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Potent Triple Helix Stabilization by 5′,3′‐Modified Triplex‐Forming Oligonucleotides
Author(s) -
Ben Gaied Nouha,
Zhao Zhengyun,
Gerrard Simon R.,
Fox Keith R.,
Brown Tom
Publication year - 2009
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.200900232
Subject(s) - oligonucleotide , triple helix , duplex (building) , combinatorial chemistry , chemistry , pyrene , selectivity , solid phase synthesis , stereochemistry , dna , biophysics , biochemistry , peptide , organic chemistry , biology , catalysis
Anthraquinone and pyrene analogues attached to the 3′ and/or 5′ termini of triplex‐forming oligonucleotides (TFOs) by various linkers increased the stability of parallel triple helices. The modifications are simple to synthesize and can be introduced during standard solid‐phase oligonucleotide synthesis. Potent triplex stability was achieved by using doubly modified TFOs, which in the most favourable cases gave an increase in melting temperature of 30 °C over the unmodified counterparts and maintained their selectivity for the correct target duplex. Such TFOs can produce triplexes with melting temperatures of 40 °C at pH 7 even though they do not contain any triplexstabilizing base analogues. These studies have implications for the design of triplex‐forming oligonucleotides for use in biology and nanotechnology.