N,N'-Dibenzyloxymaleamid | 64984-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-Dibenzyloxymaleamid
• 英文别名: (Z)-N,N'-bis(phenylmethoxy)but-2-enediamide
• CAS: 64984-53-8
• 化学式: C₁₈H₁₈N₂O₄
• 分子量: 326.352
• InChiKey: GNIPADIOSPCSGD-QXMHVHEDSA-N

物化性质

• 熔点：
  131.0-131.5 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (5E)-5-phenylmethoxyiminofuran-2-one 、 O-苄基羟胺 生成 N,N'-Dibenzyloxymaleamid
  参考文献：
  名称：

  HEARN M. T. W.; WARD A. D., AUSTRAL. J. CHEM. , 1977, 30, NO 9, 2031-2043

  摘要：

  DOI：

文献信息

• Derivatization of the tricarboxylic acid intermediates with O-benzylhydroxylamine for liquid chromatography–tandem mass spectrometry detection
  作者：Bo Tan、Zhaohai Lu、Sucai Dong、Genshi Zhao、Ming-Shang Kuo

  DOI：10.1016/j.ab.2014.07.027

  日期：2014.11

  The tricarboxylic acid (TCA) cycle is an interface among glycolysis, lipid metabolism, and amino acid metabolism. Increasing interest in cancer metabolism has created a demand for rapid and sensitive methods for quantifying the TCA cycle intermediates and related organic acids. We have developed a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method to quantify the TCA cycle intermediates in a 96-well format after O-benzylhydroxylamine (O-BHA) derivatization under aqueous conditions. This method was validated for quantitation of all common TCA cycle intermediates with good sensitivity, including alpha-ketoglutarate, malate, fumarate, succinate, 2-hydroxyglutarate, citrate, oxaloacetate, pyruvate, isocitrate, and lactate using a 8-min run time in cancer cells and tissues. The method was used to detect and quantify changes in metabolite levels in cancer cells and tumor tissues treated with a pharmacological inhibitor of nicotinamide phosphoribosyl transferase (NAMPT). This method is rapid, sensitive, and reproducible, and it can be used to assess metabolic changes in cancer cells and tumor samples. (c) 2014 Elsevier Inc. All rights reserved.