A1 Refereed original research article in a scientific journal
5-Mercuricytosine: An Organometallic Janus Nucleobase
Authors: Ukale D, Shinde VS, Lönnberg T
Publisher: WILEY-V C H VERLAG GMBH
Publication year: 2016
Journal: Chemistry - A European Journal
Journal name in source: CHEMISTRY-A EUROPEAN JOURNAL
Journal acronym: CHEM-EUR J
Volume: 22
Issue: 23
First page : 7917
Last page: 7923
Number of pages: 7
ISSN: 0947-6539
eISSN: 1521-3765
DOI: https://doi.org/10.1002/chem.201600851
Abstract
The base-pairing properties of 5-mercuricytosine have been explored at the monomer level by NMR titrations and at the oligonucleotide level by melting temperature measurements. The NMR studies revealed a relatively high affinity for guanine, hypoxanthine, and uridine, that is, bases that are deprotonated upon coordination of Hg-II. Within an oligonucleotide duplex, 5-mercuricytosine formed Hg-II-mediated base pairs with thymine and guanine. In the former case, the duplex formed was as stable as the respective duplex comprising solely Watson-Crick base pairs. Based on detailed thermodynamic analysis of the melting curves, the stabilization by the Hg-II-mediated base pairs may be attributed to a comparatively low entropic penalty of hybridization.
The base-pairing properties of 5-mercuricytosine have been explored at the monomer level by NMR titrations and at the oligonucleotide level by melting temperature measurements. The NMR studies revealed a relatively high affinity for guanine, hypoxanthine, and uridine, that is, bases that are deprotonated upon coordination of Hg-II. Within an oligonucleotide duplex, 5-mercuricytosine formed Hg-II-mediated base pairs with thymine and guanine. In the former case, the duplex formed was as stable as the respective duplex comprising solely Watson-Crick base pairs. Based on detailed thermodynamic analysis of the melting curves, the stabilization by the Hg-II-mediated base pairs may be attributed to a comparatively low entropic penalty of hybridization.
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