2′-aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation


Lou, Chenguang, Shelbourne, Montserrat, Fox, Keith R. and Brown, Tom (2011) 2′-aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation. Chemistry - A European Journal, 17, (52), 14851-14856. (doi:10.1002/chem.201102287).

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Description/Abstract

The phosphoramidite monomer of the C-nucleoside 2′-aminoethoxy-2-amino-3-methylpyridine (AE-MAP) has been synthesized for the first time and incorporated into triplex-forming oligonucleotides (TFOs). Ultraviolet melting and DNase I footprinting studies show that AE-MAP is a potent triplex-stabilizing monomer that is selective for GC base pairs. TFOs containing AE-MAP bind with high affinity to duplexes but only weakly to single stranded DNA. In addition, AE-MAP confers high nuclease resistance on oligonucleotides. TFOs containing AE-MAP have potential for gene knock-out and gene expression studies.

Item Type: Article
ISSNs: 0947-6539 (print)
1521-3765 (electronic)
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Subjects: Q Science > QD Chemistry
Divisions: Faculty of Natural and Environmental Sciences > Biological Sciences > Molecular & Cellular
ePrint ID: 206549
Date Deposited: 22 Dec 2011 16:32
Last Modified: 27 Mar 2014 19:49
URI: http://eprints.soton.ac.uk/id/eprint/206549

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