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Glyoxal-Linked Nucleotides and DNA for Bioconjugations and Crosslinking with Arginine-Containing Peptides and Proteins
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SYSNO ASEP 0556689 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Glyoxal-Linked Nucleotides and DNA for Bioconjugations and Crosslinking with Arginine-Containing Peptides and Proteins Author(s) Leone, Denise Liu (UOCHB-X) ORCID
Pohl, Radek (UOCHB-X) RID, ORCID
Hubálek, Martin (UOCHB-X) RID, ORCID
Kadeřábková, Marta (UOCHB-X)
Krömer, Matouš (UOCHB-X) RID, ORCID
Sýkorová, Veronika (UOCHB-X) ORCID, RID
Hocek, Michal (UOCHB-X) RID, ORCIDArticle number e202104208 Source Title Chemistry - A European Journal. - : Wiley - ISSN 0947-6539
Roč. 28, č. 14 (2022)Number of pages 7 s. Language eng - English Country DE - Germany Keywords bioconjugations ; crosslinking ; DNA ; glyoxal ; nucleotides OECD category Biochemistry and molecular biology R&D Projects GA18-03305S GA ČR - Czech Science Foundation (CSF) EF16_019/0000729 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Limited access Institutional support UOCHB-X - RVO:61388963 UT WOS 000754399700001 EID SCOPUS 85124406116 DOI 10.1002/chem.202104208 Annotation 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 ordUTP. 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. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2023 Electronic address https://doi.org/10.1002/chem.202104208
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