2-氨基-4-羟基蝶啶-7-羧酸 | 31010-60-3

• 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
• 中文名称: 2-氨基-4-羟基蝶啶-7-羧酸
• 英文名称: 2-amino-1,4-dihydro-4-oxopteridine-7-carboxylic acid
• 英文别名: pterin-7-carboxylic acid；2-amino-4-oxo-3,4-dihydro-pteridine-7-carboxylic acid；2-Amino-4-oxo-3,4-dihydro-pteridin-7-carbonsaeure；7-pterine carboxylic acid；2-Amino-4-hydroxy-pteridin-carbonsaeure-(7)；Pterin-7-carbonsaeure；2-Amino-1,4-dihydro-4-oxopteridine-7-carboxylic acid；2-amino-4-oxo-3H-pteridine-7-carboxylic acid
• CAS: 31010-60-3
• 化学式: C₇H₅N₅O₃
• 分子量: 207.148
• InChiKey: NZLJLZVXWBEGCE-UHFFFAOYSA-N

物化性质

• 沸点：
  433.6±55.0 °C(Predicted)
• 密度：
  2.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-氨基-4-羟基蝶啶-7-羧酸 在 肼 作用下， 以 甲醇 为溶剂， 以60%的产率得到7-hydrazidopterin
  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
• 作为产物：
  描述：

  7-甲基-2,4-蝶啶二胺 生成 2-氨基-4-羟基蝶啶-7-羧酸
  参考文献：
  名称：

  Analogs of Pteroylglutamic Acid. III. 4-Amino Derivatives

  摘要：

  DOI：

  10.1021/ja01173a061

文献信息

• Exploring the scope of DBU-promoted amidations of 7-methoxycarbonylpterin
  作者：Anna R Bockman、Jeffrey M Pruet

  DOI：10.3762/bjoc.16.46

  日期：——

  medicinally relevant pteridine derivatives. Reactions which expedite the development of new pterins are thus of great importance. Through a dual role of diazabicycloundecene (DBU), 7-carboxymethylpterin is converted to the soluble DBU salt, with additional DBU promoting an ester-to-amide transformation. We have explored this reaction to assess its scope and identify structural features in the amines

  蝶呤的合成效用常常受到该杂环臭名昭著的不溶性的阻碍，从而减缓了与医学相关的蝶啶衍生物的开发。因此，加速新蝶呤开发的反应非常重要。通过二氮杂双环十一碳烯（DBU）的双重作用，将7-羧甲基蝶呤转化为可溶性DBU盐，另外的DBU促进了酯到酰胺的转化。我们已经研究了该反应以评估其范围并确定对胺有重大影响的结构特征，使用拟一级动力学模型监控了反应动力学，并进一步调整了反应条件以使产物形成少至5分钟，收率通常> 80％。
• Methods of screening, selecting, and identifying cytotoxic recombinant polypeptides based on an interim diminution of ribotoxicity
  申请人：Molecular Templates, Inc.

  公开号：US10421958B2

  公开（公告）日：2019-09-24

  The present invention relates to methods of screening libraries of chimeric molecules comprising ribotoxic polypeptides, where screening is based on the interim reduction or elimination of ribotoxicity and the methods can identify cytotoxic molecules, each comprising a binding region and a ribotoxic region which jointly possess a desired assay-selectable characteristic, such as, e.g., binding to a target biomolecule, binding to a target cell, and/or cellular internalization.

  本发明涉及筛选包含核糖核酸毒性多肽的嵌合分子库的方法，其中筛选是基于核糖核酸毒性的临时减少或消除，该方法可以鉴定细胞毒性分子，每个分子都包含一个结合区和一个核糖核酸毒性区，它们共同具有所需的可测定选择的特性，例如，与靶生物大分子结合、与靶细胞结合和/或细胞内化。
• The Structure of the Liver L. casei Factor
  作者：J. H. Mowat、J. H. Boothe、B. L. Hutchings、E. L. R. Stokstad、C. W. Waller、R. B. Angier、J. Semb、D. B. Cosulich、Y. SubbaRow

  DOI：10.1021/ja01181a005

  日期：1948.1
• Sulfur incorporation generally improves Ricin inhibition in pterin-appended glycine-phenylalanine dipeptide mimics
  作者：Paul A. Wiget、Lawrence A. Manzano、Jeff M. Pruet、Grace Gao、Ryota Saito、Arthur F. Monzingo、Karl R. Jasheway、Jon D. Robertus、Eric V. Anslyn

  DOI：10.1016/j.bmcl.2013.10.017

  日期：2013.12

  Several 7-aminoamido-pterins were synthesized to evaluate the electronic and biochemical subtleties observed in the 'linker space' when N-N-(pterin-7-yl)carbonylglycyl}-l-phenylalanine 1 was bound to the active site of RTA. The gylcine-phenylalanine dipeptide analogs included both amides and thioamides. Decarboxy gly-phe analog 2 showed a 6.4-fold decrease in potency (IC50 = 128 μM), yet the analogous thioamide 7 recovered the lost activity and performed similarly to the parent inhibitor (IC50 = 29 μM). Thiourea 12 exhibited an IC50 nearly six times lower than the oxo analog 13. All inhibitors showed the pterin head-group firmly bound in their X-ray structures yet the pendants were not fully resolved suggesting that all pendants are not firmly bound in the RTA linker space. Calculated log P values do not correlate to the increase in bioactivity suggesting other factors dominate.
• Polyazanaphthalenes. Part II. Attempted synthesis of some analogues of pteroic acid
  作者：Phyllis D. Landor、H. N. Rydon

  DOI：10.1039/jr9550001113

  日期：——