A Photoreactive G-Quadruplex Ligand Triggered by Green Light

A photoreactive molecular dye targeting the G‐quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single‐stranded and double‐stranded DNA was achieved with effi...

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Veröffentlicht in:Chemistry : a European journal 2015-02, Vol.21 (6), p.2330-2334
Hauptverfasser: Nadai, Matteo, Doria, Filippo, Germani, Luca, Richter, Sara N., Freccero, Mauro
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Sprache:eng
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Zusammenfassung:A photoreactive molecular dye targeting the G‐quadruplex nucleic acid (G4) of the human telomeric sequence Tel22, and several mutated analogues, was activated by green light (λ=532 nm). Highly selective covalent modification of G4 versus single‐stranded and double‐stranded DNA was achieved with efficiency up to 64 %. The phenoxyl radical was generated and detected by laser‐flash photolysis as a reactive intermediate that targeted loop thymine residues. These insights may suggest a non‐invasive tool for selective nucleic acid tagging and “pull‐down” cellular applications. Given the green light: Activation of a photoreactive molecular dye by green light (λ=532 nm) has been shown to generate selective and efficient (64 %) covalent targeting of human telomeric DNA and mutated analogues (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201405215