| 1373520-61-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1373520-61-6
• 化学式: C₂H₄O₂*C₃₈H₇₀N₂O₃₀
• 分子量: 1095.02
• InChiKey: XJVCIHHSKWSCJS-KPOOHRSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.82
• 重原子数：
  74.0
• 可旋转键数：
  23.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  572.25
• 氢给体数：
  23.0
• 氢受体数：
  33.0

反应信息

• 作为反应物：
  描述：

  、 在 三乙胺 作用下， 以 甲醇 、 二甲基亚砜 、 乙腈 为溶剂， 反应 3.0h， 以61%的产率得到
  参考文献：
  名称：

  Glycan analysis via derivatization with a fluorogenic pyrylium dye

  摘要：

  The expansion of glycomics analysis is reliant upon the development of robust, routine methods for carbohydrate characterization. Simple protocols to derivatize sugars with functionality that facilitate analysis-chromophores, fluorophores, charges, ionizable groups-are therefore necessary. Here we describe a method for the labeling of oligosaccharide mixtures with a fluorogenic pyrylium dye to enable analysis by capillary electrophoresis (CE) and matrix assisted laser desorption/ ionization time-of-flight mass spectrometry (MALDI-ToF-MS). The unreacted free dye, Py-1, is effectively non-fluorescent but when conjugated to the analyte it displays strong fluorescence at 600-640 nm. Removal of excess dye following labeling is not required prior to analysis unlike for many traditional oligosaccharide labels. Labeling is achieved in two steps; the oligosaccharide mixtures are first functionalized with an ethylenediamine moiety via reductive amination at the reducing-end sugar, then the remaining free primary amine is reacted with the pyrylium dye (Py-1) under basic conditions to form a pyridinium ion. We have labeled mixtures of maltooligosaccharides and observed good peak separation in CE analysis using a SDS/borate pH 9.3 running buffer. Excellent sensitivity in MALDI-ToF-MS analysis enabled detection of oligosaccharides with up to 58 glucose units. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.02.016
• 作为产物：
  描述：

  溶剂黄146 、 乙二胺 、 麦芽六糖 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  Glycan analysis via derivatization with a fluorogenic pyrylium dye

  摘要：

  The expansion of glycomics analysis is reliant upon the development of robust, routine methods for carbohydrate characterization. Simple protocols to derivatize sugars with functionality that facilitate analysis-chromophores, fluorophores, charges, ionizable groups-are therefore necessary. Here we describe a method for the labeling of oligosaccharide mixtures with a fluorogenic pyrylium dye to enable analysis by capillary electrophoresis (CE) and matrix assisted laser desorption/ ionization time-of-flight mass spectrometry (MALDI-ToF-MS). The unreacted free dye, Py-1, is effectively non-fluorescent but when conjugated to the analyte it displays strong fluorescence at 600-640 nm. Removal of excess dye following labeling is not required prior to analysis unlike for many traditional oligosaccharide labels. Labeling is achieved in two steps; the oligosaccharide mixtures are first functionalized with an ethylenediamine moiety via reductive amination at the reducing-end sugar, then the remaining free primary amine is reacted with the pyrylium dye (Py-1) under basic conditions to form a pyridinium ion. We have labeled mixtures of maltooligosaccharides and observed good peak separation in CE analysis using a SDS/borate pH 9.3 running buffer. Excellent sensitivity in MALDI-ToF-MS analysis enabled detection of oligosaccharides with up to 58 glucose units. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.02.016