4-(pyren-1-yl)butyl 3-mercaptopropionate | 1041403-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-(pyren-1-yl)butyl 3-mercaptopropionate
• 英文别名: 4-Pyren-1-ylbutyl 3-sulfanylpropanoate；4-pyren-1-ylbutyl 3-sulfanylpropanoate
• CAS: 1041403-51-3
• 化学式: C₂₃H₂₂O₂S
• 分子量: 362.492
• InChiKey: WUMFDHFOKFFPIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(1-芘基)-1-丁醇 、 3-巯基丙酸 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以75%的产率得到4-(pyren-1-yl)butyl 3-mercaptopropionate
  参考文献：
  名称：

  Site-Selective Chemistry and the Attachment of Peptides to the Surface of a Microelectrode Array

  摘要：

  Peptides have been site-selectively placed on microelectrode arrays with the use of both thiol-based conjugate additions and Cu(I)-coupling reactions between thiols and aryl halides. The conjugate addition reactions used both acrylate and maleimide Michael acceptors. Of the two methods, the Cu(I)-coupling reactions proved far superior because of their irreversibility. Surfaces constructed with the conjugate addition chemistry were not stable at neutral pHs, especially the surface using the maleimide acceptor. Once a peptide was placed onto the array, it could be monitored in "real-time" for its interactions with a biological receptor.

  DOI：

  10.1021/ja308121d

文献信息

• Site-Selective Chemistry and the Attachment of Peptides to the Surface of a Microelectrode Array
  作者：Melissae Stuart Fellet、Jennifer L. Bartels、Bo Bi、Kevin D. Moeller

  DOI：10.1021/ja308121d

  日期：2012.10.10

  Peptides have been site-selectively placed on microelectrode arrays with the use of both thiol-based conjugate additions and Cu(I)-coupling reactions between thiols and aryl halides. The conjugate addition reactions used both acrylate and maleimide Michael acceptors. Of the two methods, the Cu(I)-coupling reactions proved far superior because of their irreversibility. Surfaces constructed with the conjugate addition chemistry were not stable at neutral pHs, especially the surface using the maleimide acceptor. Once a peptide was placed onto the array, it could be monitored in "real-time" for its interactions with a biological receptor.