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


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).

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Description/Abstract

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.

Item Type: Article
Digital Object Identifier (DOI): doi:10.1021/bc0601875
ISSNs: 1043-1802 (print)
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ePrint ID: 56677
Date :
Date Event
November 2006Published
Date Deposited: 07 Aug 2008
Last Modified: 16 Apr 2017 17:41
Further Information:Google Scholar
URI: http://eprints.soton.ac.uk/id/eprint/56677

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