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

J. Biswarup; P. Scharf; N. Sandmann; C. Fonseca Guerra; D. Megger; J. Muller

doi:10.1039/C6Sc03482A

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

J. Biswarup, P. Scharf, N. Sandmann, C. Fonseca Guerra, D. Megger, J. Muller

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Research output: Contribution to Journal › Article › Academic › peer-review

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.

Original language	English
Article number	online
Pages (from-to)	1337-1343
Number of pages	7
Journal	Chemical Science
Volume	2017
Issue number	2
DOIs	https://doi.org/10.1039/C6Sc03482A
Publication status	Published - 2017

Funding

Support by COST Action CM1105, the DFG (SFB 858), and the NWO is gratefully acknowledged. Biswarup Jash is a recipient of an NRW Graduate School of Chemistry fellowship. We thank Prof. Bart Jan Ravoo for access to the fluorescence spectrometer and Dipl.-Ing. Jutta Kösters for solving the crystal structure.

Funders	Funder number
European Cooperation in Science and Technology	CM1105
Deutsche Forschungsgemeinschaft	SFB 858
Nederlandse Organisatie voor Wetenschappelijk Onderzoek

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1039/C6Sc03482A

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title = "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.",

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AU - Megger, D.

AU - Muller, J.

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AB - 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.

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

Abstract

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UN SDGs

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CCDC 1489603: Experimental Crystal Structure Determination

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

Abstract

Funding

UN SDGs

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Datasets

CCDC 1489603: Experimental Crystal Structure Determination

Cite this