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Flexible double-headed cytosine-linked 2'-deoxycytidine nucleotides. Synthesis, polymerase incorporation to DNA and interaction with DNA methyltransferases
- 1.0458981 - ÚOCHB 2017 RIV GB eng J - Journal Article
Kielkowski, Pavel - Cahová, Hana - Pohl, Radek - Hocek, Michal
Flexible double-headed cytosine-linked 2'-deoxycytidine nucleotides. Synthesis, polymerase incorporation to DNA and interaction with DNA methyltransferases.
Bioorganic & Medicinal Chemistry. Roč. 24, č. 6 (2016), s. 1268-1276. ISSN 0968-0896. E-ISSN 1464-3391
R&D Projects: GA ČR GBP206/12/G151
Institutional support: RVO:61388963
Keywords : nucleosides * nucleotides * pyrimidines * DNA methyltransferases * DNA polymerases
Subject RIV: CC - Organic Chemistry
Impact factor: 2.930, year: 2016
New 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.
Permanent Link: http://hdl.handle.net/11104/0259179
Number of the records: 1