(2,6-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester | 416852-99-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,6-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester
• 英文别名: benzyl 2-(2,6-diaminopyridin-4-yl)oxyacetate
• CAS: 416852-99-8
• 化学式: C₁₄H₁₅N₃O₃
• 分子量: 273.291
• InChiKey: IJWSTEGUVHXHJT-UHFFFAOYSA-N

物化性质

• 沸点：
  502.7±45.0 °C(Predicted)
• 密度：
  1.311±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  100.46
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2,6-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester 在 10percent Pd/C N,O-双三甲硅基乙酰胺 、 氢气 、 ammonium formate 、 sodium carbonate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 46.0h， 生成 2-{2,6-Bis[N-(9-fluorenylmethoxycarbonyl)-L-phenylalanyl]-4-pyridyloxy} acetic acid
  参考文献：
  名称：

  Identification of Sequence Selective Receptors for Peptides with a Carboxylic Acid Terminus

  摘要：

  Split-and-mix libraries of resin-bound "tweezer" receptors have been prepared and screened to identify receptors for dye-labelled tripeptides. The receptors incorporate a diamidopyridine unit to serve as a specific recognition site for the CO2H group, leading to strong and selective receptors for peptide guests with a CO2H terminus. The role of the dye-label, attached to the peptide guest to allow visualisation of selective recognition events in the screening experiments, has also been examined and was found to have a significant influence on the binding selectivities.

  DOI：

  10.1002/1521-3765(20010504)7:9<1889::aid-chem1889>3.0.co;2-7
• 作为产物：
  描述：

  2-[6-[bis[(1,1-dimethylethoxy)carbonyl]amino]-1,4-dihydro-4-oxo-2-pyridinyl]-1,3-bis(1,1-dimethylethyl)ester 在 四丁基溴化铵 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 18.0h， 生成 (2,6-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester
  参考文献：
  名称：

  Identification of Sequence Selective Receptors for Peptides with a Carboxylic Acid Terminus

  摘要：

  Split-and-mix libraries of resin-bound "tweezer" receptors have been prepared and screened to identify receptors for dye-labelled tripeptides. The receptors incorporate a diamidopyridine unit to serve as a specific recognition site for the CO2H group, leading to strong and selective receptors for peptide guests with a CO2H terminus. The role of the dye-label, attached to the peptide guest to allow visualisation of selective recognition events in the screening experiments, has also been examined and was found to have a significant influence on the binding selectivities.

  DOI：

  10.1002/1521-3765(20010504)7:9<1889::aid-chem1889>3.0.co;2-7

文献信息

• Combinatorial libraries of diamidopyridine-derived ‘tweezer’ receptors and sequence selective binding of peptides
  作者：Rosa Arienzo、Jeremy D Kilburn

  DOI：10.1016/s0040-4020(01)01111-5

  日期：2002.1

  tweezer receptors with peptidic side-arms has been prepared. Screening experiments with the library and a dye-labelled tripeptide l-Glu–l-Ser–l-Val–OH showed excellent selectivity (strong binding of the dye-labelled guest to ∼0.2% of resin-bound library members was observed) and led to the identification of a tweezer receptor structure, which was shown to bind the tripeptide with good selectivity over

  已经制备了具有肽侧臂的由二氨基吡啶衍生的镊子受体的文库。用该文库和染料标记的三肽l-Glu-1-Ser-1-Val-OH进行的筛选实验显示出极好的选择性（观察到染料标记的客体与约0.2％的树脂结合的文库成员有很强的结合力），并且导致鉴定了镊子受体结构，该结构显示与相关的三肽序列具有良好的选择性结合三肽。侧链保护的三肽l-Glu（O t Bu）–l-Ser（tBu）–l-Val–OH对任何特定的文库成员都表现出很小的选择性。使用相同的三肽客体和相关的镊子受体文库，讨论了与先前的筛选实验相关的结果，这些镊子受体文库在将二氨基吡啶单元与镊子受体的肽侧臂分离中，存在一个亚甲基的差异。