(S)-pyren-1-ylalanine | 1410854-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: (S)-pyren-1-ylalanine
• 英文别名: (2S)-2-amino-3-pyren-1-ylpropanoic acid;hydrochloride
• CAS: 1410854-19-1
• 化学式: C₁₉H₁₅NO₂*ClH
• 分子量: 325.795
• InChiKey: XFLRFOCYZVMQDJ-NTISSMGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  63.32
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-pyren-1-ylalanine 、 N-succinimidyl 4-pentenoic acid ester 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以74%的产率得到N-(4-pentenoyl)-(S)-pyren-1-ylalanine
  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
• 作为产物：
  描述：

  在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 以62 mg的产率得到(S)-pyren-1-ylalanine
  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