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ABNOH-Linked Nucleotides and DNA for Bioconjugation and Cross-linking with Tryptophan-Containing Peptides and Proteins
- 1.0587190 - ÚOCHB 2025 RIV DE eng J - Journal Article
Spampinato, Ambra - Leone, Denise Liu - Pohl, Radek - Tarábek, Ján - Šoltysová, Markéta - Polák, Marek - Kádek, Alan - Sýkorová, Veronika - Řezáčová, Pavlína - Hocek, Michal
ABNOH-Linked Nucleotides and DNA for Bioconjugation and Cross-linking with Tryptophan-Containing Peptides and Proteins.
Chemistry - A European Journal. (2024), č. článku e202402151. ISSN 0947-6539. E-ISSN 1521-3765
R&D Projects: GA ČR(CZ) GX20-00885X; GA MŠMT(CZ) EH22_008/0004575
Research Infrastructure: CIISB III - 90242
Institutional support: RVO:61388963 ; RVO:61388971
Keywords : bioconjugation * DNA * proteins
OECD category: Biochemistry and molecular biology
Impact factor: 4.3, year: 2022
Method of publishing: Open access
https://doi.org/10.1002/chem.202402151
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.
Permanent Link: https://hdl.handle.net/11104/0354457
File Download Size Commentary Version Access 10.1002chem.202402151.pdf 2 1.6 MB Author´s preprint open-access
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