1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yltrimethylammonium chloride | 1028569-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yltrimethylammonium chloride
• 英文别名: 1-Hydroxy-2,2,6,6-tetramethylpiperidin-4-yl-trimethylammonium chloride；(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-trimethylazanium;chloride
• CAS: 1028569-82-5
• 化学式: C₁₂H₂₇N₂O*Cl
• 分子量: 250.812
• InChiKey: FHPNXCDFPQDEBK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.89
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yltrimethylammonium chloride 在 二乙烯三胺五醋酸 、 sodium chloride 、 xanthine oxidase 、 黄嘌呤 作用下， 生成 4-trimethylammonium-2,2,6,6-tetramethyl-piperidine-1-oxyl
  参考文献：
  名称：

  EPR detection of cellular and mitochondrial superoxide using cyclic hydroxylamines

  摘要：

  Superoxide (O(2)(center dot-)) has been implicated in the pathogenesis of many human diseases, but detection of the O(2)(center dot-) radicals in biological systems is limited due to inefficiency of O(2)(center dot-) spin trapping and lack of site-specific information. This work studied production of extracellular, intracellular and mitochondrial O(2)(center dot-) in neutrophils, cultured endothelial cells and isolated mitochondria using a new set of cationic, anionic and neutral hydroxylamine spin probes with various lipophilicity and cell permeability. Cyclic hydroxylamines rapidly react with O(2)(center dot-), producing stable nitroxides and allowing site-specific O(2)(center dot-) detection in intracellular, extracellular and mitochondrial compartments. Negatively charged 1-hydroxy-4-phosphono-oxy-2,2,6, 6-tetramethylpiperidine (PP-H) and positively charged 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl-trimethylammonium (CAT1-H) detected only extramitochondrial O(2)(center dot-). Inhibition of EPR signal by SOD2 over-expression showed that mitochondria targeted mitoTEMPO-H detected intramitochondrial O(2)(center dot-) both in isolated mitochondria and intact cells. Both 1-hydroxy-3-carboxy-2,2,5,5-tetramethylpyrrolidine (CP-H) and 1-hydroxy-3-methoxycarbonyl-2,2,5,5-tetramethylpyrrolidine (CM-H) detected an increase in cytoplasm O(2)(center dot-) stimulated by PMA, but only CM-H and mitoTEMPO-H showed an increase in rotenone-induced mitochondrial O(2)(center dot-). These data show that a new set of hydroxylamine spin probes provide unique information about site-specific production of the O(2)(center dot-) radical in extracellular or intracellular compartments, cytoplasm or mitochondria.

  DOI：

  10.3109/10715762.2010.540242

文献信息

• [EN] NEW FAMILY OF ANALOGUES AND NADP+ OR NADPH, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS<br/>[FR] NOUVELLE FAMILLE D'ANALOGUES DE NADP+ OU NADPH, LEUR PRÉPARATION ET APPLICATION EN THÉRAPIE
  申请人：UNIV PARIS DESCARTES

  公开号：WO2012175516A1

  公开（公告）日：2012-12-27

  The present invention concerns a new family of analogues of NADP+ or NADPH, their preparation and their application in therapeutics.

  本发明涉及一种新的类似NADP+或NADPH的家族，其制备以及在治疗中的应用。
• Analogues of NADP+ or NADPH for use as inhibitors of NADP+ or NADPH-dependent enzymes
  申请人：Université Paris Descartes

  公开号：EP2537855B1

  公开（公告）日：2014-02-12
• NEW FAMILY OF ANALOGUES AND NADP+ OR NADPH, THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS
  申请人：Université Paris Descartes

  公开号：EP2723755A1

  公开（公告）日：2014-04-30
• US9409937B2
  申请人：——

  公开号：US9409937B2

  公开（公告）日：2016-08-09
• [EN] EVALUATING ANTI-INFLAMMATORY RESPONSES<br/>[FR] EVALUATION DES RÉPONSES ANTI-INFLAMMATOIRES
  申请人：MELALEUCA INC

  公开号：WO2012021453A2

  公开（公告）日：2012-02-16

  This document relates to methods and materials for evaluating the anti-inflammatory response affected by substances on living cells in vitro or in vivo using electron paramagnetic resonance spectroscopy. For example, generation of ROS can be used as a measure of the effects of a compound on an induced inflammatory response in a biological sample.