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Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking
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SYSNO ASEP 0453444 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking Author(s) Daďová, Jitka (UOCHB-X) RID
Vrábel, Milan (UOCHB-X) RID, ORCID
Adámik, Matěj (BFU-R) ORCID
Brázdová, Marie (BFU-R) RID, ORCID
Pohl, Radek (UOCHB-X) RID, ORCID
Fojta, Miroslav (BFU-R) RID, ORCID
Hocek, Michal (UOCHB-X) RID, ORCIDNumber of authors 7 Source Title Chemistry - A European Journal. - : Wiley - ISSN 0947-6539
Roč. 21, č. 45 (2015), s. 16091-16102Number of pages 12 s. Language eng - English Country DE - Germany Keywords biotransformations ; click chemistry ; conjugation ; nucleic acids ; proteins Subject RIV CC - Organic Chemistry R&D Projects GBP206/12/G151 GA ČR - Czech Science Foundation (CSF) Institutional support UOCHB-X - RVO:61388963 ; BFU-R - RVO:68081707 UT WOS 000363890700030 EID SCOPUS 84945476915 DOI 10.1002/chem.201502209 Annotation N-(3-Azidopropyl)vinylsulfonamide was developed as a new bifunctional bioconjugation reagent suitable for the cross-linking of biomolecules through copper(I)-catalyzed azide-alkyne cycloaddition and thiol Michael addition reactions under biorthogonal conditions. The reagent is easily clicked to an acetylene-containing DNA or protein and then reacts with cysteine-containing peptides or proteins to form covalent cross-links. Several examples of bioconjugations of ethynyl- or octadiynyl-modified DNA with peptides, p53 protein, or alkyne-modified human carbonic anhydrase with peptides are given. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2016
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