A Metal-mediated Base Pair That Discriminates Between the Canonical Pyrimidine Nucleobases

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2017 Apr 29

PMID 28451274

Citations 9

Authors

Biswarup Jash

Philipp Scharf

Nikolas Sandmann

Celia Fonseca Guerra

Dominik A Megger

Jens Muller

Affiliations

Soon will be listed here.

Abstract

A nucleoside analogue comprising the ligand 1-imidazo[4,5-][1,10]phenanthroline () 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 and cytosine, whereas the presence of Ag strongly destabilizes nucleic acids comprising an artificial base pair between 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.

Citing Articles

6-Pyrazolylpurine and its deaza derivatives as nucleobases for silver(I)-mediated base pairing with pyrimidines.

Escher D, Schafer T, Hebenbrock M, Muller J J Biol Inorg Chem. 2023; 28(8):791-803.

PMID: 37982840 PMC: 10687122. DOI: 10.1007/s00775-023-02022-0.

Synthesis of Oligonucleotides Containing Trans Mitomycin C DNA Adducts at N of Adenine and N of Guanine.

Zacarias O, Petrovic A, Abzalimov R, Pradhan P, Champeil E Chemistry. 2021; 27(57):14263-14272.

PMID: 34319608 PMC: 8516704. DOI: 10.1002/chem.202102338.

Dynamic Structure and Stability of DNA Duplexes Bearing a Dinuclear Hg(II)-Mediated Base Pair.

Bachmann J, Schonrath I, Muller J, Doltsinis N Molecules. 2020; 25(21).

PMID: 33114568 PMC: 7663159. DOI: 10.3390/molecules25214942.

Nucleobase Pair-Metal Dimer/Dinuclear Metal Cation Interaction: A Theoretical Study.

Srivastava R ACS Omega. 2020; 5(30):18808-18817.

PMID: 32775882 PMC: 7408194. DOI: 10.1021/acsomega.0c01931.

Silver(I) Coordination in Silver(I)-Mediated Homo Base Pairs of 6-Pyrazolylpurine in DNA Duplexes Involves the Watson-Crick Edge.

Escher D, Muller J Chemistry. 2020; 26(68):16043-16048.

PMID: 32627879 PMC: 7756626. DOI: 10.1002/chem.202002803.

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