2-aminoethanesulfonic acid hydrchloride | 73328-73-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-aminoethanesulfonic acid hydrchloride
• 英文别名: 2-aminoethanesulfonic acid hydrochloride；taurine；2-Sulfoethylazanium;chloride；2-sulfoethylazanium;chloride
• CAS: 73328-73-1
• 化学式: C₂H₇NO₃S*ClH
• 分子量: 161.609
• InChiKey: WTSLUSVMTIYTKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.75
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-aminoethanesulfonic acid hydrchloride 、 Lucifer Yellow anhydride dipotassium salt 以 水 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of 3,6-disulfonated 4-aminonaphthalimides

  摘要：

  DOI：

  10.1021/ja00415a033
• 作为产物：
  描述：

  硫氰酸酯 、 N-氯牛磺酸 以 phosphate buffer 为溶剂， 以100%的产率得到2-aminoethanesulfonic acid hydrchloride
  参考文献：
  名称：

  Small Molecular, Macromolecular, and Cellular Chloramines React with Thiocyanate To Give the Human Defense Factor Hypothiocyanite

  摘要：

  Thiocyanate reacts noncatalytically with myeloperoxidase-derived HOCl to produce hypothiocyanite (OSCN-), thereby potentially limiting the propensity of HOCl to inflict host issue damage that can lead to inflammatory disease. However, the efficiency with which SCN- captures HOCl in vivo depends on the concentration of SCN- relative to other chemical targets. In blood plasma, where the concentration of SCN- is relatively low, proteins may be the principal initial targets of HOCl, and chloramines are a significant product. Chloramines eventually decompose to irreversibly damage proteins. In the present study, we demonstrate that SCN- reacts efficiently with chloramines in small molecules, in proteins, and in Escherichia coli cells to give OSCN- and the parent amine. Remarkably, OSCN- reacts faster than SCN- with chloramines. These reactions of SCN- and OSCN- with chloramines may repair some of the damage that is inflicted on protein amines by HOCl. Our observations are further evidence for the importance of secondary reactions during the redox cascades that are associated with oxidative stress by hypohalous acids.

  DOI：

  10.1021/bi902089w

文献信息

• Design and Synthesis of New Transient Receptor Potential Vanilloid Type-1 (TRPV1) Channel Modulators: Identification, Molecular Modeling Analysis, and Pharmacological Characterization of the <i>N</i>-(4-Hydroxy-3-methoxybenzyl)-4-(thiophen-2-yl)butanamide, a Small Molecule Endowed with Agonist TRPV1 Activity and Protective Effects against Oxidative Stress
  作者：Francesca Aiello、Mariateresa Badolato、Federica Pessina、Claudia Sticozzi、Vanessa Maestrini、Carlo Aldinucci、Livio Luongo、Francesca Guida、Alessia Ligresti、Anna Artese、Marco Allarà、Giosué Costa、Maria Frosini、Aniello Schiano Moriello、Luciano De Petrocellis、Giuseppe Valacchi、Stefano Alcaro、Sabatino Maione、Vincenzo Di Marzo、Federico Corelli、Antonella Brizzi

  DOI：10.1021/acschemneuro.5b00333

  日期：2016.6.15

  cyclic substitute of the unsaturated alkyl chain of the natural ligand, capsaicin. Accordingly, a new class of amides was synthesized in good yield and high purity and their molecular recognition against the target was investigated by means of docking experiments followed by molecular dynamics simulations, in order to rationalize their geometrical and thermodynamic profiles. The pharmacological properties

  鉴定出4-（噻吩-2-基）丁酸是天然配体辣椒素的不饱和烷基链的环状取代基。因此，以高收率和高纯度合成了一类新的酰胺，并通过对接实验和随后的分子动力学模拟研究了其对目标的分子识别性，以合理化它们的几何和热力学特征。这些新化合物的药理特性表示为激活（EC 50）和脱敏（IC 50）效能。发现几种化合物可激活TRPV1通道，尤其是衍生物1和10表现为与辣椒素相比具有良好功效的TRPV1激动剂。还评估了最有前途的化合物1对角质形成细胞和表达TRPV1受体的分化人成神经细胞瘤细胞系的氧化应激的保护作用，以及其体内的细胞毒性和镇痛活性。