3-(1H-imidazole-1-yl)pentanedioic acid | 146234-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1H-imidazole-1-yl)pentanedioic acid
• 英文别名: 3-(1H-imidazol-1-yl)pentanedioic acid；3-Imidazol-1-ylpentanedioic acid
• CAS: 146234-45-9
• 化学式: C₈H₁₀N₂O₄
• 分子量: 198.178
• InChiKey: RFBCYFKPAOBYGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  92.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(1H-imidazole-1-yl)pentanedioic acid 、 2A-hydroxy-3A-amino-3A-deoxy-per-O-methyl-β-cyclodextrin 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.5h， 以1.59 g的产率得到
  参考文献：
  名称：

  Supramolecular Ferric Porphyrins as Cyanide Receptors in Aqueous Solution

  摘要：

  All fundamental data about binding of the cyanide to a supramolecular complex composed of a per-O-methylated beta-cyclodextrin dimer having an imidazole linker (Im3CD) and an anionic ferric porphyrin ((FeTPPS)-T-(III)) indicate that the (FeTPPS)-T-(III)/Im3CD complex is much better as an cyanide receptor in vivo than hydroxocobalamin, whose cyanide binding ability is lowered by its strong binding to serum proteins in the blood.

  DOI：

  10.1021/ml200231x
• 作为产物：
  描述：

  1,5-diethyl 3-(1H-imidazol-1-yl)pentanedioate 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 生成 3-(1H-imidazole-1-yl)pentanedioic acid
  参考文献：
  名称：

  Supramolecular Ferric Porphyrins as Cyanide Receptors in Aqueous Solution

  摘要：

  All fundamental data about binding of the cyanide to a supramolecular complex composed of a per-O-methylated beta-cyclodextrin dimer having an imidazole linker (Im3CD) and an anionic ferric porphyrin ((FeTPPS)-T-(III)) indicate that the (FeTPPS)-T-(III)/Im3CD complex is much better as an cyanide receptor in vivo than hydroxocobalamin, whose cyanide binding ability is lowered by its strong binding to serum proteins in the blood.

  DOI：

  10.1021/ml200231x

文献信息

• Supramolecular dioxygen receptors composed of an anionic water-soluble porphinatoiron(<scp>ii</scp>) and cyclodextrin dimers
  作者：Koji Kano、Syoichi Chimoto、Mariko Tamaki、Yoshiki Itoh、Hiroaki Kitagishi

  DOI：10.1039/c1dt11596k

  日期：——

  it is concluded that the imidazole axial ligand at the linker attached at the 3- and 3′-positions of the cyclodextrin units causes higher O2 affinity as compared with the imidazole ligand at the 2- and 2′-positions and the pyridine ligand at the 2,2′- or 3,3′-positions. The electron donating ability and orientation of the axial ligand may control the O2 affinity of a supramolecular receptor.

  三种类型的per- Ø甲基化的β环糊精二聚体，Im2CD，Im3NHCD和Py3NHCD，制备成珠模型。Im2CD是通过单（2 A-氨基）-过-O-甲基化的β-环糊精与3-（1 H-咪唑-1-基）戊二酸的缩合反应合成的。Im3NHCD和Py3NHCD是通过单（2 A，3 A-环氧）-过-O-甲基化的β-环糊精与3-（1 H-咪唑-1-基）戊烷-1,5-的S N 2反应获得的二胺和3,5-双（氨基甲基）吡啶。这些环糊精二聚体形成四（4-磺酰基苯基）卟啉铁的II超分子包合物（II）（Fe II TPPS）在水溶液中。超分子复合物结合了双氧（O 2），Fe II TPPS / Im3NHCD复合物（P 1/2 O2 = 1.5±0.1 Torr）的O 2亲和力远高于Fe II TPPS / Im2CD（36± 2 Torr）和Fe II TPPS / Py3NHCD配合物（70±5 Torr）。
• Supramolecular Ferric Porphyrins as Cyanide Receptors in Aqueous Solution
  作者：Kenji Watanabe、Hiroaki Kitagishi、Koji Kano

  DOI：10.1021/ml200231x

  日期：2011.12.8

  All fundamental data about binding of the cyanide to a supramolecular complex composed of a per-O-methylated beta-cyclodextrin dimer having an imidazole linker (Im3CD) and an anionic ferric porphyrin ((FeTPPS)-T-(III)) indicate that the (FeTPPS)-T-(III)/Im3CD complex is much better as an cyanide receptor in vivo than hydroxocobalamin, whose cyanide binding ability is lowered by its strong binding to serum proteins in the blood.