pterin-6-carboxylate | 138616-18-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: pterin-6-carboxylate
• 英文别名: 2-amino-4-oxo-3H-pteridine-6-carboxylate
• CAS: 138616-18-9
• 化学式: C₇H₄N₅O₃
• 分子量: 206.14
• InChiKey: QABAUCFGPWONOG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [Cu(bis((2-pyridyl)methyl)amine)](NO3)2 、 pterin-6-carboxylate 在 NaOH 作用下， 以 水 为溶剂， 以62%的产率得到[Cu(bis((2-pyridyl)methyl)amine)(pterin-6-carboxylate(2-))] * 3.5 H2O
  参考文献：
  名称：

  铜-蝶呤辅因子系统中的复杂形成和氧化还原反应。与苯丙氨酸羟化酶的可能相关性

  摘要：

  为了更好地了解苯丙氨酸羟化酶 (PAH) 中金属中心与蝶呤辅因子之间的氧化还原反应以及可能的硫配位对金属中心的影响，我们分离了 2,2'-bis 的模型铜 (II) 配合物(2-吡啶基甲基)胺(dpa)、S-乙基-N-(2-吡啶基甲基)氨基乙硫醇(pat)和蝶呤-6-羧酸盐(ptc)，[Cu(dpa)(ptc)]·H2O·CH3OH( 1)、[Cu(pat)(Cl)]Cl·H2O(2)和[Cu(pat)(ptc)]·3H2O(3)，其中1和3包含ptc作为辅因子模型。通过 X 射线衍射、光谱和电化学方法研究了这些二元和三元 Cu(II) 配合物。Cu(II) 配合物（[Cu(dpa)]2+ 或 1）和四氢蝶呤（5,6,7,8-四氢-6,7-二甲基蝶呤（h4dmp）或 5,6,7 之间的氧化还原反应，8-tetrahydropterin-6-carboxylate (h4ptc)) 也通过时

  DOI：

  10.1246/bcsj.72.415

文献信息

• Reactions of CO₂˙^–radicals with pterin and pterin-6-carboxylate ions
  作者：Mohsen Farahani、Parminder S. Surdhar、Scott Allen、David A. Armstrong、Christian Schöneich、Yun Mao、Klaus-Dieter Asmus

  DOI：10.1039/p29910001687

  日期：——

  Pulse radiolysis experiments showed that the reaction of pterin-6-carboxylate (Pn6CB) with CO2.- at pH 7 produced a monohydropterin radical similar to that observed for unsubstituted pterin (Pn), with the rate of the second order reaction for Pn6CB (k = 1.7 x 10(8) dm3 mol-1 s-1) being a factor of 2.5 slower than for Pn. At pH 10, where the 3,4-amide groups of the pterins were deprotonated, reactions of CO2.- with both pterins were too slow to be observed by this method. However, the fact that reactions occur on a slower time scale was established by the observation of products in gamma radiolysis experiments. Formation of these was followed by spectrophotometry and by measurement of CO2 yields. Over the entire pH range 6-10, titrations of Pn6CB with CO2.- led to a two-electron-equivalent reduction with no incorporation of CO2. Also the dihydro product was readily oxidised by air, a feature in which it resembled 5,8-dihydropterins reported elsewhere. With Pn at pH 7 there was again a two electron reduction with no incorporation of CO., but the product spectrum was completely different from that observed with Pn6CB. Furthermore, at pH 10 the stoichiometry of the titration indicated a four-electron-equivalent reduction, and a deficit in the CO2 yields demonstrated the incorporation of at least one CO2 per molecule. The spectrum and redox chemistry of this product strongly resembled those of tetrahydropterins. These effects of pH and the differences between Pn and Pn6CB were discussed and shown to be in accord with the known properties of di- and tetra-hydropterins.