Investigation of the adsorption of a DNA based purine derivative on N/B-doped coronene and coronene by means of DFT and NCI interaction analysis

With the aid of density functional theory (DFT) and time-dependent DFT simulations, the adsorption of 2-amino-1,7-dihydropurin-6-one (ADO) on coronene and coronene that has been doped with boron and nitrogen has been investigated. While conducting this study, the binding energy, charge analysis, orbital analysis, quantum theory of atom in molecules (QTAIM) and surface enhanced Raman spectroscopy (SERS) were taken into account. The coronene sheet serves as an electron acceptor while the nucleophilic portion of ADO acts as an electron-donor, causing intermolecular interaction with a focus on the reactive region. With the exception of coronene, all the complexes have negative Gibbs free energy changes due to ADO adsorption. Furthermore, enthalpy changes have low values for coronene complex (-5.18 kcal/mol) and large values for doped complexes (-255.56 to-284.61 kcal/mol). Our calculations demonstrate that the most stable complex among the other systems under study. Is the ADO with nitrogen parallel doped complex, with a binding energy of-284.13 kcal/mol. Other doped complexes have lower energies with the pristine coronene complex having the lowest value. The NH, NH2, C@O and ring modes of ADO possess more Raman intensity in the after adsorption and it is due to the enhancement mechanism due to SERS effect.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

The adsorption behavior of 2-amino-1,7-dihydropurin-6-one (ADO) on boron and nitrogen doped coronene was investigated using density functional theory (DFT) and time-dependent DFT simulations. The results showed that the coronene sheet acted as an electron acceptor, while the nucleophilic part of ADO acted as an electron donor, leading to intermolecular interaction in the reactive region. All the doped complexes except coronene exhibited negative Gibbs free energy changes upon ADO adsorption. The nitrogen-doped complex with ADO showed the highest stability, with a binding energy of -284.13 kcal/mol. Surface enhanced Raman spectroscopy (SERS) analysis revealed enhanced Raman intensity for specific modes of ADO after adsorption.