensitive, Fluorescent Probe into Proteins in Saccharomyces cerevisiae

  摘要：

  Here, we report that the fluorescent amino acid, 3-(6-acetylnaphthalen-2-ylamino)-2-aminopropanoic acid (Anap), can be genetically incorporated into proteins in yeast with excellent selectivity and efficiency by means of an orthogonal tRNA/aminoacyl-tRNA synthetase pair. This small, environmentally sensitive fluorophore was site-specifically incorporated into Escherichia coli glutamine binding protein and used to directly probe local structural changes caused by ligand binding. The small size of Anap and the ability to introduce it by simple mutagenesis at defined sites in the proteome make it a useful local probe of protein structure, molecular interactions, protein folding, and localization.

  DOI：

  10.1021/ja904896s