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, pp. 1351-1359. (doi:10.1021/bc060194t).

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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
Digital Object Identifier (DOI): doi:10.1021/bc060194t
ISSNs: 1043-1802 (print)
Subjects:
ePrint ID: 56009
Date :
Date Event
2 September 2006Published
Date Deposited: 07 Aug 2008
Last Modified: 16 Apr 2017 17:42
Further Information:Google Scholar
URI: http://eprints.soton.ac.uk/id/eprint/56009

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