Cell Biochemistry and Biophysics ( IF 2.6 ) Pub Date : 2021-05-05 , DOI: 10.1007/s12013-021-00986-x Renata Smulik-Izydorczyk 1 , Karolina Dębowska 1 , Michał Rostkowski 1 , Jan Adamus 1 , Radosław Michalski 1 , Adam Sikora 1
HNO (nitroxyl, IUPAC name azanone) is an electrophilic reactive nitrogen species of growing pharmacological and biological significance. Here, we present data on the pH-dependent kinetics of azanone reactions with the low molecular thiols glutathione and N-acetylcysteine, as well as with important serum proteins: bovine serum albumin and human serum albumin. The competition kinetics method used is based on two parallel HNO reactions: with RSH/RS− or with O2. The results provide evidence that the reaction of azanone with the anionic form of thiols (RS−) is favored over reactions with the protonated form (RSH). The data are supported with quantum mechanical calculations. A comprehensive discussion of the HNO reaction with thiolates is provided.
中文翻译:
氮杂酮 (HNO) 与硫醇反应的动力学:pH 的影响
HNO(硝酰基,IUPAC 名称 azanone)是一种具有日益增长的药理学和生物学意义的亲电活性氮物种。在这里,我们展示了氮杂酮与低分子硫醇谷胱甘肽和N-乙酰半胱氨酸以及重要的血清蛋白(牛血清白蛋白和人血清白蛋白)反应的 pH 依赖性动力学数据。使用的竞争动力学方法基于两个平行的HNO反应:与RSH / RS -或与O 2。结果提供了证据表明氮杂酮与阴离子形式的硫醇 ( RS - ) 的反应优于与质子化形式 ( RSH ) 的反应。)。数据得到量子力学计算的支持。提供了HNO与硫醇盐反应的全面讨论。