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

Publication date

2017-08-16

Authors

Gahtory, Digvijay
Murtola, Merita
Smulders, Maarten M J
Wennekes, TomORCID 0000-0002-2368-7728ISNI 0000000388114047
Zuilhof, Han
Strömberg, Roger
Albada, H.B.ISNI 0000000393831112

Editors

Advisors

Supervisors

Document Type

Article
Open Access logo

License

taverne

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.

Keywords

Azides, Benzothiazoles, Copper, DNA, Antisense, Molecular Probes, Peptide Nucleic Acids, Polymorphism, Single Nucleotide, Quinolines, Taverne

Citation

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, vol. 15, no. 32, pp. 6710-6714. https://doi.org/10.1039/c7ob01592e