adenosine 5'-indole-3-propionate | 1355331-51-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: adenosine 5'-indole-3-propionate
• 英文别名: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl 3-(1H-indol-3-yl)propanoate
• CAS: 1355331-51-9
• 化学式: C₂₁H₂₂N₆O₅
• 分子量: 438.443
• InChiKey: FKVXVHHCGZVXGA-HAXDFEGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  adenosine acetonide-5'-indole-3-propionate 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 adenosine 5'-indole-3-propionate
  参考文献：
  名称：

  Synthesis and evaluation of potential inhibitors of human and Escherichia coli histidine triad nucleotide binding proteins

  摘要：

  Based on recent substrate specificity studies, a series of ribonucleotide based esters and carbamates were synthesized and screened as inhibitors of the phosphoramidases and acyl-AMP hydrolases, Escherichia coli Histidine Triad Nucleotide Binding Protein (ecHinT) and human Histidine Triad Nucleotide Binding Protein 1 (hHint1). Using our established phosphoramidase assay, K(i) values were determined. All compounds exhibited non-competitive inhibition profiles. The carbamate based inhibitors were shown to successfully suppress the Hint1-associated phenotype in E. coli, suggesting that they are permeable intracellular inhibitors of ecHinT. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.082

文献信息

• Synthesis and evaluation of potential inhibitors of human and Escherichia coli histidine triad nucleotide binding proteins
  作者：Sanaa K. Bardaweel、Brahma Ghosh、Carston R. Wagner

  DOI：10.1016/j.bmcl.2011.10.082

  日期：2012.1

  Based on recent substrate specificity studies, a series of ribonucleotide based esters and carbamates were synthesized and screened as inhibitors of the phosphoramidases and acyl-AMP hydrolases, Escherichia coli Histidine Triad Nucleotide Binding Protein (ecHinT) and human Histidine Triad Nucleotide Binding Protein 1 (hHint1). Using our established phosphoramidase assay, K(i) values were determined. All compounds exhibited non-competitive inhibition profiles. The carbamate based inhibitors were shown to successfully suppress the Hint1-associated phenotype in E. coli, suggesting that they are permeable intracellular inhibitors of ecHinT. (C) 2011 Elsevier Ltd. All rights reserved.