pyruvic ketyl radical | 15552-92-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: pyruvic ketyl radical
• 英文别名: Radikal aus Brenztraubensaeure；Brenztraubensaeuresemidion-Radikal；1-carboxy-1-hydroxy-ethyl
• CAS: 15552-92-8
• 化学式: C₃H₅O₃
• 分子量: 89.0709
• InChiKey: CEKXOWWKTRHLMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙酮酸 在 维生素 C 作用下， 以 水 为溶剂， 生成 pyruvic ketyl radical
  参考文献：
  名称：

  丙酮酸、杜罗醌和维生素 K1 氧化抗坏血酸的电子自旋共振和时间分辨 CIDEP 研究

  摘要：

  通过结合 esr 和时间分辨 CIDEP 技术系统地研究了丙酮酸及其衍生物、duroquinone 和维生素 K1 对维生素 C 的光氧化。由于三线态丙酮酸与杜罗醌三线态不同的独特性质，这些模型系统的选择允许 CIDEP 观察抗坏血酸根阴离子的初始极化及其反初级自由基在增强的吸收性或发射模式。结果表明，三联体维生素 K1 对维生素 C 进行了有效的光氧化，并且后者具有与三联体醌类相似的特性。在涉及维生素 C 和丙酮酸的光氧化系统中，调节水溶液的 pH 值为观察丙酮酸阴离子和抗坏血酸阴离子这两种阴离子之间的光化学反应提供了机会。有观点支持电子转移机制用于维生素 C 的氧化...

  DOI：

  10.1139/v81-390

文献信息

• Photogenerated Radical in Phenylglyoxylic Acid for in Vivo Hyperpolarized ¹³C MR with Photosensitive Metabolic Substrates
  作者：Irene Marco-Rius、Tian Cheng、Adam P. Gaunt、Saket Patel、Felix Kreis、Andrea Capozzi、Alan J. Wright、Kevin M. Brindle、Olivier Ouari、Arnaud Comment

  DOI：10.1021/jacs.8b09326

  日期：2018.10.31

  Whether for C-13 magnetic resonance studies in chemistry, biochemistry, or biomedicine, hyperpolarization methods based on dynamic nuclear polarization (DNP) have become ubiquitous. DNP requires a source of unpaired electrons, which are commonly added to the sample to be hyperpolarized in the form of stable free radicals. Once polarized, the presence of these radicals is unwanted. These radicals can be replaced by nonpersistent radicals created by the photoirradiation of pyruvic acid (PA), which are annihilated upon dissolution or thermalization in the solid state. However, since PA is readily metabolized by most cells, its presence may be undesirable for some metabolic studies. In addition, some C-13 substrates are photosensitive and therefore may degrade during the photogeneration of a PA radical, which requires ultraviolet (UV) light. We show here that the photoirradiation of phenylglyoxylic acid (PhGA) using visible light produces a nonpersistent radical that, in principle, can be used to hyperpolarize any molecule. We compare radical yields in samples containing PA and PhGA upon photoirradiation with broadband and narrowband UV-visible light sources. To demonstrate the suitability of PhGA as a radical precursor for DNP, we polarized the gluconeogenic probe C-13-dihydroxyacetone, which is UV-sensitive, using a commercial 3.35 T DNP polarizer and then injected this into a mouse and followed its metabolism in vivo.
• An electron spin resonance and time-resolved CIDEP study of the oxidation of ascorbic acid by pyruvic acid, duroquinone, and vitamin K₁
  作者：M. Catherine Depew、Babatunde B. Adeleke、Jeffrey K. S. Wan

  DOI：10.1139/v81-390

  日期：1981.9.15

  The photooxidation of vitamin C by pyruvic acid and its derivatives, duroquinone, and vitamin K1, is systematically studied by the combined esr and time-resolved CIDEP technique. Because of the unique property of the triplet pyruvic acid which is different from that of the duroquinone triplet, the choice of these model systems allowed the CIDEP observations of the initial polarization of the ascorbate

  通过结合 esr 和时间分辨 CIDEP 技术系统地研究了丙酮酸及其衍生物、duroquinone 和维生素 K1 对维生素 C 的光氧化。由于三线态丙酮酸与杜罗醌三线态不同的独特性质，这些模型系统的选择允许 CIDEP 观察抗坏血酸根阴离子的初始极化及其反初级自由基在增强的吸收性或发射模式。结果表明，三联体维生素 K1 对维生素 C 进行了有效的光氧化，并且后者具有与三联体醌类相似的特性。在涉及维生素 C 和丙酮酸的光氧化系统中，调节水溶液的 pH 值为观察丙酮酸阴离子和抗坏血酸阴离子这两种阴离子之间的光化学反应提供了机会。有观点支持电子转移机制用于维生素 C 的氧化...