2,2'-ethyne-1,2-diylbis(5-nitrobenzenesulfonic acid) | 133279-31-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,2'-ethyne-1,2-diylbis(5-nitrobenzenesulfonic acid)
• 英文别名: 5-Nitro-2-[2-(4-nitro-2-sulfophenyl)ethynyl]benzenesulfonic acid
• CAS: 133279-31-9
• 化学式: C₁₄H₈N₂O₁₀S₂
• 分子量: 428.357
• InChiKey: PODDFFHCMFVUHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  217
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,2'-ethyne-1,2-diylbis(5-nitrobenzenesulfonic acid) 在 ammonium hydroxide 、 锌 作用下， 反应 24.0h， 以67%的产率得到2,2'-ethyne-1,2-diylbis(5-aminobenzenesulfonic acid)
  参考文献：
  名称：

  Stabilization of Folded Peptide and Protein Structures via Distance Matching with a Long, Rigid Cross-Linker

  摘要：

  Intramolecular cross-linking is predicted to stabilize the folded state of peptides and proteins most effectively if the cross-linker provides a rigid link that is well-matched in end-to-end distance with attachment sites in the peptide or protein. We describe a thiol-reactive sulfonated alkyne-based cross-linker that is demonstrably more effective than more flexible counterparts. Exceptional stabilization of helical structure in short peptides is obtained.

  DOI：

  10.1021/ja075829t
• 作为产物：
  描述：

  2-[bromo(6-nitro-1,1-dioxido-3H-2,1-benzoxathiol-3-yl)methyl]-5-nitrobenzenesulfonic acid 在 氢氧化钾 作用下， 以65%的产率得到2,2'-ethyne-1,2-diylbis(5-nitrobenzenesulfonic acid)
  参考文献：
  名称：

  Stabilization of Folded Peptide and Protein Structures via Distance Matching with a Long, Rigid Cross-Linker

  摘要：

  Intramolecular cross-linking is predicted to stabilize the folded state of peptides and proteins most effectively if the cross-linker provides a rigid link that is well-matched in end-to-end distance with attachment sites in the peptide or protein. We describe a thiol-reactive sulfonated alkyne-based cross-linker that is demonstrably more effective than more flexible counterparts. Exceptional stabilization of helical structure in short peptides is obtained.

  DOI：

  10.1021/ja075829t