Hydrogen-Bonding Interactions of 8-Substituted Purine Derivatives

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F23%3A00573771" target="_blank" >RIV/61388963:_____/23:00573771 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11310/23:10466999

Výsledek na webu

<a href="https://doi.org/10.1021/acsomega.3c03244" target="_blank" >https://doi.org/10.1021/acsomega.3c03244</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acsomega.3c03244" target="_blank" >10.1021/acsomega.3c03244</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Hydrogen-Bonding Interactions of 8-Substituted Purine Derivatives

Popis výsledku v původním jazyce

Hydrogen bonding between nucleobases is a crucial noncovalent interaction for life on Earth. Canonical nucleobases form base pairs according to two main geometries: Watson–Crick pairing, which enables the static functions of nucleic acids, such as the storing of genetic information, and Hoogsteen pairing, which facilitates the dynamic functions of these biomacromolecules. This precisely tuned system can be affected by oxidation or substitution of nucleobases, leading to changes in their hydrogen-bonding patterns. This paper presents an investigation into the intermolecular interactions of various 8-substituted purine derivatives with their hydrogen-bonding partners. The systems were analyzed using nuclear magnetic resonance spectroscopy and density functional theory calculations. Our results demonstrate that the stability of hydrogen-bonded complexes, or base pairs, depends primarily on the number of intermolecular H-bonds and their donor–acceptor alternation. No strong preferences for a particular geometry, either Watson–Crick or Hoogsteen, were found.

Název v anglickém jazyce

Hydrogen-Bonding Interactions of 8-Substituted Purine Derivatives

Popis výsledku anglicky

Hydrogen bonding between nucleobases is a crucial noncovalent interaction for life on Earth. Canonical nucleobases form base pairs according to two main geometries: Watson–Crick pairing, which enables the static functions of nucleic acids, such as the storing of genetic information, and Hoogsteen pairing, which facilitates the dynamic functions of these biomacromolecules. This precisely tuned system can be affected by oxidation or substitution of nucleobases, leading to changes in their hydrogen-bonding patterns. This paper presents an investigation into the intermolecular interactions of various 8-substituted purine derivatives with their hydrogen-bonding partners. The systems were analyzed using nuclear magnetic resonance spectroscopy and density functional theory calculations. Our results demonstrate that the stability of hydrogen-bonded complexes, or base pairs, depends primarily on the number of intermolecular H-bonds and their donor–acceptor alternation. No strong preferences for a particular geometry, either Watson–Crick or Hoogsteen, were found.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10301 - Atomic, molecular and chemical physics (physics of atoms and molecules including collision, interaction with radiation, magnetic resonances, Mössbauer effect)

Projekt

<a href="/cs/project/GA22-15374S" target="_blank" >GA22-15374S: Reakce s přenosem protonu studované pomocí NMR spektroskopie a pokročilých kvantově chemických výpočtů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2023

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

ACS Omega

ISSN

2470-1343

e-ISSN

2470-1343

Svazek periodika

8

Číslo periodika v rámci svazku

28

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

11

Strana od-do

25538-25548

Kód UT WoS článku

001018799900001

EID výsledku v databázi Scopus

2-s2.0-85164971616