Directing quadruplex-stabilizing drugs to the telomere: Synthesis and properties of acridine - Oligonucleotide conjugates


Casals, J., Debethune, L., Alvarez, K., Risitano, A., Fox, K.R., Grandas, A. and Pedroso, E. (2006) Directing quadruplex-stabilizing drugs to the telomere: Synthesis and properties of acridine - Oligonucleotide conjugates. Bioconjugate Chemistry, 17, 1351-1359. (doi:10.1021/bc060194t).

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Original Publication URL: http://dx.doi.org/10.1021/bc060194t

Description/Abstract

Conjugates containing quadruplex-stabilizing acridines linked to oligonucleotides that are complementary to the G-rich human telomere sequence were synthesized. Acylation of 3,6-diaminoacridine followed by two Michael reactions provided derivatives suitable for conjugation, which were coupled to resin-linked amine-modified oligonucleotides by activating the carboxyl group with pentafluorophenyl 4-nitrobenzenesulfonate. After deprotection with aqueous ammonia at room temperature, conjugates incorporating different acridines, linkers, and oligonucleotide sequences were obtained. These were tested for their ability to stabilize intramolecular DNA quadruplexes that are based on the human telomeric repeat sequence (GGGTTA)n.

Item Type: Article
ISSNs: 1043-1802 (print)
Related URLs:
Subjects: Q Science > Q Science (General)
R Medicine > R Medicine (General)
Divisions: University Structure - Pre August 2011 > School of Biological Sciences
ePrint ID: 56009
Date Deposited: 07 Aug 2008
Last Modified: 27 Mar 2014 18:38
URI: http://eprints.soton.ac.uk/id/eprint/56009

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