Nucleotides Bearing Red Viscosity-Sensitive Dimethoxy-Bodipy Fluorophore for Enzymatic Incorporation and DNA Labeling

0566051 - ÚOCHB 2024 RIV US eng J - Journal Article
Kuba, Miroslav - Pohl, Radek - Kraus, Tomáš - Hocek, Michal
Nucleotides Bearing Red Viscosity-Sensitive Dimethoxy-Bodipy Fluorophore for Enzymatic Incorporation and DNA Labeling.
Bioconjugate Chemistry. Roč. 34, č. 1 (2023), s. 133-139. ISSN 1043-1802. E-ISSN 1520-4812
R&D Projects: GA ČR(CZ) GX20-00885X; GA MŠMT(CZ) EF16_019/0000729
Institutional support: RVO:61388963
Keywords : fluorescence * probes
OECD category: Organic chemistry
Impact factor: 4.7, year: 2022
Method of publishing: Limited access
https://doi.org/10.1021/acs.bioconjchem.2c00547

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.
Permanent Link: https://hdl.handle.net/11104/0337489