Institute of Applied Radiation Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland.
Int J Mol Sci. 2021 Nov 30;22(23):12982. doi: 10.3390/ijms222312982.
Azanone (HNO) is an elusive electrophilic reactive nitrogen species of growing pharmacological and biological significance. Here, we present a comparative kinetic study of HNO reactivity toward selected cyclic -nucleophiles under aqueous conditions at pH 7.4. We applied the competition kinetics method, which is based on the use of a fluorescein-derived boronate probe FlBA and two parallel HNO reactions: with the studied scavenger or with O ( = 1.8 × 10 Ms). We determined the second-order rate constants of HNO reactions with 13 structurally diverse -nucleophiles ( = 33-20,000 Ms). The results show that the reactivity of HNO toward -nucleophiles depends strongly on the structure of the scavenger. The data are supported with quantum mechanical calculations. A comprehensive discussion of the HNO reaction with -nucleophiles is provided.
阿扎酮（HNO）是一种难以捉摸的亲电反应性氮物种，具有越来越重要的药理学和生物学意义。在这里，我们在 pH 7.4 的水相条件下，对 HNO 与选定的环状亲核试剂的反应性进行了比较动力学研究。我们应用了竞争动力学方法，该方法基于使用荧光素衍生的硼酸探针 FlBA 和两个平行的 HNO 反应：与研究的清除剂或 O（= 1.8×10 Ms）。我们确定了 HNO 与 13 种结构多样的亲核试剂的二级反应速率常数（= 33-20,000 Ms）。结果表明，HNO 与亲核试剂的反应性强烈依赖于清除剂的结构。这些数据得到了量子力学计算的支持。我们对 HNO 与亲核试剂的反应进行了全面讨论。
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