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Flexible double-headed cytosine-linked 2'-deoxycytidine nucleotides. Synthesis, polymerase incorporation to DNA and interaction with DNA methyltransferases

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    SYSNO ASEP0458981
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleFlexible double-headed cytosine-linked 2'-deoxycytidine nucleotides. Synthesis, polymerase incorporation to DNA and interaction with DNA methyltransferases
    Author(s) Kielkowski, Pavel (UOCHB-X) RID
    Cahová, Hana (UOCHB-X) RID, ORCID
    Pohl, Radek (UOCHB-X) RID, ORCID
    Hocek, Michal (UOCHB-X) RID, ORCID
    Source TitleBioorganic & Medicinal Chemistry. - : Elsevier - ISSN 0968-0896
    Roč. 24, č. 6 (2016), s. 1268-1276
    Number of pages9 s.
    Languageeng - English
    CountryGB - United Kingdom
    Keywordsnucleosides ; nucleotides ; pyrimidines ; DNA methyltransferases ; DNA polymerases
    Subject RIVCC - Organic Chemistry
    R&D ProjectsGBP206/12/G151 GA ČR - Czech Science Foundation (CSF)
    Institutional supportUOCHB-X - RVO:61388963
    UT WOS000370822700012
    EID SCOPUS84958889792
    DOI10.1016/j.bmc.2016.01.057
    AnnotationNew types of double-headed 2'-deoxycytidine 5'-0-triphosphates (dOcTPs) bearing another cytosine or 5-fluorocytosine linked through a flexible propargyl, homopropargyl or pent-1-ynyl linker to position 5 were prepared by the aqueous Sonogashira cross -coupling reactions of 5-iodo-dCTP with the corresponding (fluoro)cytosine-alkynes. The modified dCxcTPs were good substrates for DNA polymerases and were used for enzymatic synthesis of cytosine-functionalized DNA by primer extension or PCR. The cytosine or fluorocytosine-linked DNA probes did not significantly inhibit DNA methyltransferases and did not cross-link to these proteins.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418
    Year of Publishing2017
Number of the records: 1  

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