Diaz Carlos, Llovera Ligia, Echevarria Lorenzo, Hernández Florencio E
Department of Chemistry, University of Central Florida, P. O. Box 162366, Orlando, FL, 32816-2366, USA.
J Comput Aided Mol Des. 2015 Feb;29(2):143-54. doi: 10.1007/s10822-014-9810-7. Epub 2014 Dec 16.
Herein, we present a simple and versatile theoretical-experimental approach to assess the tautomeric distribution on 5(6)-aminobenzimidazole (5(6)-ABZ) derivatives in solution via one-photon absorption. The method is based on the optimized weighted sum of the theoretical spectra of the corresponding tautomers. In this article we show how the choice of exchange-correlation functional (XCF) employed in the calculations becomes crucial for the success of the approach. After the systematic analysis of XCFs with different amounts of exact-exchange we found a better performance for B3LYP and PBE0. The direct test of the proposed method on omeprazole, a well-known 5(6)-benzimidazole based pharmacotherapeutic, demonstrate its broader applicability. The proposed approach is expected to find direct applications on the tautomeric analysis of other molecular systems exhibiting similar tautomeric equilibria.
在此，我们提出了一种简单且通用的理论-实验方法，通过单光子吸收来评估溶液中5(6)-氨基苯并咪唑（5(6)-ABZ）衍生物的互变异构体分布。该方法基于相应互变异构体理论光谱的优化加权和。在本文中，我们展示了计算中所采用的交换-相关泛函（XCF）的选择对于该方法的成功至关重要。在对具有不同精确交换量的XCF进行系统分析后，我们发现B3LYP和PBE0表现更佳。将所提出的方法直接应用于著名的基于5(6)-苯并咪唑的药物治疗剂奥美拉唑上，证明了其更广泛的适用性。预计所提出的方法将直接应用于其他呈现类似互变异构平衡的分子系统的互变异构分析。
