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Triplex staples: DNA double-strand cross-linking at internal and terminal sites using psoralen-containing triplex-forming oligonucleotides

Record type: Article

A method has been developed to attach 4'-(hydroxymethyl)-4,5',8-trimethylpsoralen to the 5 position of thymine bases during solid-phase oligonucleotide synthesis. UV irradiation of triplex-forming oligonucleotides (TFOs) containing internally attached psoralens produces photoadducts at TpA steps within target duplexes, thus relaxing the constraints on selection of psoralen target sequences. Photoreaction of TFOs containing two psoralens, located at the 5'- and 3'-ends, has been used to create double-strand cross-links (triplex staples) at both termini of the TFO. Such complexes have no free single-stranded ends. TFOs containing 4'-(hydroxymethyl)-4,5',8-trimethyl-psoralen, 3-methyl-2-aminopyridine, and 5-(3-aminoprop-2-ynyl)deoxyuridine formed photoadducts with target duplexes under near-physiological conditions.

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Citation

Li, Hong, Broughton-Head, Victoria J., Peng, Guomei, Powers, Vicki E.C., Ovens, Matthew J., Fox, Keith R.. and Brown, Tom (2006) Triplex staples: DNA double-strand cross-linking at internal and terminal sites using psoralen-containing triplex-forming oligonucleotides Bioconjugate Chemistry, 17, (6), pp. 1561-1567. (doi:10.1021/bc0601875).

More information

Published date: November 2006

Identifiers

Local EPrints ID: 56677
URI: http://eprints.soton.ac.uk/id/eprint/56677
ISSN: 1043-1802
PURE UUID: 52fac2db-3e67-47ea-872f-a7b8dd9a5d3a
ORCID for Keith R.. Fox: ORCID iD orcid.org/0000-0002-2925-7315

Catalogue record

Date deposited: 07 Aug 2008
Last modified: 17 Jul 2017 14:30

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Contributors

Author: Hong Li
Author: Victoria J. Broughton-Head
Author: Guomei Peng
Author: Vicki E.C. Powers
Author: Matthew J. Ovens
Author: Keith R.. Fox ORCID iD
Author: Tom Brown

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