Recognition of Triple Helical Nucleic Acids by Aminoglycosides

ISSN: 1875-5992 (Online)
ISSN: 1871-5206 (Print)

Volume 17, 14 Issues, 2017

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Anti-Cancer Agents in Medicinal Chemistry

Formerly: Current Medicinal Chemistry - Anti-Cancer Agents

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Michelle Prudhomme
Institut de Chimie de Clermont-Ferrand
Université Clermont Auvergne

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Recognition of Triple Helical Nucleic Acids by Aminoglycosides

Anti-Cancer Agents in Medicinal Chemistry, 5(4): 327-338.

Author(s): H. Xi and D P Arya.

Affiliation: Department of Chemistry,Clemson university, Clemson, South Carolina 29634, USA.


Aminoglycosides, traditional RNA binders, were found to be a new class of triple helical nucleic acidstabilizing ligands. Neomycin, of all the aminoglycosides, has shown the most significant effects in stabilizing DNA, RNA, and hybrid triple helices. When compared with minor groove binders or intercalators, neomycin excels at triple helical stabilization in most cases. Molecular modeling studies suggest that neomycin reaches into the larger Watson- Hoogsteen groove. The charge and shape complementarity are the key factors in neomycin-triplex recognition. By conjugating neomycin with intercalators such as BQQ (a potent triple helix intercalating agent designed by Hélène), we have progressed in developing more potent triple helix stabilizing ligands. The design of such dual or even triple recognition ligands opens a new paradigm for recognition of triple helix nucleic acids. The article herein presents studies of neomycin as the first molecule that can selectively stabilize nucleic acid triplex structures. These studies are supported by our recent discovery that neomycin prefers to bind to A-like conformations, of which triple helix structures are known to display some characteristics. These findings will contribute to the development of a new series of triplex-specific ligands, and may contribute to either antisense or antigene therapies.


neomycin, aminoglycosides, neomycin-bqq, watson-hoogsteen groove, groove binder, intercalator, a-form nucleic acid, triple helix, polynucleotide and triplex-forming oligonucleotide.

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Article Details

Volume: 5
Issue Number: 4
First Page: 327
Last Page: 338
Page Count: 12
DOI: 10.2174/1568011054222328
Price: $58

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