[Cu(L-histidine)](2+)

• 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: [Cu(L-histidine)](2+)
• 英文别名: copper;(2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
• 化学式: C₆H₉N₃O₂*Cu
• 分子量: 218.702
• InChiKey: RNHVHXAWESRSDJ-JEDNCBNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.64
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.0
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  8-羟基久洛尼定-9-甲醛 在 磷酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 [Cu(L-histidine)](2+)
  参考文献：
  名称：

  比色化学传感器，用于顺序检测水溶液中的铜离子和氨基酸（半胱氨酸和组氨酸）†

  摘要：

  据报道，一种简单而选择性的比色化学传感器1可用于水溶液中Cu 2+，半胱氨酸（Cys）和组氨酸（His）的顺序检测。Cu 2+的存在导致明显的肉眼颜色从浅黄色变为橙色。同样，该受体能够分析Cu 2+离子，灵敏度极限为0.37μM，远低于WHO饮用水中的WHO可接受极限（31.5μM）。1也可以用作水介质中Cu 2+（低至10μM）的实用可见比色测试条。此外，生成的1 -Cu 2+复合物通过吸收变化检测到半胱氨酸和组氨酸 尽管通过本文提出的方法无法区分His和Cys，但UV可见或肉眼可以看到颜色变化。

  DOI：

  10.1039/c5ra00544b

文献信息

• Synthesis, characterization and Cu 2+ binding studies of l -histidine ester of 8-hydroxyquinoline
  作者：Lihua Jin、Iffet Sakiyan、Nazmiye S. Gonzales、David Lane、Sanjay Cherala

  DOI：10.1016/j.ica.2014.07.042

  日期：2014.11

  8-Hydroxyquinoline (HQ) and its derivatives are metal chelators used in the treatment of diseases involving metal ion overload. New derivatives of HQ are being sought as potential therapeutic agents with improved properties in restoring metal ion balance. In this work, a new L-histidine (His) ester of HQ was synthesized and its chemical structure confirmed using elemental analysis and spectroscopic methods including IR, UV-Vis, H-1 NMR and mass spectrometry. The stoichiometry and thermodynamic parameters of Cu2+ binding to the ester and its synthetic precursors, HQ and His, were determined using isothermal titration calorimetry (ITC) in a methanol:buffer mixture (10 mM Tris-HCl, 15 mM NaCl, 60% (v) CH3OH, pH 7.5). The inclusion of methanol in the buffer not only increased HQ solubility, necessary for the calorimetric studies, but also stabilized the ester-Cu2+ complex in solution, preventing it from undergoing hydrolysis. The ester was found to bind Cu2+ in a 1:2 (Cu2+:ligand) stoichiometry and the same was true for HQ and His. However, the ester bound Cu2+ with 60-and 70-fold weaker affinity than for HQ and His, respectively. Within error, HQ and His exhibited similar affinity for Cu2+ in the methanol: buffer mixture. The presence of methanol increased Cu2+ affinity of His by 150-fold and changed its complex composition from 1:1 (Cu2+:ligand) in buffer to 1:2 in the methanol:buffer mixture. (C) 2014 Elsevier B.V. All rights reserved.