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Organic Chemistry

Tutor Prof. Ing. Michal Hocek, CSc. DSc.

Michal Hocek

Topic Modifications of nucleotides and DNA by reactive groups for bioconjugations and cross-links

Nucleosides, nucleotides and DNA bearing reactive functional groups in major groove will be prepared by polymerase incorporations of modified nucleoside triphosphates or by click reactions on DNA. Bioorthogonal reactions of these groups will be studied, e.g. cross-linking with proteins, attachment of other useful functional groups and applications in chemical biology and diagnostics.

Leading references:
1. Raindlová, V.; Pohl, R.; Šanda, M.; Hocek, M. "Direct polymerase synthesis of reactive aldehyde-functionalized DNA and its conjugation and staining with hydrazines" Angew. Chem. Int. Ed. 2010, 49, 1064-1066.
2. Dadová, J.; Orság, P.; Pohl, R.; Brázdová, M.; Fojta, M.; Hocek, M. "Vinylsulfonamide and acrylamide modification of DNA for cross-linking with proteins" Angew. Chem. Int. Ed. 2013, 52, 10515-10518.
3. Dadová, J.; Vrábel, M.; Adámik, M.; Brázdová, M.; Pohl, R.; Fojta, M.; Hocek, M. "Azidopropyl-vinylsulfonamide as a new bifunctional click reagent for bioorthogonal conjugations. Application for DNA-protein crosslinking" Chem. Eur. J. 2015, 21, 16091-16102.
4. Olszewska, A.; Pohl, R.; Brázdová, M.; Fojta, M.; Hocek, M. "Chloroacetamide-linked nucleotides and DNA for cross-linking with peptides and proteins" Bioconjug. Chem. 2016, 27, 2089–2094.