Issue 43, 2020

Visible-light triggered templated ligation on surface using furan-modified PNAs

Abstract

Oligonucleotide-templated reactions are frequently exploited for target detection in biosensors and for the construction of DNA-based materials and probes in nanotechnology. However, the translation of the specifically used template chemistry from solution to surfaces, with the final aim of achieving highly selective high-throughput systems, has been difficult to reach and therefore, poorly explored. Here, we show the first example of a visible light-triggered templated ligation on a surface, employing furan-modified peptide nucleic acids (PNAs). Tailored photo-oxidation of the pro-reactive furan moiety is ensured by the simultaneous introduction of a weak photosensitizer as well as a nucleophilic moiety in the reacting PNA strand. This allows one to ensure a localized production of singlet oxygen for furan activation, which is not affected by probe dilution or reducing conditions. Simple white light irradiation in combination with target-induced proximity between reactive functionalities upon recognition of a short 22mer DNA or RNA sequence that functions as a template, allows sensitive detection of nucleic acid targets in a 96 well plate format.

Graphical abstract: Visible-light triggered templated ligation on surface using furan-modified PNAs

Supplementary files

Article information

Article type
Edge Article
Submitted
03 Sep 2020
Accepted
02 Oct 2020
First published
09 Oct 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2020,11, 11729-11739

Visible-light triggered templated ligation on surface using furan-modified PNAs

A. Manicardi, E. Cadoni and A. Madder, Chem. Sci., 2020, 11, 11729 DOI: 10.1039/D0SC04875E

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