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

Chemical Science
Alex ManicardiA Madder

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.

References

Sep 15, 1994·Biochemical Pharmacology·V V DemidovP E Nielsen
Jun 17, 1998·Nucleic Acids Research·J Liu, J S Taylor
Oct 20, 1998·Nucleic Acids Research·U GiesenP E Nielsen
Aug 5, 1997·Chemical Reviews·A. Prasanna de SilvaTerence E. Rice
Oct 2, 2003·Nature Biotechnology·T Gregory DrummondJacqueline K Barton
Dec 11, 2003·Microbiology and Molecular Biology Reviews : MMBR·Neema AgrawalSunil K Mukherjee
Mar 9, 2004·Molecular Biotechnology·Peter E Nielsen
Mar 17, 2006·Nature·Paul W K Rothemund
Dec 22, 2007·Chemical Reviews·Audrey SassolasLoïc J Blum
Jun 28, 2008·Organic Letters·Yoshinaga Yoshimura, Kenzo Fujimoto
Apr 22, 2009·Journal of the American Chemical Society·Zbigniew PianowskiNicolas Winssinger
Dec 18, 2010·Journal of the American Chemical Society·Marieke Op de Beeck, Annemieke Madder
Mar 4, 2011·Chemical Communications : Chem Comm·Katarzyna GorskaNicolas Winssinger
Mar 10, 2011·Angewandte Chemie·Anne ErbenOliver Seitz
Jun 16, 2012·Journal of the American Chemical Society·Marieke Op de Beeck, Annemieke Madder
Jul 26, 2012·Angewandte Chemie·Clara BriekeAlexander Heckel
May 2, 2013·Chemistry : a European Journal·Kalyan K Sadhu, Nicolas Winssinger
May 7, 2013·Journal of the American Chemical Society·Hiromu KashidaHiroyuki Asanuma
Nov 16, 2013·Journal of the American Chemical Society·Yizhou LiXiaoyu Li
Mar 29, 2014·Organic & Biomolecular Chemistry·Julia MichaelisOliver Seitz
Jul 25, 2014·Organic & Biomolecular Chemistry·Abhishek Singhal, Peter E Nielsen
Jul 30, 2014·Organic & Biomolecular Chemistry·Tobias A Plöger, Günter von Kiedrowski
Sep 6, 2014·ACS Chemical Biology·Abhishek SinghalPeter E Nielsen
Oct 16, 2014·Chemical Communications : Chem Comm·Tamsyn MontagnonGeorgios Vassilikogiannakis
Nov 11, 2014·The Journal of Physical Chemistry. B·Abdulla Al MasumSubrata Mukhopadhyay
Dec 17, 2014·Biosensors & Bioelectronics·Huanhuan ShiZhengchun Liu
May 8, 2015·Accounts of Chemical Research·Sofia Barluenga, Nicolas Winssinger
Jul 21, 2015·Journal of the American Chemical Society·Pascal K HarimechAntonios G Kanaras
Apr 27, 2016·Chemistry : a European Journal·Eirini AntonatouAnnemieke Madder
Jul 15, 2016·ACS Central Science·Laurent HoltzerNicolas Winssinger
Oct 26, 2016·Journal of Photochemistry and Photobiology. B, Biology·Abdulla Al MasumSubrata Mukhopadhyay
Jan 18, 2017·Langmuir : the ACS Journal of Surfaces and Colloids·Cinthya Véliz MontesRudolf J Schneider
Jan 19, 2017·Journal of the American Chemical Society·Dalu ChangNicolas Winssinger
Mar 28, 2017·Journal of the American Chemical Society·Willem A Velema, Eric T Kool
May 10, 2017·ChemMedChem·Margherita Di Pisa, Oliver Seitz
May 27, 2017·Analytical Biochemistry·Richard A HaackSergey Y Tetin
Sep 16, 2017·Organic & Biomolecular Chemistry·Eirini AntonatouAnnemieke Madder

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Citations

Jan 27, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Bonwoo KooKi Tae Kim

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Methods Mentioned

BETA
biosensors
biosensor
ELISA
electrophoresis

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