000117152 001__ 117152
000117152 005__ 20240319080956.0
000117152 0247_ $$2doi$$a10.1002/jcc.26836
000117152 0248_ $$2sideral$$a128656
000117152 037__ $$aART-2022-128656
000117152 041__ $$aeng
000117152 100__ $$aSánchez-González, Á.
000117152 245__ $$aInfluence of conventional hydrogen bonds in the intercalation of phenanthroline derivatives with DNA: the important role of the sugar and phosphate backbone
000117152 260__ $$c2022
000117152 5060_ $$aAccess copy available to the general public$$fUnrestricted
000117152 5203_ $$aThe influence of hydrogen bonds in model intercalated systems between guanine-cytosine and adenine-thymine DNA base pairs (bps) was analyzed with the popular intercalator 1, 10-phenanthroline (phen) and derivatives obtained by substitution with -OH and -NH2 groups in positions 4 and 7. Semiempirical and Density Functional Theory (DFT) methods were used both including dispersion effects: PM6-DH2, M06-2X and B3LYP-D3 along with the recently developed near linear-scaling coupled cluster method DLPNO-CCSD(T) for benchmark calculations. Our results given by QTAIM and non-covalent interaction analysis confirmed the existence of hydrogen bonds created by -OH and -NH2. The trends in the energy decomposition analysis for the interaction energy, ¿Eint, showed that the ¿Eelstat contributions are equal or even a little bit higher than the values for ¿Edisp. Such important ¿Eelstat attractive contribution comes mainly from the conventional hydrogen bonds formed by -OH and -NH2 functional groups with DNA not only with bps but specially with the sugar and phosphate backbone. This behavior is very different from that of phen and other classical intercalators that cannot form conventional hydrogen bonds, where the ¿Edisp is the most important attractive contribution to the ¿Eint. The inclusion of explicit water molecules in molecular dynamics simulations showed, as a general trend, that the hydrogen bonds with the bps disappear during the simulations but those with the sugar and phosphate backbone remain in time, which highlights the important role of the sugar and phosphate backbone in the stabilization of these systems.
000117152 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/
000117152 590__ $$a3.0$$b2022
000117152 592__ $$a0.795$$b2022
000117152 591__ $$aCHEMISTRY, MULTIDISCIPLINARY$$b92 / 178 = 0.517$$c2022$$dQ3$$eT2
000117152 593__ $$aChemistry (miscellaneous)$$c2022$$dQ1
000117152 593__ $$aComputational Mathematics$$c2022$$dQ2
000117152 594__ $$a6.8$$b2022
000117152 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000117152 700__ $$aGrenut, P.
000117152 700__ $$aGil, A.
000117152 773__ $$g43, 11 (2022), 804-821$$pJ. comput. chem.$$tJOURNAL OF COMPUTATIONAL CHEMISTRY$$x0192-8651
000117152 8564_ $$s5186582$$uhttps://zaguan.unizar.es/record/117152/files/texto_completo.pdf$$yVersión publicada
000117152 8564_ $$s2150198$$uhttps://zaguan.unizar.es/record/117152/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000117152 909CO $$ooai:zaguan.unizar.es:117152$$particulos$$pdriver
000117152 951__ $$a2024-03-18-13:37:15
000117152 980__ $$aARTICLE