Glyoxal-linked 2'-deoxyuridine 5'-O-mono- and triphosphates were synthesized through a CuAAC click reaction of 4-azidophenylglyoxal or a Sonogashira reaction of 4-bromophenylglyoxal with 5-ethynyl-dUMP or -dUTP. The triphosphates were used as substrates for enzymatic synthesis of modified DNA probes with KOD XL DNA polymerase. The glyoxal-linked nucleotides reacted with arginine-containing peptides to form stable imizadolone-linked conjugates. This reactive glyoxal modification in DNA was used for efficient bioconjugations and crosslinking with Arg-containing peptides or proteins (e. g., histones) and was found to be more reactive than previously reported 1,3-diketone-linked DNA probes.

• Klíčová slova
• DNA, bioconjugations, crosslinking, glyoxal, nucleotides,
• MeSH
• arginin * MeSH
• DNA metabolismus   MeSH
• glyoxal MeSH
• histony MeSH
• nukleotidy * metabolismus   MeSH
• peptidy metabolismus   MeSH
• Publikační typ
• časopisecké články MeSH
• Názvy látek
• arginin * MeSH
• DNA MeSH
• glyoxal MeSH
• histony MeSH
• nukleotidy * MeSH
• peptidy MeSH