7-acetylpterine | 1224244-68-1

• 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: 7-acetylpterine
• 英文别名: 7-Acetyl Pterin；7-acetyl-2-amino-3H-pteridin-4-one
• CAS: 1224244-68-1
• 化学式: C₈H₇N₅O₂
• 分子量: 205.176
• InChiKey: CSDVMGUHBZVFEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-4-羟基蝶啶 、 alkaline earth salt of/the/ methylsulfuric acid 在 叔丁基过氧化氢 、 硫酸 、 iron(II) sulfate 作用下， 以 水 为溶剂， 生成 7-acetylpterine
  参考文献：
  名称：

  7-Substituted pterins provide a new direction for ricin A chain inhibitors

  摘要：

  Ricin is a potent toxin found in castor seeds. The A chain, RTA, enzymaticlly depurinates a specific adenosine in ribosomal RNA, inhibiting protein synthesis. Ricin is a known chemical weapons threat having no effective antidote. This makes the discovery of new inhibitors of great importance. We have previously used 6-substituted pterins, such as pteroic acid, as an inhibitor platform with moderate success. We now report the success of 7-carboxy pterin (7CP) as an RTA inhibitor; its binding has been monitored using both kinetic and temperature shift assays and by X-ray crystallography. We also discuss the synthesis of various derivatives of 7CP, and their binding affinity and inhibitory effects, as part of a program to make effective RTA inhibitors. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2011.05.025

文献信息

• Acyl radical insertion for the direct formation of new seven-substituted pterin analogs
  作者：Jeff M. Pruet、Jon D. Robertus、Eric V. Anslyn

  DOI：10.1016/j.tetlet.2010.03.008

  日期：2010.5

  A variety of pterin molecules were synthesized via an under-utilized acyl radical insertion, using aldehydes and alpha-keto esters as the acyl source. These reactions gave complete regiospecificity for the 7-isomer, with reaction times ranging in minutes, often with instantaneous product precipitation. This approach led to the construction of new pterin analogs unaccessible via traditional Friedel-Crafts acylation. The compounds were characterized by NMR spectroscopy and high-resolution mass spectroscopy. Published by Elsevier Ltd.
• 7-Substituted pterins provide a new direction for ricin A chain inhibitors
  作者：Jeff M. Pruet、Karl R. Jasheway、Lawrence A. Manzano、Yan Bai、Eric V. Anslyn、Jon D. Robertus

  DOI：10.1016/j.ejmech.2011.05.025

  日期：2011.9

  Ricin is a potent toxin found in castor seeds. The A chain, RTA, enzymaticlly depurinates a specific adenosine in ribosomal RNA, inhibiting protein synthesis. Ricin is a known chemical weapons threat having no effective antidote. This makes the discovery of new inhibitors of great importance. We have previously used 6-substituted pterins, such as pteroic acid, as an inhibitor platform with moderate success. We now report the success of 7-carboxy pterin (7CP) as an RTA inhibitor; its binding has been monitored using both kinetic and temperature shift assays and by X-ray crystallography. We also discuss the synthesis of various derivatives of 7CP, and their binding affinity and inhibitory effects, as part of a program to make effective RTA inhibitors. Published by Elsevier Masson SAS.