2014
Nucleic acid quadruplexes based on 8-halo-9-deazaxanthines: Energetics and non-covalent interactions in quadruplex stems
YURENKO, Yevgen, Jan NOVOTNÝ, Mariusz P. MITORAJ, Vladimír SKLENÁŘ, Artur MICHALAK et. al.Základní údaje
Originální název
Nucleic acid quadruplexes based on 8-halo-9-deazaxanthines: Energetics and non-covalent interactions in quadruplex stems
Autoři
YURENKO, Yevgen (804 Ukrajina, domácí), Jan NOVOTNÝ (203 Česká republika, domácí), Mariusz P. MITORAJ (616 Polsko), Vladimír SKLENÁŘ (203 Česká republika, domácí), Artur MICHALAK (616 Polsko) a Radek MAREK (203 Česká republika, garant, domácí)
Vydání
Journal of Chemical Theory and Computation, Washington D.C. American Chemical Society, 2014, 1549-9618
Další údaje
Jazyk
angličtina
Typ výsledku
Článek v odborném periodiku
Obor
10403 Physical chemistry
Stát vydavatele
Spojené státy
Utajení
není předmětem státního či obchodního tajemství
Odkazy
Impakt faktor
Impact factor: 5.498
Kód RIV
RIV/00216224:14740/14:00076936
Organizační jednotka
Středoevropský technologický institut
UT WoS
000346324000016
Klíčová slova anglicky
nucleic acid; quadruplex; xanthine; halogen; energy of formation; hydrogen bonding; stacking; ion coordination
Štítky
Příznaky
Mezinárodní význam, Recenzováno
Změněno: 23. 1. 2015 09:29, Martina Prášilová
Anotace
V originále
Structural and energetic features of artificial DNA quadruplexes consisting of base tetrads and their stacks with Na+/K+ ion(s) inside the central pore and incorporating halogenated derivatives of xanthine: 8-fluoro-9-deazaxanthine (FdaX), 8-chloro-9-deazaxanthine (CldaX), 8-bromo-9-deazaxanthine (BrdaX), or 8-iodo-9-deazaxanthine (IdaX), have been investigated by modern state-of-the-art computational tools. The DNA (or RNA) quadruplex models based on 8-halo-9-deazaxanthines are predicted to be more stable relative to those with natural xanthine due to the increased stabilizing contributions coming from all three main types of weak interactions (H-bonding, stacking, and ion coordination). Methods for analyzing the electron density are used to understand the nature of forces determining the stability of the system and to gain a predictive potential. Quadruplex systems incorporating polarizable halogen atoms (chlorine, bromine, or iodine) benefit significantly from the stabilizing stacking between the individual tetrads due to an increased dispersion contribution as compared to xanthine and guanine, natural references used. Ion coordination induces a significant rearrangement of electron density in the quadruplex stem as visualized by electron deformation density (EDD) and analyzed by ETS-NOCV and Voronoi charges. Na+ induces larger electron polarization from the quadruplex towards the ion, whereas K+ has higher propensity to electron sharing (identified by QTAIM delocalization index). We expect that our results will contribute to the development of novel strategies to further modify and analyze the natural G-quadruplex core.
Návaznosti
ED1.1.00/02.0068, projekt VaV |
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EE2.3.20.0042, projekt VaV |
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