{Reference Type}: Journal Article
{Title}: ABNOH-Linked Nucleotides and DNA for Bioconjugation and Cross-linking with Tryptophan-Containing Peptides and Proteins.
{Author}: Spampinato A;Leone DL;Pohl R;Tarábek J;Šoltysová M;Polák M;Kádek A;Sýkorová V;Řezáčová P;Hocek M;
{Journal}: Chemistry
{Volume}: 0
{Issue}: 0
{Year}: 2024 Jun 24
{Factor}: 5.02
{DOI}: 10.1002/chem.202402151
{Abstract}: Reactive N-hydroxy-9-azabicyclo[3.3.1]nonane (ABNOH) linked 2'-deoxyuridine 5'-O-mono- and triphosphates were synthesized through a CuAAC click reaction of ABNO-H-PEG4-N3 with 5-ethynyl-dUMP or -dUTP. The modified triphosphate was used as substrate for enzymatic synthesis of modified DNA probes with KOD XL DNA polymerase. The keto-ABNO radical reacted with tryptophan (Trp) and Trp-containing peptides to form a stable 3-fused hexahydropyrrolo-indole conjugates. Similarly modified ABNO-H-linked nucleotides reacted with Trp-containing peptides to form a stable conjugate in the presence but surprisingly even in the absence of NaNO2 (presumably through activation by O2). The reactive ABNO-H-modified DNA probe was used for bioconjugations and crosslinking with Trp-containing peptides or proteins.