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Nucleotides Bearing Red Viscosity-Sensitive Dimethoxy-Bodipy Fluorophore for Enzymatic Incorporation and DNA Labeling
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SYSNO ASEP 0566051 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Nucleotides Bearing Red Viscosity-Sensitive Dimethoxy-Bodipy Fluorophore for Enzymatic Incorporation and DNA Labeling Author(s) Kuba, Miroslav (UOCHB-X) ORCID, RID
Pohl, Radek (UOCHB-X) RID, ORCID
Kraus, Tomáš (UOCHB-X) RID, ORCID
Hocek, Michal (UOCHB-X) RID, ORCIDSource Title Bioconjugate Chemistry. - : American Chemical Society - ISSN 1043-1802
Roč. 34, č. 1 (2023), s. 133-139Number of pages 7 s. Language eng - English Country US - United States Keywords fluorescence ; probes OECD category Organic chemistry R&D Projects GX20-00885X GA ČR - Czech Science Foundation (CSF) EF16_019/0000729 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Method of publishing Limited access Institutional support UOCHB-X - RVO:61388963 UT WOS 000898560100001 EID SCOPUS 85144285656 DOI 10.1021/acs.bioconjchem.2c00547 Annotation Nucleosides and 2′-deoxyribonucleoside triphosphates (dNTPs) bearing 3,3′-dimethoxy-2,2′-diphenyl-6-(4-hydroxyphenyl)-bodipy fluorophore attached through a propargyl or propargyl-triethylene glycol linker to position 5 of 2′-deoxycytidine were designed and synthesized. They exerted bright red fluorescence and good sensitivity to viscosity changing their lifetime from 1.6 to 4.5 ns. The modifed dNTPs were substrates for DNA polymerases and were used in enzymatic synthesis of labeled DNA through primer extension. The modified DNA probes served as viscosity sensors responding to protein binding by changes of lifetime. The nucleotide with longer linker (dCpegMOBTP) was transported to live cells and incorporated into the genomic DNA, which can be useful for staining of DNA and imaging of DNA synthesis. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2024 Electronic address https://doi.org/10.1021/acs.bioconjchem.2c00547
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