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Potent triple helix stabilization by 5?,3?-modified triplex-forming oligonucleotides

Potent triple helix stabilization by 5?,3?-modified triplex-forming oligonucleotides
Potent triple helix stabilization by 5?,3?-modified triplex-forming oligonucleotides
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.
anthraquinone, dna recognition, dna, pyrene, triple helix
1439-4227
1839-1851
Ben Gaied, Nouha
e97c4e6d-2eaf-4c2b-8b42-f82ac35671ff
Zhao, Zhengyun
fdc7f812-c529-4680-8fe2-fdb0e6fc134e
Gerrard, Simon R.
4ed7b304-42c2-497a-b00d-5ac8a1bedd24
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Ben Gaied, Nouha
e97c4e6d-2eaf-4c2b-8b42-f82ac35671ff
Zhao, Zhengyun
fdc7f812-c529-4680-8fe2-fdb0e6fc134e
Gerrard, Simon R.
4ed7b304-42c2-497a-b00d-5ac8a1bedd24
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89

Ben Gaied, Nouha, Zhao, Zhengyun, Gerrard, Simon R., Fox, Keith R. and Brown, Tom (2009) Potent triple helix stabilization by 5?,3?-modified triplex-forming oligonucleotides. ChemBioChem, 10 (11), 1839-1851. (doi:10.1002/cbic.200900232). (PMID:19554592)

Record type: Article

Abstract

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.

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More information

Published date: 20 July 2009
Keywords: anthraquinone, dna recognition, dna, pyrene, triple helix

Identifiers

Local EPrints ID: 146671
URI: http://eprints.soton.ac.uk/id/eprint/146671
ISSN: 1439-4227
PURE UUID: 7a444f59-7586-433b-9fd6-74abf7e8ac96
ORCID for Keith R. Fox: ORCID iD orcid.org/0000-0002-2925-7315

Catalogue record

Date deposited: 22 Apr 2010 08:33
Last modified: 14 Mar 2024 02:33

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Contributors

Author: Nouha Ben Gaied
Author: Zhengyun Zhao
Author: Simon R. Gerrard
Author: Keith R. Fox ORCID iD
Author: Tom Brown

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