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

Agata OlszewskaRadek PohlMichal Hocek
Published in: The Journal of organic chemistry (2018)
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 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 19F NMR.
Keyphrases
  • circulating tumor
  • cell free
  • single molecule
  • nucleic acid
  • protein protein
  • magnetic resonance
  • binding protein
  • quantum dots
  • high resolution
  • small molecule
  • mass spectrometry
  • molecular docking