Designing expanded bipyridinium as redox and optical probes for DNA

We report on the light-switch behaviour of two head-to-tail expanded bipyridinium species as a function of their interaction with calf thymus DNA and polynucleotides. In particular, both DNA and polynucleotides containing exclusively adenine or guanine moieties quench the luminescence of the fused e...

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Bibliographic Details
Published in:Photochemical & photobiological sciences 2020-01, Vol.19 (1), p.15-113
Main Authors: Trovato, Emanuela, Di Pietro, Maria Letizia, Giannetto, Antonino, Dupeyre, Gregory, Lainé, Philippe P, Nastasi, Francesco, Puntoriero, Fausto, Campagna, Sebastiano
Format: Article
Language:English
Subjects:
Adenine
Animals
Biochemistry
Biomaterials
Calf thymus
Cattle
Chemical Sciences
Chemistry
Deoxyribonucleic acid
DNA
DNA - analysis
DNA probes
DNA Probes - chemical synthesis
DNA Probes - chemistry
Electron transfer
Fluorescent Dyes - chemical synthesis
Fluorescent Dyes - chemistry
Guanine
Lab-on-a-chip
Molecular Structure
Optical Imaging
Other
Oxidation-Reduction
Physical Chemistry
Plant Sciences
Polynucleotides
Pyridinium Compounds - chemical synthesis
Pyridinium Compounds - chemistry
Spectroscopy, Near-Infrared
Substrates
Ultraviolet Rays
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Summary:We report on the light-switch behaviour of two head-to-tail expanded bipyridinium species as a function of their interaction with calf thymus DNA and polynucleotides. In particular, both DNA and polynucleotides containing exclusively adenine or guanine moieties quench the luminescence of the fused expanded bipyridinium species. This behaviour has been rationalized demonstrating that a reductive photoinduced electron transfer process takes place involving both adenine or guanine moieties. The charge separated state so produced recombines in the tens of picoseconds. These results could help in designing new organic substrates for application in DNA probing technology and lab on chip-based sensing systems. A luminescent bipyridinium fused species acts as sensitizer for photoinduced electron transfer involving adenine or guanine moieties in polynucleotides.
ISSN:1474-905X
1474-9092
DOI:10.1039/c9pp00418a