Brightly Fluorescent 2'-Deoxyribonucleoside Triphosphates Bearing Methylated Bodipy Fluorophore for in Cellulo Incorporation to DNA, Imaging, and Flow Cytometry
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- MeSH
- Adenine analogs & derivatives chemistry MeSH
- Staining and Labeling MeSH
- Cytosine chemistry MeSH
- Deoxyribonucleosides chemistry MeSH
- DNA analysis MeSH
- Fluorescent Dyes chemistry MeSH
- Humans MeSH
- Methylation MeSH
- Cell Line, Tumor MeSH
- Optical Imaging MeSH
- Polyphosphates chemistry MeSH
- Flow Cytometry MeSH
- Purines chemistry MeSH
- Boron Compounds chemistry MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene MeSH Browser
- 7-deazaadenine MeSH Browser
- 7-deazapurine MeSH Browser
- Adenine MeSH
- Cytosine MeSH
- Deoxyribonucleosides MeSH
- DNA MeSH
- Fluorescent Dyes MeSH
- Polyphosphates MeSH
- Purines MeSH
- Boron Compounds MeSH
- triphosphoric acid MeSH Browser
Synthesis of cytosine, uracil, and 7-deazaadenine 2'-deoxyribonucleosides and triphosphates (dNTPs) bearing hexamethylated phenyl-bodipy fluorophore attached at position 5 of pyrimidines or at position 7 of 7-deazapurine was developed. All the title labeled nucleosides and dNTPs displayed bright green fluorescence with very high quantum yields. The modified dNmBdpTPs were good substrates to diverse DNA polymerases and were used for in vitro enzymatic synthesis of labeled DNA by primer extension or PCR. In combination with cationic cyclodextrin-peptide-based dNTP transporter, the dNmBdpTPs were successfully used for staining of genomic DNA in living cells for applications in confocal microscopy and in flow cytometry. The best performing cytosine nucleotide dCmBdpTP was used to monitor mitosis in live cells.
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