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Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA
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SYSNO ASEP 0489970 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Protected 5-(hydroxymethyl) uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA Author(s) Boháčová, Soňa (UOCHB-X)
Ludvíková, L. (CZ)
Poštová Slavětínská, Lenka (UOCHB-X) RID
Vaníková, Zuzana (UOCHB-X) RID
Klán, P. (CZ)
Hocek, Michal (UOCHB-X) RID, ORCIDSource Title Organic & Biomolecular Chemistry. - : Royal Society of Chemistry - ISSN 1477-0520
Roč. 16, č. 9 (2018), s. 1527-1535Number of pages 9 s. Language eng - English Country GB - United Kingdom Keywords stem cell DNA ; restriction endonucleases ; mammalian cells Subject RIV CC - Organic Chemistry OECD category Organic chemistry R&D Projects GA17-03419S GA ČR - Czech Science Foundation (CSF) Institutional support UOCHB-X - RVO:61388963 UT WOS 000429266600015 EID SCOPUS 85042694736 DOI 10.1039/c8ob00160j Annotation Nucleosides, nucleotides and 2'-deoxyribonucleoside triphosphates (dNTPs) containing 5-(hydroxy-methyl) uracil protected with photocleavable groups (2-nitrobenzyl-, 6-nitropiperonyl or 9-anthrylmethyl) were prepared and tested as building blocks for the polymerase synthesis of photocaged oligonucleotides and DNA. Photodeprotection (photorelease) reactions were studied in detail on model nucleoside mono-phosphates and their photoreaction quantum yields were determined. Photocaged dNTPs were then tested and used as substrates for DNA polymerases in primer extension or PCR. DNA probes containing photocaged or free 5-hydroxymethylU in the recognition sequence of restriction endonucleases were prepared and used for the study of photorelease of caged DNA by UV or visible light at different wavelengths. The nitropiperonyl-protected nucleotide was found to be a superior building block because the corresponding dNTP is a good substrate for DNA polymerases, and the protecting group is efficiently cleavable by irradiation by UV or visible light (up to 425 nm). 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 2019 Electronic address http://pubs.rsc.org/en/content/articlehtml/2018/ob/c8ob00160j
Number of the records: 1