4-(2-aminoethylsulfanyl)-4'-chloro-4''-methoxy-2,2':6',2"-terpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-aminoethylsulfanyl)-4'-chloro-4''-methoxy-2,2':6',2"-terpyridine
• 英文别名: 2-[2-[4-Chloro-6-(4-methoxypyridin-2-yl)pyridin-2-yl]pyridin-4-yl]sulfanylethanamine；2-[2-[4-chloro-6-(4-methoxypyridin-2-yl)pyridin-2-yl]pyridin-4-yl]sulfanylethanamine
• 化学式: C₁₈H₁₇ClN₄OS
• 分子量: 372.878
• InChiKey: VMYBOINEXGMQQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-甲氧基吡啶-2-甲酸甲酯 在 五氯化磷 、 ammonium acetate 、 sodium hydride 、 三氯氧磷 作用下， 以 六甲基磷酰三胺 、 乙二醇二甲醚 、 乙醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 64.0h， 生成 4'-(2-aminoethylsulfanyl)-4-chloro-4''-methoxy-2,2':6',2"-terpyridine 、 4-(2-aminoethylsulfanyl)-4'-chloro-4''-methoxy-2,2':6',2"-terpyridine
  参考文献：
  名称：

  Synthesis of substituted terpyridine ligands for use in protein purification

  摘要：

  A number of 4,4 ''-disubstituted terpyridines bearing a 4'-thioethanamine linker, and regioisomers thereof, have been synthesised from 4-substituted picolinates. The substituted terpyridines were immobilised onto epoxy-activated Sepharose (TM) FF gel, creating functionalised solid supports for the fractionation of proteins-including antibodies-by mixed mode affinity chromatography. The metal chelating properties of the immobilised ligand render the stationary phase also amenable for use in immobilised metal-ion affinity chromatography (IMAC), and have been demonstrated with the purification of suitably tagged green fluorescent protein (GFP). (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.09.074

文献信息

• Synthesis of substituted terpyridine ligands for use in protein purification
  作者：Chih-Pei Lin、Pas Florio、Eva M. Campi、Chunfang Zhang、Dale P. Fredericks、Kei Saito、W. Roy Jackson、Milton T.W. Hearn

  DOI：10.1016/j.tet.2014.09.074

  日期：2014.11

  A number of 4,4 ''-disubstituted terpyridines bearing a 4'-thioethanamine linker, and regioisomers thereof, have been synthesised from 4-substituted picolinates. The substituted terpyridines were immobilised onto epoxy-activated Sepharose (TM) FF gel, creating functionalised solid supports for the fractionation of proteins-including antibodies-by mixed mode affinity chromatography. The metal chelating properties of the immobilised ligand render the stationary phase also amenable for use in immobilised metal-ion affinity chromatography (IMAC), and have been demonstrated with the purification of suitably tagged green fluorescent protein (GFP). (C) 2014 Published by Elsevier Ltd.