{(S)-1-[6-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-pyridin-2-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester | 350697-55-1

• 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: {(S)-1-[6-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-pyridin-2-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester
• CAS: 350697-55-1
• 化学式: C₃₃H₄₁N₅O₇
• 分子量: 619.718
• InChiKey: CUACJWMJYPILOF-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  45.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  167.98
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  {(S)-1-[6-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-pyridin-2-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 在 10percent Pd/C 氢气 、 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 为溶剂， 反应 31.5h， 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-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester 在 10percent Pd/C N,O-双三甲硅基乙酰胺 、 ammonium formate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 14.5h， 生成 {(S)-1-[6-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-hydroxy-pyridin-2-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl 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

• Identification of Sequence-Selective Receptors for Peptides with a Carboxylic Acid Terminus
  作者：Thilo Fessmann、Jeremy D. Kilburn

  DOI：10.1002/(sici)1521-3773(19990712)38:13/14<1993::aid-anie1993>3.0.co;2-h

  日期：1999.7.12

  A combinatorial library of "tweezer" receptors, which incorporate a diamidopyridine unit to provide a specific binding site for a CO2H group (see picture), can be screened to identify sequence-selective receptors for chosen peptide guests with a CO2H terminus.