Issue 2, 2017

A metal-mediated base pair that discriminates between the canonical pyrimidine nucleobases

Abstract

A nucleoside analogue comprising the ligand 1H-imidazo[4,5-f][1,10]phenanthroline (P) was applied to develop a molecular beacon capable of discriminating the canonical nucleobases cytosine and thymine. The beacon is based on the formation of a stable Ag+-mediated base pair between P and cytosine, whereas the presence of Ag+ strongly destabilizes nucleic acids comprising an artificial base pair between P and thymine. Metal-mediated base pair formation was investigated by temperature-dependent UV spectroscopy and CD spectroscopy and complemented by extensive DFT calculations. The molecular beacon significantly extends the application spectrum of nucleic acids with metal-mediated base pairs. It is of potential use in the detection of single-nucleotide polymorphisms.

Graphical abstract: A metal-mediated base pair that discriminates between the canonical pyrimidine nucleobases

Supplementary files

Article information

Article type
Edge Article
Submitted
04 Aug 2016
Accepted
12 Oct 2016
First published
12 Oct 2016
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., 2017,8, 1337-1343

A metal-mediated base pair that discriminates between the canonical pyrimidine nucleobases

B. Jash, P. Scharf, N. Sandmann, C. Fonseca Guerra, D. A. Megger and J. Müller, Chem. Sci., 2017, 8, 1337 DOI: 10.1039/C6SC03482A

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