2-(bis(2-pyridylmethyl)amino)ethyl-α-D-mannopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(bis(2-pyridylmethyl)amino)ethyl-α-D-mannopyranoside
• 英文别名: (2S,3S,4S,5S,6R)-2-[2-[bis(pyridin-2-ylmethyl)amino]ethoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₂₀H₂₇N₃O₆
• 分子量: 405.451
• InChiKey: JVTXBMZEXOZDTA-SLHNCBLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  fac-triaquatricarbonyltechnetium-99m(1+) 、 2-(bis(2-pyridylmethyl)amino)ethyl-α-D-mannopyranoside 以 further solvent(s) 为溶剂， 生成 (2-(bis(2-pyridylmethyl)amino)ethyl-α-D-mannopyranosyl)tricarbonyl(99m)technetium(I)
  参考文献：
  名称：

  Carbohydrate-Appended 2,2‘-Dipicolylamine Metal Complexes as Potential Imaging Agents

  摘要：

  Three discrete carbohydrate-appended 2,2'-dipicolylamine ligands were complexed to the {M(CO)3}(+) (M = Tc-99m/ Re) core: 2-(bis(2-pyridinylmethyl)amino)ethyl-beta-D-glucopyranoside (L-1), 2-(bis(2-pyridinylmethyl)amino)ethyl-beta-Dxylopyranoside (L-2), and 2-(bis(2-pyridinylmethyl)amino)ethyl-alpha-D-mannopyranoside (L-3). An ethylene spacer is used to separate the carbohydrate moiety and the dipicolylamine (DPA) function in all three ligands. The Re complexes [Re(L1-3)(CO)(3)]Br were characterized by H-1 and C-13 1D/2D NMR spectroscopies, which confirmed the pendant nature of the carbohydrate moieties in solution. NMR measurements also established the long-range asymmetric effect of the carbohydrate functions on the chelating portion of the ligand. One analogue, [Re(L-1)(CO)(3)]Cl, was characterized in the solid state by X-ray crystallography. Further characterization was provided by IR spectroscopy, elemental analysis, conductivity, and mass spectrometry. Radiolabeling of L-1-L-3 with [Tc-99m(H2O)(3)(CO)(3)](+) afforded high yield compounds of identical character to the Re analogues. The radiolabeled compounds were found to be stable toward ligand exchange in the presence of a large excess of either cysteine or histidine over a 24-h period.

  DOI：

  10.1021/ic048528i