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Organic Chemistry

Tutor Doc. Ing. Michal Hocek, Ph.D. DSc.

Michal Hocek

Topic Construction of functionalized nucleic acids bearing selected switchable or triggerable protecting and functional groups

Polymerase synthesis of base-modified oligonucleotides and nucleic acids (DNA and RNA) from base-functionalized nucleoside triphosphates (NTPs) will be studied. The starting modified NTPs will be prepared by aqueous cross-coupling reactions. The base-modifications will focus on chemically or photochemically switchable and/or triggerable protecting or functional groups. Further post-synthetic chemical modifications of the functionalized nucleic acids (including bioconjugations) and chemical or photochemical switching or triggering of the reactivity and/or interactions or cross-likning with proteins will be also studied.

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. Macíčková-Cahová, H.; Hocek, M. "Cleavage of adenine-modified functionalized DNA by type II restriction endonucleases" Nucleic Acids Res. 2009, 37, 7612-7622.
3. Cahová, H.; Havran, L.; Brázdilová, P.; Pivoňková, H.; Pohl, R.; Fojta, M.; Hocek, M. "Aminophenyl- and Nitrophenyl-Labeled Nucleoside Triphosphates. Synthesis, Enzymatic Incorporation and Electrochemical Detection" Angew. Chem. Int. Ed. 2008, 47, 2059-2062.
4. Kielkowski, P.; Macíčková-Cahová, H.; Pohl, R.; Hocek, M. "Transient and switchable (triethylsilyl)ethynyl protection of DNA against cleavage by restriction endonucleases" Angew. Chem. Int. Ed. 2011, 50, 8727-8730.