Počet záznamů: 1
1,3-Diketone-Modified Nucleotides and DNA for Cross-Linking with Arginine-Containing Peptides and Proteins
- 1.0544074 - ÚOCHB 2022 RIV DE eng J - Článek v odborném periodiku
Leone, Denise Liu - Hubálek, Martin - Pohl, Radek - Sýkorová, Veronika - Hocek, Michal
1,3-Diketone-Modified Nucleotides and DNA for Cross-Linking with Arginine-Containing Peptides and Proteins.
Angewandte Chemie - International Edition. Roč. 60, č. 32 (2021), s. 17383-17387. ISSN 1433-7851. E-ISSN 1521-3773
Grant CEP: GA MŠMT(CZ) EF16_019/0000729; GA ČR(CZ) GA18-03305S
Grant ostatní: AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:61388963
Klíčová slova: bioconjugations * cross-linking reactions * DNA polymerases * nucleotides * proteins
Obor OECD: Organic chemistry
Impakt faktor: 16.823, rok: 2021
Způsob publikování: Open access
https://doi.org/10.1002/anie.202105126
Linear or branched 1,3-diketone-linked thymidine 5′-O-mono- and triphosphate were synthesized through CuAAC click reaction of diketone-alkynes with 5-azidomethyl-dUMP or -dUTP. The triphosphates were good substrates for KOD XL DNA polymerase in primer extension synthesis of modified DNA. The nucleotide bearing linear 3,5-dioxohexyl group (HDO) efficiently reacted with arginine-containing peptides to form stable pyrimidine-linked conjugates, whereas the branched 2-acetyl-3-oxo-butyl (PDO) group was not reactive. Reaction with Lys or a terminal amino group formed enamine adducts that were prone to hydrolysis. This reactive HDO modification in DNA was used for bioconjugations and cross-linking with Arg-containing peptides or proteins (e.g. histones).
Trvalý link: http://hdl.handle.net/11104/0321127
Počet záznamů: 1