4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4'-methyl-2,2'-bipyridine | 887335-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4'-methyl-2,2'-bipyridine
• 英文别名: N-[6-[2-(1H-indol-3-yl)ethylamino]-6-oxohexyl]-2-(4-methylpyridin-2-yl)pyridine-4-carboxamide
• CAS: 887335-41-3
• 化学式: C₂₈H₃₁N₅O₂
• 分子量: 469.586
• InChiKey: SMSRHJVYEPELMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  99.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  六氟磷酸钾 、 水合三氯化钌 、 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4'-methyl-2,2'-bipyridine 以 乙醇 、 水 为溶剂， 以49%的产率得到Ru(4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4'-methyl-2,2'-bipyridine)3(PF6)2*H2O
  参考文献：
  名称：

  Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes

  摘要：

  We report here the synthesis, characterisation, electrochemical, photophysical and protein-binding properties of four luminescent ruthenium(II) polypyridine indole complexes [Ru(bpy)(2)(L1)](PF6)(2) (1), [Ru(bpy)(2)(L2)](PF6)(2) (2), [Ru(L1)(3)](PF6)(2) (1a), and [Ru(L2)(3)](PF6)(2) (2a) (bpy = 2,2'-bipyridine; L1 = 4-(N-(2-indol-3-ylethyl)amido)-4'-methyl-2,2'-bipyridine; L2 = 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4'-methyl-2,2'-bipyridine). Their indole-free counterparts, [Ru(bpy)(2)(L3)](PF6)(2) (3) and [Ru(L3)(3)](PF6)(2) (3a) (L3 = 4-(N-(ethyl)amido)-4'-methyl-2,2'-bipyridine), have also been synthesised for comparison purposes. Cyclic voltammetric studies revealed ruthenium-based oxidation at ca. +1.3 V versus SCE and diimine-based reductions at ca. -1.20 to -2.28 V. The indole moieties of complexes 1, 2, la and 2a displayed an irreversible wave at ca. +1.1 V versus SCE. All the ruthenium(II) complexes exhibited intense and long-lived orange-red triplet metal-to-ligand charge-transfer (MLCT)-M-3 (d pi(Ru) -> pi*-(L1-L3)) luminescence upon visible-light irradiation in fluid solutions at 298 K and in alcohol glass at 77 K. The binding of the indole-containing complexes to bovine serum album (BSA) has been studied by quenching experiments and emission titrations. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.07.027