Publication details

Azidopropylvinylsulfonamide as a New Bifunctional Click Reagent for Bioorthogonal Conjugations: Application for DNA-Protein Cross-Linking

Authors

DADOVÁ Jitka VRÁBEL Milan ADÁMIK Matej BRÁZDOVÁ Marie POHL Radek FOJTA Miroslav HOCEK Michal

Year of publication 2015
Type Article in Periodical
Magazine / Source Chemistry - A European Journal
MU Faculty or unit

Central European Institute of Technology

Citation
Web http://onlinelibrary.wiley.com/doi/10.1002/chem.201502209/epdf
Doi http://dx.doi.org/10.1002/chem.201502209
Field Biochemistry
Keywords biotransformations; click chemistry; conjugation; nucleic acids; proteins
Description 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.
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