1,2,3-tri-O-[(N-hydroxy-carbamoyl)-methyl]-glycerol | 1383567-38-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2,3-tri-O-[(N-hydroxy-carbamoyl)-methyl]-glycerol
• 英文别名: HGLYH3
• CAS: 1383567-38-1
• 化学式: C₉H₁₇N₃O₉
• 分子量: 311.249
• InChiKey: DHUJOWGWYRUNAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.08
• 重原子数：
  21.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  175.68
• 氢给体数：
  6.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  1,2,3-tri-O-(2-oxo-2-methoxyethyl)-glycerol 在 羟胺 作用下， 以 四氢呋喃 、 水 为溶剂， 以84%的产率得到1,2,3-tri-O-[(N-hydroxy-carbamoyl)-methyl]-glycerol
  参考文献：
  名称：

  Glycosiderophores: Synthesis of tris-hydroxamate siderophores based on a galactose or glycero central scaffold, Fe(III) complexation studies

  摘要：

  A series of five new hexadentate tris-hydroxamate ligands based on a D-galactose or a glycerol scaffold have been synthesized. Protonation and ferric complex formation constants have been determined from solution studies by potentiometric and spectrophotometric titrations. All ligands form 1:1 Fe:L complexes. The calculated pFe values at pH 7.4 span over the range 19.2-23.0 depending on the scaffold and on the length of the spacers between hydroxamate and central scaffold and on the N-methyl substitution. This new kind of artificial siderophores based on a glycoscaffold is of interest as it opens up an easy way to modulate the pFe. (C) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2012.02.030