Photocaged 5-(Hydroxymethyl)pyrimidine Nucleoside Phosphoramidites for Specific Photoactivatable Epigenetic Labeling of DNA

0535556 - ÚOCHB 2021 RIV US eng J - Článek v odborném periodiku
Chakrapani, Aswathi - Vaňková Hausnerová, Viola - Ruiz-Larrabeiti, Olatz - Pohl, Radek - Krásný, Libor - Hocek, Michal
Photocaged 5-(Hydroxymethyl)pyrimidine Nucleoside Phosphoramidites for Specific Photoactivatable Epigenetic Labeling of DNA.
Organic Letters. Roč. 22, č. 22 (2020), s. 9081-9085. ISSN 1523-7060. E-ISSN 1523-7052
Grant CEP: GA MŠMT(CZ) EF16_019/0000729; GA ČR(CZ) GX20-00885X; GA ČR(CZ) GA20-12109S
Grant ostatní: AV ČR(CZ) Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:61388963 ; RVO:61388971
Klíčová slova: nucleosides * epigenetic nucleobases * oligonucleotides
Obor OECD: Organic chemistry; Microbiology (MBU-M)
Impakt faktor: 6.005, rok: 2020
Způsob publikování: Open access
https://doi.org/10.1021/acs.orglett.0c03462

5-Hydroxymethylcytosine and uracil are epigenetic nucleobases, but their biological roles are still unclear. We present the synthesis of 2-nitrobenzyl photocaged 5-hydroxymethyl-2′-deoxycytidine and uridine 3′-O-phosphoramidites and their use in automated solid-phase synthesis of oligonucleotides (ONs) modified at specific positions. The ONs were used as primers for PCR to construct DNA templates modified in the promoter region that allowed switching of transcription through photochemical uncaging.
Trvalý link: http://hdl.handle.net/11104/0313624