Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
J Phys Chem A. 2023 Apr 20;127(15):3526-3534. doi: 10.1021/acs.jpca.3c01358. Epub 2023 Apr 10.
A variety of synthetic modified nucleobases have been used to investigate the structure and function of RNA and DNA or act as enzyme inhibitors. A set of these modifications involves the addition or removal of a nitrogen atom in the ring. These aza and deaza modifications have garnered interest as useful biochemical tools, but information on some of their physical characteristics is lacking. In this study, the B3LYP density functional with the 6-31+G(d,p) basis set and an implicit-explicit solvent model was used to perform quantum mechanical studies to estimate p values of aza- and deaza-modified nucleobases. A comparison between theoretical and known experimental p values was carried out, and adjustment factors were applied to 57 p values in the purine and pyrimidine data sets.
多种合成修饰碱基被用于研究 RNA 和 DNA 的结构和功能，或作为酶抑制剂。其中一组修饰涉及在环中添加或去除一个氮原子。这些氮杂和去氮杂修饰作为有用的生化工具引起了人们的兴趣，但它们的一些物理特性的信息却很缺乏。在这项研究中，采用 B3LYP 密度泛函与 6-31+G(d,p)基组和隐式-显式溶剂模型进行量子力学研究，以估算氮杂和去氮杂修饰碱基的 p 值。对理论和已知实验 p 值进行了比较，并对嘌呤和嘧啶数据集的 57 个 p 值应用了调整因子。
