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Protonation of nucleobases in single- and double-stranded DNA

The result's identifiers

  • 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>

Alternative languages

  • 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

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10400 - Chemical sciences

Result continuities

  • 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)

Others

  • Publication year

    2018

  • Confidentiality

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

Data specific for result type

  • 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