A1 Vertaisarvioitu alkuperäisartikkeli tieteellisessä lehdessä
1,8-Dimercuri-6-Phenyl-1H-Carbazole as a Monofacial Dinuclear Organometallic Nucleobase
Tekijät: Dattatraya Uttam Ukale, Petri Tähtinen, Tuomas Lönnberg
Kustantaja: WILEY-V C H VERLAG GMBH
Julkaisuvuosi: 2020
Journal: Chemistry - A European Journal
Lehden akronyymi: CHEM-EUR J
Vuosikerta: 26
Numero: 10
Aloitussivu: 2164
Lopetussivu: 2168
Sivujen määrä: 5
ISSN: 0947-6539
eISSN: 1521-3765
DOI: https://doi.org/10.1002/chem.201905434
Verkko-osoite: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.201905434
Rinnakkaistallenteen osoite: https://research.utu.fi/converis/portal/detail/Publication/46030720
A C-nucleoside with 6-phenyl-1H-carbazole as the base moiety has been synthesized and incorporated in the middle of an oligonucleotide. Mercuration of this modified residue at positions 1 and 8 gave the first example of an oligonucleotide featuring a monofacial dinuclear organometallic nucleobase. The dimercurated oligonucleotide formed stable duplexes with unmodified oligonucleotides placing either cytosine, guanine, or thymine opposite to the organometallic nucleobase. A highly stabilizing (Delta T-m=7.3 degrees C) Hg-II-mediated base pair was formed with thymine. According to DFT calculations performed at the PDE0DH level of theory, this base pair is most likely dinuclear, with the two Hg-II ions coordinated to O2 and O4 of the thymine base.
Ladattava julkaisu This is an electronic reprint of the original article. |