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Targeting DNA with Triplexes

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Abstract:

The formation of intermolecular DNA triple helices offers the possibility of designing compounds with extensive sequence recognition properties which may be useful as antigene agents or tools in molecular biology. In these structures a third strand oligonucleotide binds in the DNA major groove, making specific contacts with substituents on the exposed faces of the base pairs. Although triplexes form with exquisite specificity their use suffers from several drawbacks. Two limitations of this approach, which are considered in this review are, firstly that conditions of low pH are necessary for formation of the C +l GC triplet, and secondly that these structures are often less stable than their duplex counterparts. This review outlines the strategies that have been employed to overcome these drawbacks. The pH problem is addressed by considering the various DNA base analogues that have been used to recognise GC base pairs in a pH independent fashion, and discusses the benefits and limitations of each analogue. Triplex stability can be increased by using novel base analogues, backbone modifications and the use of triplex-specific binding ligands.

Keywords: DNA helix; G rich oligonucleotides; Purine analogues; RNA triple helices; Tethered DNA binding agents; antigene agents; antiparallel triplexes; base stacking; cytosine protonation; intercalators; intermolecular DNA triple elices; methylphosphonates; modified DNA sugars; naphthylquinoline derivatives; phosphorothioates; pyrimidine analogues; self association; sequence recognition; spermine; tethered triplex binding ligands; triplexes

Document Type: Review Article

DOI: https://doi.org/10.2174/0929867003375506

Publication date: 2000-01-01

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  • Current Medicinal Chemistry covers all the latest and outstanding developments in medicinal chemistry and rational drug design. Each issue contains a series of timely in-depth reviews written by leaders in the field covering a range of the current topics in medicinal chemistry. Current Medicinal Chemistry is an essential journal for every medicinal chemist who wishes to be kept informed and up-to-date with the latest and most important developments.
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