2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

Chenguang Lou; Montserrat Shelbourne; Keith R. Fox; Tom Brown

2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

Chenguang Lou, Montserrat Shelbourne, Keith R. Fox, Tom Brown

University of Southampton

Research output: Contribution to journal › Journal article › Research › peer-review

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.

Original language	English
Journal	Chemistry - A European Journal
Volume	17
Issue number	52
Pages (from-to)	14851-14856
Number of pages	6
ISSN	1521-3765
Publication status	Published - Dec 2011
Externally published	Yes

Cite this

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title = "2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation",

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.",

author = "Chenguang Lou and Montserrat Shelbourne and Fox, {Keith R.} and Tom Brown",

year = "2011",

month = dec,

language = "English",

volume = "17",

pages = "14851--14856",

journal = "Chemistry - A European Journal",

issn = "1521-3765",

publisher = "Wiley",

number = "52",

}

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. et al.
In: Chemistry - A European Journal, Vol. 17, No. 52, 12.2011, p. 14851-14856.

Research output: Contribution to journal › Journal article › Research › peer-review

TY - JOUR

T1 - 2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

AU - Lou, Chenguang

AU - Shelbourne, Montserrat

AU - Fox, Keith R.

AU - Brown, Tom

PY - 2011/12

Y1 - 2011/12

N2 - 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.

AB - 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.

M3 - Journal article

SN - 1521-3765

VL - 17

SP - 14851

EP - 14856

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 52

ER -

2 '-Aminoethoxy-2-amino-3-methylpyridine in Triplex-Forming Oligonucleotides: High Affinity, Selectivity and Resistance to Enzymatic Degradation

Abstract

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