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

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Abstract

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.

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Gahtory, D., Murtola, M., Smulders, M. M. J., Wennekes, T., Zuilhof, H., Strömberg, R., & Albada, B. (2017). Facile functionalization of peptide nucleic acids (PNAs) for antisense and single nucleotide polymorphism detection. Organic and Biomolecular Chemistry, 15(32), 6710–6714. https://doi.org/10.1039/c7ob01592e

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