octanedioic acid [4-(3-azido-5-azidomethylbenzyloxy)phenyl]amide hydroxyamide | 1197892-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: octanedioic acid [4-(3-azido-5-azidomethylbenzyloxy)phenyl]amide hydroxyamide
• 英文别名: Octanedioic Acid [4-(3-Azido-5-azidomethylbenzyloxy)phenyl]-amide Hydroxyamide；N-[4-[[3-azido-5-(azidomethyl)phenyl]methoxy]phenyl]-N'-hydroxyoctanediamide
• CAS: 1197892-29-7
• 化学式: C₂₂H₂₆N₈O₄
• 分子量: 466.5
• InChiKey: NAXINQWDISVTRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  7-[4-(3-azido-5-azidomethylbenzyloxy)phenylcarbamoyl]heptananoic acid methyl ester 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.5h， 以40%的产率得到octanedioic acid [4-(3-azido-5-azidomethylbenzyloxy)phenyl]amide hydroxyamide
  参考文献：
  名称：

  Binding Ensemble Profiling with Photoaffinity Labeling (BEProFL) Approach: Mapping the Binding Poses of HDAC8 Inhibitors

  摘要：

  A binding ensemble profiling with (f)photoaffinity labeling (BEProFL) approach that utilizes photo-labeling of HDAC8 with a probe containing a UV-activated aromatic azide, mapping of the covalent modifications by liquid chromatography-tandem mass spectrometry, and a computational method to characterize the multiple binding poses of the probe is described. By use of the BEProFL approach, two distinct binding poses of the HDAC8 probe were identified. The data also suggest that an "upside-down" pose with the Surface binding group of the probe bound in an alternative pocket near the catalytic site may contribute to the binding.

  DOI：

  10.1021/jm9005077

文献信息

• Binding Ensemble Profiling with Photoaffinity Labeling (BEProFL) Approach: Mapping the Binding Poses of HDAC8 Inhibitors
  作者：Bai He、Subash Velaparthi、Gilles Pieffet、Chris Pennington、Aruna Mahesh、Denise L. Holzle、Michael Brunsteiner、Richard van Breemen、Sylvie Y. Blond、Pavel A. Petukhov

  DOI：10.1021/jm9005077

  日期：2009.11.26

  A binding ensemble profiling with (f)photoaffinity labeling (BEProFL) approach that utilizes photo-labeling of HDAC8 with a probe containing a UV-activated aromatic azide, mapping of the covalent modifications by liquid chromatography-tandem mass spectrometry, and a computational method to characterize the multiple binding poses of the probe is described. By use of the BEProFL approach, two distinct binding poses of the HDAC8 probe were identified. The data also suggest that an "upside-down" pose with the Surface binding group of the probe bound in an alternative pocket near the catalytic site may contribute to the binding.