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Bifacial Base‐Pairing Behaviors of 5‐Hydroxyuracil DNA Bases through Hydrogen Bonding and Metal Coordination
Author(s) -
Takezawa Yusuke,
Nishiyama Kotaro,
Mashima Tsukasa,
Katahira Masato,
Shionoya Mitsuhiko
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502772
Subject(s) - nucleobase , lanthanide , base pair , hydrogen bond , metal , chemistry , dna , duplex (building) , crystallography , metal ions in aqueous solution , ligand (biochemistry) , base (topology) , ion , pairing , stereochemistry , molecule , organic chemistry , biochemistry , physics , mathematical analysis , receptor , mathematics , superconductivity , quantum mechanics
A novel bifacial ligand‐bearing nucleobase, 5‐hydroxyuracil ( U OH ), which forms both a hydrogen‐bonded base pair ( U OH –A) and a metal‐mediated base pair ( U OH –M– U OH ) has been developed. The U OH –M– U OH base pairs were quantitatively formed in the presence of lanthanide ions such as Gd III when U OH – U OH pairs were consecutively incorporated into DNA duplexes. This result established metal‐assisted duplex stabilization as well as DNA‐templated assembly of lanthanide ions. Notably, a duplex possessing U OH –A base pairs was destabilized by addition of Gd III ions. This observation suggests that the hybridization behaviors of the U OH ‐containing DNA strands are altered by metal complexation. Thus, the U OH nucleobase with a bifacial base‐pairing property holds great promise as a component for metal‐responsive DNA materials.