Protonation of nucleobases in single- and double-stranded DNA

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Publikace nespadá pod Fakultu sportovních studií, ale pod Středoevropský technologický institut. Oficiální stránka publikace je na webu muni.cz.
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GONZÁLEZ-OLVERA Julio C. DUREC Matúš MAREK Radek FIALA Radovan MORALES-GARCÍA María del Rosario J. GONZÁLEZ-JASSO Eva PLESS Reynaldo Carlos

Rok publikování 2018
Druh Článek v odborném periodiku
Časopis / Zdroj ChemBioChem
Fakulta / Pracoviště MU

Středoevropský technologický institut

Citace
www DOI: 10.1002/cbic.201800310
Doi http://dx.doi.org/10.1002/cbic.201800310
Klíčová slova oligonucleotide; DNA; strand; NMR; UV; protonation; cytosine; 5-methyl cytosine
Přiložené soubory
Popis 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.
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