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

0482591 - ÚOCHB 2018 RIV US eng J - Článek v odborném periodiku
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
Grant CEP: GA ČR GBP206/12/G151
Grant ostatní: AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:61388963
Klíčová slova: RNA secondary structures * cross-linking * 2'-deoxyribonudeoside triphosphates
Obor OECD: Organic chemistry
Impakt faktor: 4.805, rok: 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.
Trvalý link: http://hdl.handle.net/11104/0278003