BADGE-d14 | 110713-15-0

• 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: BADGE-d14
• 英文别名: 2-[[2,3,5,6-Tetradeuterio-4-[1,1,1,3,3,3-hexadeuterio-2-[2,3,5,6-tetradeuterio-4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane；2-[[2,3,5,6-tetradeuterio-4-[1,1,1,3,3,3-hexadeuterio-2-[2,3,5,6-tetradeuterio-4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl]phenoxy]methyl]oxirane
• CAS: 110713-15-0
• 化学式: C₂₁H₂₄O₄
• 分子量: 354.308
• InChiKey: LCFVJGUPQDGYKZ-DDAUHAMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  43.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  环氧溴丙烷 、 双酚 A-d16 在 乙醇 、 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 1.67h， 以85%的产率得到BADGE-d14
  参考文献：
  名称：

  Analysis of Reaction Products of Food Contaminants and Ingredients: Bisphenol A Diglycidyl Ether (BADGE) in Canned Foods

  摘要：

  Bisphenol A diglycidyl ether (BADGE) is an epoxide that is used as a starting substance in the manufacture of can coatings for food-contact applications. Following migration from the can coating into food, BADGE levels decay and new reaction products are formed by reaction with food ingredients. The significant decay of BADGE was demonstrated by liquid chromatographic (LC) analysis of foodstuffs, that is, tuna, apple puree, and beer, spiked with BADGE before processing and storage. Life-science inspired analytical approaches were successfully applied to study the reactions of BADGE with food ingredients, for example, amino acids and sugars. An improved mass balance of BADGE was achieved by selective detection of reaction products of BADGE with low molecular weight food components, using a successful combination of stable isotopes of BADGE and analysis by LC coupled to fluorescence detection (FLD) and high-resolution mass spectrometric (MS) detection. Furthermore, proteomics approaches showed that BADGE also reacts with peptides (from protein digests in model systems) and with proteins in foods. The predominant reaction center for amino acids, peptides, and proteins was cysteine.

  DOI：

  10.1021/jf904160a

文献信息

• Analysis of Reaction Products of Food Contaminants and Ingredients: Bisphenol A Diglycidyl Ether (BADGE) in Canned Foods
  作者：Leon Coulier、Emma L. Bradley、Richard C. Bas、Kitty C. M. Verhoeckx、Malcolm Driffield、Nick Harmer、Laurence Castle

  DOI：10.1021/jf904160a

  日期：2010.4.28

  Bisphenol A diglycidyl ether (BADGE) is an epoxide that is used as a starting substance in the manufacture of can coatings for food-contact applications. Following migration from the can coating into food, BADGE levels decay and new reaction products are formed by reaction with food ingredients. The significant decay of BADGE was demonstrated by liquid chromatographic (LC) analysis of foodstuffs, that is, tuna, apple puree, and beer, spiked with BADGE before processing and storage. Life-science inspired analytical approaches were successfully applied to study the reactions of BADGE with food ingredients, for example, amino acids and sugars. An improved mass balance of BADGE was achieved by selective detection of reaction products of BADGE with low molecular weight food components, using a successful combination of stable isotopes of BADGE and analysis by LC coupled to fluorescence detection (FLD) and high-resolution mass spectrometric (MS) detection. Furthermore, proteomics approaches showed that BADGE also reacts with peptides (from protein digests in model systems) and with proteins in foods. The predominant reaction center for amino acids, peptides, and proteins was cysteine.