Protonation of nucleobases in single- and double-stranded DNA

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F18%3A00103378" target="_blank" >RIV/00216224:14740/18:00103378 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/cbic.201800310" target="_blank" >http://dx.doi.org/10.1002/cbic.201800310</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cbic.201800310" target="_blank" >10.1002/cbic.201800310</a>

Result language

angličtina

Original language name

Protonation of nucleobases in single- and double-stranded DNA

Original language description

Single-stranded model oligodeoxyribonucleotides containing a single protonable base: cytosine, adenine, guanine, or 5-methylcytosine, centrally located in a background of non-protonable thymines were acid titrated in aqueous solution, with UV-monitoring. The basicity of the central base was shown to depend on the type of the central base and its nearest neighbours and to rise with increasing oligonucleotide length and decreasing ionic strength of the solution. More complex model oligonucleotides containing a centrally located 5-methylcytosine base were comparatively evaluated in single-stranded and double-stranded form, by UV-spectroscopy and high-field NMR. Compared to the single-stranded case, the N3-protonation of the 5-methylcytosine moiety in the double-stranded case occurred at much lower pH, where the duplex already suffered general dissociation. The central guanine:5-methylcytosine base pair remained intact up to this point, possibly due to an unusual alternative protonation on O2 of the 5-methylcytosine moiety already taking place at neutral or weakly basic pH, as indicated by UV spectroscopy, suggesting that in double-stranded DNA, 5-methylcytosine sites may be protonated to a significant extent under physiological conditions.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10400 - Chemical sciences

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

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

Publication year

2018

Confidentiality

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

Name of the periodical

ChemBioChem

ISSN

1439-4227

e-ISSN

1439-7633

Volume of the periodical

19

Issue of the periodical within the volume

19

Country of publishing house

DE - GERMANY

Number of pages

11

Pages from-to

2088-2098

UT code for WoS article

000446429400012

EID of the result in the Scopus database

2-s2.0-85052403102