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      Anti-HIV activity of new higher order G-quadruplex aptamers obtained from tetra-end-linked oligonucleotides.

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          Abstract

          By combining the ability of short G-rich oligodeoxyribonucleotides (ODNs) containing the sequence 5'CGGA3' to form higher order G-quadruplex (G4) complexes with the tetra-end-linked (TEL) concept to produce aptamers targeting the HIV envelope glycoprotein 120 (gp120), three new TEL-ODNs (1-3) having the sequence 5'CGGAGG3' were synthesized with the aim of studying the effect of G4 dimerization on their anti-HIV activity. Furthermore, in order to investigate the effect of the groups at the 5' position, the 5' ends of 1-3 were left uncapped (1) or capped with either the lipophilic dimethoxytrityl (DMT) (2) or the hydrophilic glucosyl-4-phosphate (3) moieties. The here reported results demonstrate that only the DMT-substituted TEL-ODN 2 is effective in protecting human MT-4 cell cultures from HIV infection (76% max protection), notwithstanding all the three new aptamers proved to be capable of forming stable higher order dimeric G4s when annealed in K+-containing buffer, thus suggesting that the recognition of a hydrophobic pocket on the target glycoprotein by the aptamers represents a main structural feature for triggering their anti-HIV activity.

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          Author and article information

          Journal
          Org Biomol Chem
          Organic & biomolecular chemistry
          Royal Society of Chemistry (RSC)
          1477-0539
          1477-0520
          March 28 2018
          : 16
          : 13
          Affiliations
          [1 ] Department of Pharmacy, University of Naples Federico II, Via Domenico Montesano 49, 80131, Napoli, Italy. nicola.borbone@unina.it.
          [2 ] Department of Molecular Medicine and Medical Biotechnologies, University of Naples Federico II, Napoli, Italy.
          [3 ] Department of Chemical Sciences, University of Naples Federico II, Napoli, Italy.
          [4 ] KU Leuven, Department of Microbiology and Immunology, Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, Herestraat 49, B-3000 Leuven, Belgium.
          Article
          10.1039/C7OB02346D
          29543291
          ccd5caae-7689-4612-962d-39446441c319
          History

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