Bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester | 17607-25-9

• 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: Bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester
• CAS: 17607-25-9
• 化学式: C₃₆H₄₂N₈O₁₀S₂
• 分子量: 810.909
• InChiKey: MPRSHZFEWGAXPP-KRCBVYEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  56.0
• 可旋转键数：
  21.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  244.82
• 氢给体数：
  6.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  Bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester 在 1,3-丙二硫醇 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 S(β-Cyanoethyl)-Z-cysteinyl histidine methyl ester
  参考文献：
  名称：

  Synthesis of “ zinc finger ” template

  摘要：

  The zinc finger template brings about protein-DNA recognition. The first synthesis of a metal template which incorporates the essential features of the zinc finger motif and represented by structure (1) has been achieved from the key tripeptide, bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester (2), using a novel thiol-disulfide exchange and subsequent complexation. The cobalt motif (5) has been similarly prepared. FAB mass spectrum, 1D nmr, COSY and NOESY spectra, difference NOe of (1) and the UV of (5) are in very good agreement with a ligand distribution profile around the central tetrahedral metal ion similar to that deduced for natural and synthetic zinc finger proteins.The potential of (1) or its appropriate variants in the understanding of diverse facets of DNA recognition is discussed.

  DOI：

  10.1016/s0040-4020(01)88195-3
• 作为产物：
  描述：

  L-组氨酸盐酸盐 在 硫酸 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 50.5h， 生成 Bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester
  参考文献：
  名称：

  Synthesis of “ zinc finger ” template

  摘要：

  The zinc finger template brings about protein-DNA recognition. The first synthesis of a metal template which incorporates the essential features of the zinc finger motif and represented by structure (1) has been achieved from the key tripeptide, bis-N-benzyloxycarbonyl cystinyl di-histidine methyl ester (2), using a novel thiol-disulfide exchange and subsequent complexation. The cobalt motif (5) has been similarly prepared. FAB mass spectrum, 1D nmr, COSY and NOESY spectra, difference NOe of (1) and the UV of (5) are in very good agreement with a ligand distribution profile around the central tetrahedral metal ion similar to that deduced for natural and synthetic zinc finger proteins.The potential of (1) or its appropriate variants in the understanding of diverse facets of DNA recognition is discussed.

  DOI：

  10.1016/s0040-4020(01)88195-3