Trifluoroacetophenone-Linked Nucleotides and DNA for Studying of DNA-protein Interactions by 19F NMR Spectroscopy.
Trifluoroacetophenone-Linked Nucleotides and DNA for Studying of DNA-protein Interactions by 19F NMR Spectroscopy.
J Org Chem. 2017 Oct 09;:
Authors: Olszewska A, Pohl R, Hocek M
Abstract
A series of 7-[4-(trifluoroacetyl)phenyl]-7-deazaadenine and -7-deazaguanine as well as 5-substituted uracil and cytosine 2'-deoxyribonucleosides and mono- and triphosphates through aqueous Suzuki-Miyaura crosscoupling of halogenated nucleosides or nucleotides with 4-(trifluoroacetyl)phenylboronic acid were synthesized. The modified nucleoside triphosphates were good sub-strates 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 19F NMR.
PMID: 28991457 [PubMed - as supplied by publisher]
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