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Trifluoroacetophenone-Linked Nucleotides and DNA for Studying of DNA-Protein Interactions by F-19 NMR Spectroscopy

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    0482591 - ÚOCHB 2018 RIV US eng J - Journal Article
    Olszewska, Agata - Pohl, Radek - Hocek, Michal
    Trifluoroacetophenone-Linked Nucleotides and DNA for Studying of DNA-Protein Interactions by F-19 NMR Spectroscopy.
    Journal of Organic Chemistry. Roč. 82, č. 21 (2017), s. 11431-11439. ISSN 0022-3263. E-ISSN 1520-6904
    R&D Projects: GA ČR GBP206/12/G151
    Grant - others:AV ČR(CZ) AP1501
    Program: Akademická prémie - Praemium Academiae
    Institutional support: RVO:61388963
    Keywords : RNA secondary structures * cross-linking * 2'-deoxyribonudeoside triphosphates
    OECD category: Organic chemistry
    Impact factor: 4.805, year: 2017

    A series of 7-[4-(trifluoroacetyl)phenyl]-7-deazaadenine and -7-deazaguanine as well as 5-substituted uracil and cytosine 2'-deoxyribonudeosides and mono- and triphosphates were synthesized through aqueous Suzuki-Miyaura crosscoupling of halogenated nucleosides or nucleotides with 4-(trifluoroacetyl)phenylboronic acid. The modified nucleoside triphosphates were good substrates for DNA polymerases applicable in primer extension or PCR synthesis of modified oligonucleotides or DNA. Attempted cross-linking with a serine-containing protein did not proceed, however the trifluoroacetophenone group was a sensitive probe for the study of DNA protein interactions by F-19 NMR.
    Permanent Link: http://hdl.handle.net/11104/0278003

     
     
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