N-(4-pentenoyl)-(S)-pyren-1-ylalanine cyanomethyl ester | 1408317-86-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-(4-pentenoyl)-(S)-pyren-1-ylalanine cyanomethyl ester
• CAS: 1408317-86-1
• 化学式: C₂₆H₂₂N₂O₃
• 分子量: 410.472
• InChiKey: JGMZQKKJCMRMDS-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  79.19
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-(4-pentenoyl)-(S)-pyren-1-ylalanine 、 氯乙腈 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以47%的产率得到N-(4-pentenoyl)-(S)-pyren-1-ylalanine cyanomethyl ester
  参考文献：
  名称：

  Two Pyrenylalanines in Dihydrofolate Reductase Form an Excimer Enabling the Study of Protein Dynamics

  摘要：

  Because of the lack of sensitivity to small changes in distance by available FRET pairs (a constraint imposed by the dimensions of the enzyme), a DHFR containing two pyrene moieties was prepared to enable the observation of excimer formation. Pyren-I-ylalanine was introduced into DHFR positions 16 and 49 using an in vitro expression system in the presence of pyren-l-ylalanyl-tRNA(CUA). Excimer formation (lambda(ex) 342 nm; lambda(em) 481 nm) was observed in the modified DHFR, which retained its catalytic competence and was studied under multiple and single turnover conditions. The excimer appeared to follow a protein conformational change after the H transfer involving the relative position and orientation of the pyrene moieties and is likely associated with product dissociation.

  DOI：

  10.1021/ja307179q