7-(N-(3,4,5-trimethoxybenzyl)carbamoyl)pterin | 1337912-74-9

• 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: 7-(N-(3,4,5-trimethoxybenzyl)carbamoyl)pterin
• 英文别名: 2-amino-4-oxo-N-[(3,4,5-trimethoxyphenyl)methyl]-3H-pteridine-7-carboxamide
• CAS: 1337912-74-9
• 化学式: C₁₇H₁₈N₆O₅
• 分子量: 386.367
• InChiKey: CNJXSVQJADKTPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  150
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氨基-4-羟基蝶啶 在 叔丁基过氧化氢 、 硫酸 、 水 、 iron(II) sulfate 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 7-(N-(3,4,5-trimethoxybenzyl)carbamoyl)pterin
  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

• 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.