1-pentafluorophenyl-1,2-1H-diazole | 19005-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-pentafluorophenyl-1,2-1H-diazole
• 英文别名: 1-pentafluorophenyl-1H-pyrazole；1-Pentafluorphenyl-pyrazol；1-Pentafluorophenyl-1,2-diazole；1-(2,3,4,5,6-pentafluorophenyl)pyrazole
• CAS: 19005-57-3
• 化学式: C₉H₃F₅N₂
• 分子量: 234.128
• InChiKey: YJOPJGZZGKKNGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙二醛 、 五氨基氟丙基氢氧吡啶 在 2,6-二叔丁基-4-甲基苯酚 作用下， 以 aq. phosphate buffer 为溶剂， 反应 0.5h， 生成 1-pentafluorophenyl-1,2-1H-diazole
  参考文献：
  名称：

  搅拌棒吸附萃取-热脱附-气相色谱/质谱联用原位衍生化法快速，灵敏，无溶剂测定肉类中的丙二醛

  摘要：

  理据传统的丙二醛（MDA）分析方法，例如硫代巴比妥酸（TBA）分析，要求在高温下具有强酸性才能进行衍生化，并且缺乏分析的特异性。搅拌棒吸附萃取（SBSE）结合热脱附气相色谱/质谱（TD-GC / MS），在温和条件下使用五氟苯肼（PFPH）进行原位衍生化是一种用于MDA分析的新兴技术。方法肉中的MDA在室温下用pH〜4的PFPH衍生1 h，形成相对稳定的MDA-PFPH衍生物。使用SBSE同时提取MDA-PFPH的衍生物。然后，MDA-PFPH被热释放并通过GC / MS在选定的离子监测（SIM）模式下进行定量分析。结果优化并验证了SBSE-TD-GC / MS用于原位衍生化MDA分析的方法，该方法具有良好的线性，特异性和检测/定量极限（LOD / LOQ）。该方法已成功用于生肉和熟肉（猪肉）中的MDA分析。结论SBSE-TD-GC / MS方法适用于监测和分析痕量肉类样品中的MDA。具有

  DOI：

  10.1002/rcm.7058

文献信息

• Reaction of Malondialdehyde−DNA Adducts with HydrazinesDevelopment of a Facile Assay for Quantification of Malondialdehyde Equivalents in DNA
  作者：Michael Otteneder、John P. Plastaras、Lawrence J. Marnett

  DOI：10.1021/tx010105v

  日期：2002.3.1

  Malondialdehyde is a ubiquitous product of lipid peroxidation that reacts with DNA to form premutagenic lesions. Principal among them is pyrimido-[1,2-alpha]purin-10(3H)-one (M(1)G). M(1)G has recently been found to be a reactive electrophile in DNA that couples with amines at basic pH or hydroxylamines at neutral pH. We explored the reaction of M(1)G with hydrazines because of the possibility that the latter could act as bifunctional nucleophiles to strip the malondialdehyde equivalent from DNA. Pentafluorophenylhydrazine reacted rapidly with M(1)G to form a hydrazone conjugate. This hydrazone was stable at room temperature and did not cyclize to form the corresponding pyrazole. In contrast, phenylhydrazine and benzylhydrazine reacted with M(1)G to form phenylpyrazole and benzylpyrazole, respectively. Pentafluorobenzylhydrazine reacted rapidly with M(1)G to form pentafluorobenzylpyrazole and dG in near quantitative yield. This reaction formed the basis for a quantitative assay for the presence of M(1)G or M(1)G equivalents in DNA or protein that utilized gas chromatography/negative chemical ionization mass spectrometry. The assay was extended to the oxopropenyl donors, M(1)A, base propenal, and N-epsilon-3-oxopropenyl-lysine. Analysis of DNA treated with bleomycin demonstrated a linear increase in the level of oxopropenyl groups that plateaued at approximately 1 oxopropenyl group/100 bases at a bleomycin concentration of 200 muM. Parallel analysis of M(1)G in the samples revealed that this adduct represents a small fraction of the total oxopropenyl units generated in DNA by treatment with bleomycin.
• TOMITA, MASAFUMI;OKUYAMA, TOSHIKO;HATTA, YUKO;KAWAI, SATOSHI, J. CHROMATOGR. BIOMED. APPL., 526,(1990) N, C. 174-179
  作者：TOMITA, MASAFUMI、OKUYAMA, TOSHIKO、HATTA, YUKO、KAWAI, SATOSHI

  DOI：——

  日期：——