2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.

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-stabi...

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Main Authors: Lou, C, Shelbourne, M, Fox, K, Brown, T
Format: Journal article
Published: 2011
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author Lou, C
Shelbourne, M
Fox, K
Brown, T
author_facet Lou, C
Shelbourne, M
Fox, K
Brown, T
author_sort Lou, C
collection OXFORD
description 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. Copyright © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
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spelling oxford-uuid:5a9cd310-1090-4eca-850f-5f4227925c612022-03-26T17:16:49Z2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:5a9cd310-1090-4eca-850f-5f4227925c61Symplectic Elements at Oxford2011Lou, CShelbourne, MFox, KBrown, TThe 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. Copyright © 2011 WILEY-VCH Verlag GmbH and Co. KGaA, Weinheim.
spellingShingle Lou, C
Shelbourne, M
Fox, K
Brown, T
2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title 2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title_full 2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title_fullStr 2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title_full_unstemmed 2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title_short 2'-Aminoethoxy-2-amino-3-methylpyridine in triplex-forming oligonucleotides: high affinity, selectivity and resistance to enzymatic degradation.
title_sort 2 aminoethoxy 2 amino 3 methylpyridine in triplex forming oligonucleotides high affinity selectivity and resistance to enzymatic degradation
work_keys_str_mv AT louc 2aminoethoxy2amino3methylpyridineintriplexformingoligonucleotideshighaffinityselectivityandresistancetoenzymaticdegradation
AT shelbournem 2aminoethoxy2amino3methylpyridineintriplexformingoligonucleotideshighaffinityselectivityandresistancetoenzymaticdegradation
AT foxk 2aminoethoxy2amino3methylpyridineintriplexformingoligonucleotideshighaffinityselectivityandresistancetoenzymaticdegradation
AT brownt 2aminoethoxy2amino3methylpyridineintriplexformingoligonucleotideshighaffinityselectivityandresistancetoenzymaticdegradation