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Expanding the Potential of G‐Quadruplex Structures: Formation of a Heterochiral TBA Analogue
Author(s) -
Virgilio Antonella,
Varra Michela,
Scuotto Maria,
Capuozzo Antonella,
Irace Carlo,
Mayol Luciano,
Esposito Veronica,
Galeone Aldo
Publication year - 2014
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.201300775
Subject(s) - g quadruplex , antiparallel (mathematics) , aptamer , chemistry , enantioselective synthesis , stereochemistry , combinatorial chemistry , catalysis , biochemistry , dna , biology , physics , quantum mechanics , magnetic field , genetics
In order to expand the potential applications of G‐quadruplex structures, we explored the ability of heterochiral oligodeoxynucleotides based on the thrombin‐binding aptamer (TBA) sequence to fold into similar complexes, with particular focus on their resistance in biological environments. A combination of CD and NMR techniques was used. Similarly to TBA, the ODN ggTTggtgtggTTgg (lower case letters indicate L residues) is able to fold into a chair‐like antiparallel G‐quadruplex structure, but has a slightly higher thermal stability. The discovery that heterochiral ODNs are able to form stable G‐quadruplex structures opens up new possibilities for their development in several fields, as aptamers, sensors and, as recently shown, as catalysts for enantioselective reactions.