The significant role of the intermolecular CHMIDLINE HORIZONTAL ELLIPSISO/N hydrogen bonds in governing the biologically important pairs of the DNA and RNA modified bases: a comprehensive theoretical investigation

BROVARETS, Olha, Yevgen YURENKO a Dmytro HOVORUN. The significant role of the intermolecular CHMIDLINE HORIZONTAL ELLIPSISO/N hydrogen bonds in governing the biologically important pairs of the DNA and RNA modified bases: a comprehensive theoretical investigation. Journal of Biomolecular Structure and Dynamics. Philadelphia: Taylor & Francis, 2015, roč. 33, č. 8, s. 1624-1652. ISSN 0739-1102. Dostupné z: https://dx.doi.org/10.1080/07391102.2014.968623.

Základní údaje

• Originální název: The significant role of the intermolecular CHMIDLINE HORIZONTAL ELLIPSISO/N hydrogen bonds in governing the biologically important pairs of the DNA and RNA modified bases: a comprehensive theoretical investigation
• Autoři: BROVARETS, Olha (804 Ukrajina), Yevgen YURENKO (804 Ukrajina, garant, domácí) a Dmytro HOVORUN (804 Ukrajina).
• Vydání: Journal of Biomolecular Structure and Dynamics, Philadelphia, Taylor & Francis, 2015, 0739-1102.

Další údaje

• Originální jazyk: angličtina
• Typ výsledku: Článek v odborném periodiku
• Obor: 10403 Physical chemistry
• Stát vydavatele: Velká Británie a Severní Irsko
• Utajení: není předmětem státního či obchodního tajemství
• WWW: URL
• Impakt faktor: Impact factor: 2.300
• Kód RIV: RIV/00216224:14740/15:00082182
• Organizační jednotka: Středoevropský technologický institut
• Doi: http://dx.doi.org/10.1080/07391102.2014.968623
• UT WoS: 000355583900002
• Klíčová slova anglicky: CH...O/N H-bonds; pairs of nucleobases; QTAIM and NBO analyses; Bader’s criteria; two-molecule Koch and Popelier’s criteria; Grunenberg’s compliance constants; quantum-chemical methods; energy decomposition analysis; QTAIM delocalization indexes
• Štítky: rivok
• Příznaky: Mezinárodní význam, Recenzováno

Anotace

This paper is a logical continuation of the theoretical survey of the CH...O/N specific contacts in the nucleobase pairs using a wide arsenal of the modern methods, which was initiated in our previous study [J. Biomol. Struct. & Dynam., 2014, 32, 993–1022]. It was established that 34 CH...O and 7 CH...N interactions, that were detected by quantum-chemical calculations in the 39 biologically important pairs involving modified nucleobases, completely satisfy all geometrical, vibrational, electron-topological, in particular Bader’s and two-molecule Koch and Popelier’s, Grunenberg’s compliance constants theory and natural bond orbital criteria indicating that they can be identified as true H-bonds. The geometrical criteria of the H-bond formation are fulfilled for all considered CH...O/N H-bonds without any exception. It was shown that the classical rule of the stretching vibration shifts does not work in the 95% cases of the CH...O/N H-bonds. Furthermore, significant increase in the frequency of the out-of-plane deformation modes under the formation of CH...O/N H-bonds and corresponding changes of their intensities can be also considered as reliable indicators of the H-bonding. The studies reported here advance our understanding of the biological role of the weak CH...O/N H-bonds, that dictates the requirements for the structural and dynamical similarity of the canonical and mismatched pairs with Watson–Crick (WC) geometry, which facilitates their enzymatic incorporation into the DNA double helix during DNA replication. Thus, these H-bonds in the base pairs with WC geometry may be also considered as “the last drop” at the transmission of the electronic signal that launches the chemical incorporation of the incoming nucleoside triphosphate into DNA.