carboxy-hydroxy-phenyl-methyl | 36877-89-1

• 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: carboxy-hydroxy-phenyl-methyl
• CAS: 36877-89-1
• 化学式: C₈H₇O₃
• 分子量: 151.142
• InChiKey: QZJNBTDJBBHYMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  扁桃酸 在 高氯酸 、 双氧水 作用下， 生成 carboxy-hydroxy-phenyl-methyl
  参考文献：
  名称：

  Comparison of reactions of radical cations of 1-phenylalkanols produced by photoionization and by one-electron oxidation in aqueous solution

  摘要：

  水溶液中的苯甲醇与光化学和辐射化学产生的˙OH和SO4˙−自由基以扩散控制速率反应，分别生成OH加合物和苯甲醇阳离子自由基。前者可以通过H+诱导（异裂）脱羟基化转化为阳离子自由基，而后者则通过a) 与水的亲电子反应（= 脱羟基化反应的逆过程）产生C核−OH加合物，以及b) 侧链C−H质子消除生成α-羟基苄基型自由基而衰变。然而，如果苯甲醇的阳离子自由基是通过双光子电离产生的，则C核−OH键的形成和侧链C−H键的断裂模式与SO4˙−反应时不同。由此可见，至少在这个反应中，与水反应的不是自由的溶剂化阳离子自由基，而是离子对[阳离子自由基−SO42−]。

  DOI：

  10.1039/b102515p

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.