Facile functionalization of peptide nucleic acids (PNAs) for antisense and single nucleotide polymorphism detection

In this report, we show how a convenient on-resin copper-click functionalization of azido-functionalized peptide nucleic acids (PNAs) allows various PNA-based detection strategies. Firstly, a thiazole orange (TO) clicked PNA probe facilitates a binary readout when combined with F/Q labeled DNA, givi...

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Veröffentlicht in:Organic & biomolecular chemistry 2017, Vol.15 (32), p.6710-6714
Hauptverfasser: Gahtory, Digvijay, Murtola, Merita, Smulders, Maarten M J, Wennekes, Tom, Zuilhof, Han, Strömberg, Roger, Albada, Bauke
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Sprache:eng
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Zusammenfassung:In this report, we show how a convenient on-resin copper-click functionalization of azido-functionalized peptide nucleic acids (PNAs) allows various PNA-based detection strategies. Firstly, a thiazole orange (TO) clicked PNA probe facilitates a binary readout when combined with F/Q labeled DNA, giving increased sensitivity for antisense detection. Secondly, our TO-PNA conjugate also allows single nucleotide polymorphism detection. Since antisense detection is also possible in the absence of the TO label, our sensing platform based on azido-d-ornithine containing PNA even allows for additional and more advanced functionalization and sensing strategies.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/c7ob01592e