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2,6-Dimercuriphenol as a Bifacial Dinuclear Organometallic Nucleobase




TekijätUkale Dattatraya, Lönnberg Tuomas

KustantajaWiley - V C H Verlag GmbH & Co. KGaA

Julkaisuvuosi2018

JournalAngewandte Chemie International Edition

Vuosikerta57

Numero49

Aloitussivu16171

Lopetussivu16175

Sivujen määrä5

ISSN1433-7851

eISSN1521-3773

DOIhttps://doi.org/10.1002/anie.201809398

Rinnakkaistallenteen osoitehttps://research.utu.fi/converis/portal/detail/Publication/36856765


Tiivistelmä

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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