Protonation of Guanine:5-Methylcytosine and Guanine:Cytosine Base Pairs in Duplex Oligodeoxyribonucleotides

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F22%3A00127512" target="_blank" >RIV/00216224:14740/22:00127512 - isvavai.cz</a>

Výsledek na webu

<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202200835" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202200835</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/slct.202200835" target="_blank" >10.1002/slct.202200835</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Protonation of Guanine:5-Methylcytosine and Guanine:Cytosine Base Pairs in Duplex Oligodeoxyribonucleotides

Popis výsledku v původním jazyce

NMR- and UV-monitored acid titrations conducted on short model oligodeoxyribonucleotide duplexes demonstrate the protonation of guanine:5-methylcytosine and guanine:cytosine base pairs at the O-2 position of the cytosine base, at pH values close to 7, without disruption of the general duplex structure. In the NMR technique, this protonation transition is most clearly observed by monitoring the 5-methylcytosine-H6 resonance, while pH effects on the 5-methylcytosine methyl group, on guanine-H8, and on the cytosine-H5 and -H6 resonances are small. The local sequences G(Me)CG, (TCT)-C-Me, and TCT show decreasing basicity, in this order. The basicity of the G:C-Me base pair is almost unaffected by ionic strength. Under more acidic conditions, adenine:thymine base pairs may be similarly protonated at the adenine base. Hydrogens on thymine bases contained in single-stranded oligonucleotides are strongly affected by the protonation of near-by bases. The results posit that canonical double-stranded DNA is protonated to a significant extent at certain sites under physiological conditions.

Název v anglickém jazyce

Protonation of Guanine:5-Methylcytosine and Guanine:Cytosine Base Pairs in Duplex Oligodeoxyribonucleotides

Popis výsledku anglicky

NMR- and UV-monitored acid titrations conducted on short model oligodeoxyribonucleotide duplexes demonstrate the protonation of guanine:5-methylcytosine and guanine:cytosine base pairs at the O-2 position of the cytosine base, at pH values close to 7, without disruption of the general duplex structure. In the NMR technique, this protonation transition is most clearly observed by monitoring the 5-methylcytosine-H6 resonance, while pH effects on the 5-methylcytosine methyl group, on guanine-H8, and on the cytosine-H5 and -H6 resonances are small. The local sequences G(Me)CG, (TCT)-C-Me, and TCT show decreasing basicity, in this order. The basicity of the G:C-Me base pair is almost unaffected by ionic strength. Under more acidic conditions, adenine:thymine base pairs may be similarly protonated at the adenine base. Hydrogens on thymine bases contained in single-stranded oligonucleotides are strongly affected by the protonation of near-by bases. The results posit that canonical double-stranded DNA is protonated to a significant extent at certain sites under physiological conditions.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

<a href="/cs/project/LM2018127" target="_blank" >LM2018127: Česká infrastruktura pro integrativní strukturní biologii</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

ChemistrySelect

ISSN

2365-6549

e-ISSN

—

Svazek periodika

7

Číslo periodika v rámci svazku

30

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

12

Strana od-do

202200835

Kód UT WoS článku

000837720900001

EID výsledku v databázi Scopus

2-s2.0-85136221227