A1 Journal article – refereed
2,6-Dimercuriphenol as a Bifacial Dinuclear Organometallic Nucleobase




List of Authors: Ukale Dattatraya, Lönnberg Tuomas
Publisher: Wiley - V C H Verlag GmbH & Co. KGaA
Publication year: 2018
Journal: Angewandte Chemie International Edition
Volume number: 57
Issue number: 49
eISSN: 1521-3773

Abstract

A C-nucleoside having 2,6-dimercuriphenol as the base moiety has been synthesized and incorporated into an oligonucleotide. NMR and UV melting experiments revealed the ability of this bifacial organometallic nucleobase surrogate to form stable dinuclear HgII-mediated base triples with adenine, cytosine, and thymine (or uracil) in solution as well as within a triple-helical oligonucleotide. A single HgII-mediated base triple between 2,6-dimercuriphenol and two thymines increased both Hoogsteen and Watson–Crickmelting temperatures of a 15-mer pyrimidine·purine*pyrimidine triple helix by more than 10 oC relative to an unmodified triple helix of the same length. This novel binding mode could be exploited in targeting certain pathogenic nucleic acids as well as in DNA nanotechnology.


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Last updated on 2019-29-01 at 12:51