Journal
ANALYTICA CHIMICA ACTA
Volume 1030, Issue -, Pages 133-141Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.aca.2018.04.071
Keywords
Controlled Pore Glass; G-quadruplex; Hairpin duplex; Affinity chromatography; Conformation-selective ligand; Confocal microscopy
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Funding
- Italian Association for Cancer Research [16730, 17037, 18695]
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Target selectivity is one of the main challenges in the search for small molecules able to act as effective and non-toxic anticancer and/or antiviral drugs. To achieve this goal, handy, rapid and reliable High Throughput Screening methodologies are needed. We here describe a novel functionalization for the solid phase synthesis of oligonucleotides on Controlled Pore Glass, including a flexible hexaethylene glycol spacer linking the first nucleoside through the nucleobase via a covalent bond stable to the final deprotection step. This allowed us preparing fully deprotected oligonucleotides still covalently attached to their supports. In detail, on this support we performed both the on-line synthesis of different secondary structure-forming oligonucleotides and the affinity chromatography-based screenings of conformation-selective G-quadruplex ligands. By using a fluorescent core-extended naphthalene diimide with different emitting response upon binding to sequences folding into G-quadruplexes of different topologies, we have been able to discriminate not only G-quadruplex vs. duplex DNA structures, but also different G-quadruplex conformations on the glass beads by confocal microscopy. (C) 2018 Elsevier B.V. All rights reserved.
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