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Photocaged 5-(Hydroxymethyl)pyrimidine Nucleoside Phosphoramidites for Specific Photoactivatable Epigenetic Labeling of DNA
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SYSNO ASEP 0535556 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Photocaged 5-(Hydroxymethyl)pyrimidine Nucleoside Phosphoramidites for Specific Photoactivatable Epigenetic Labeling of DNA Author(s) Chakrapani, Aswathi (UOCHB-X) ORCID
Vaňková Hausnerová, Viola (MBU-M) ORCID
Ruiz-Larrabeiti, Olatz (MBU-M) ORCID
Pohl, Radek (UOCHB-X) RID, ORCID
Krásný, Libor (MBU-M) RID, ORCID
Hocek, Michal (UOCHB-X) RID, ORCIDSource Title Organic Letters. - : American Chemical Society - ISSN 1523-7060
Roč. 22, č. 22 (2020), s. 9081-9085Number of pages 5 s. Language eng - English Country US - United States Keywords nucleosides ; epigenetic nucleobases ; oligonucleotides Subject RIV CC - Organic Chemistry OECD category Organic chemistry Subject RIV - cooperation Institute of Microbiology - Microbiology, Virology R&D Projects EF16_019/0000729 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GX20-00885X GA ČR - Czech Science Foundation (CSF) GA20-12109S GA ČR - Czech Science Foundation (CSF) Method of publishing Open access Institutional support UOCHB-X - RVO:61388963 ; MBU-M - RVO:61388971 UT WOS 000592988800062 EID SCOPUS 85096508776 DOI 10.1021/acs.orglett.0c03462 Annotation 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. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2021 Electronic address https://doi.org/10.1021/acs.orglett.0c03462
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