KMG-301 | 1372642-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: KMG-301
• 英文别名: [9-(3-Carboxy-4-oxoquinolizin-1-yl)-6-(dimethylamino)xanthen-3-ylidene]-dimethylazanium；[9-(3-carboxy-4-oxoquinolizin-1-yl)-6-(dimethylamino)xanthen-3-ylidene]-dimethylazanium
• CAS: 1372642-75-5
• 化学式: C₂₇H₂₄N₃O₄
• 分子量: 454.505
• InChiKey: OHGMFDAUTBTHAR-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  73.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  KMG-301 在 potassium chloride 、 magnesium chloride 作用下， 以 aq. buffer 为溶剂， 生成 KMG-301
  参考文献：
  名称：

  Formation of Ternary Complexes with MgATP: Effects on the Detection of Mg²⁺ in Biological Samples by Bidentate Fluorescent Sensors

  摘要：

  Fluorescent indicators based on beta-keto-acid bidentate coordination motifs display superior metal selectivity profiles compared to current o-aminophenol-N,N,O-triacetic acid (APTRA) based chelators for the study of biological magnesium. These low denticity chelators, however, may allow for the formation of ternary complexes with Mg2+ and common ligands present in the cellular milieu. In this work, absorption, fluorescence, and NMR spectroscopy were employed to study the interaction of turn-on and ratiometric fluorescent indicators based on 4-oxo-4H-quinolizine-3-carboxylic acid with Mg2+ and ATP, the most abundant chelator of biological magnesium, thus revealing the formation of ternary complexes under conditions relevant to fluorescence imaging. The formation of ternary species elicits comparable or greater optical changes than those attributed to the formation of binary complexes alone. Dissociation of the fluorescent indicators from both ternary and binary species have apparent equilibrium constants in the low millimolar range at pH 7 and 25 degrees C. These results suggest that these bidentate sensors are incapable of distinguishing between free Mg2+ and MgATP based on ratio or intensity-based steady-state fluorescence measurements, thus posing challenges in the interpretation of results from fluorescence imaging of magnesium in nucleotide-rich biological samples.

  DOI：

  10.1021/ic5000606

文献信息

• Formation of Ternary Complexes with MgATP: Effects on the Detection of Mg²⁺ in Biological Samples by Bidentate Fluorescent Sensors
  作者：Sarina C. Schwartz、Brismar Pinto-Pacheco、Jean-Philippe Pitteloud、Daniela Buccella

  DOI：10.1021/ic5000606

  日期：2014.3.17

  Fluorescent indicators based on beta-keto-acid bidentate coordination motifs display superior metal selectivity profiles compared to current o-aminophenol-N,N,O-triacetic acid (APTRA) based chelators for the study of biological magnesium. These low denticity chelators, however, may allow for the formation of ternary complexes with Mg2+ and common ligands present in the cellular milieu. In this work, absorption, fluorescence, and NMR spectroscopy were employed to study the interaction of turn-on and ratiometric fluorescent indicators based on 4-oxo-4H-quinolizine-3-carboxylic acid with Mg2+ and ATP, the most abundant chelator of biological magnesium, thus revealing the formation of ternary complexes under conditions relevant to fluorescence imaging. The formation of ternary species elicits comparable or greater optical changes than those attributed to the formation of binary complexes alone. Dissociation of the fluorescent indicators from both ternary and binary species have apparent equilibrium constants in the low millimolar range at pH 7 and 25 degrees C. These results suggest that these bidentate sensors are incapable of distinguishing between free Mg2+ and MgATP based on ratio or intensity-based steady-state fluorescence measurements, thus posing challenges in the interpretation of results from fluorescence imaging of magnesium in nucleotide-rich biological samples.