%0 Journal Article
%T Glyoxal-Linked Nucleotides and DNA for Bioconjugations and Crosslinking with Arginine-Containing Peptides and Proteins.
%A Leone DL
%A Pohl R
%A Hubálek M
%A Kadeřábková M
%A Krömer M
%A Sýkorová V
%A Hocek M
%A Leone DL
%A Pohl R
%A Hubálek M
%A Kadeřábková M
%A Krömer M
%A Sýkorová V
%A Hocek M
%J Chemistry
%V 28
%N 14
%D Mar 2022 7
%M 35076143
%F 5.02
%R 10.1002/chem.202104208
%X 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.