G-quadruplex induced stabilization by 2'-deoxy-2'-fluoro-D-arabinonucleic acids (2'F-ANA). Peng, C. G. & Damha, M. J Nucleic acids research, 35(15):4977–88, January, 2007.
Paper doi abstract bibtex The impact of 2'-deoxy-2'-fluoroarabinonucleotide residues (2'F-araN) on different G-quadruplexes derived from a thrombin-binding DNA aptamer d(G2T2G2TGTG2T2G2), an anti-HIV phosphorothioate aptamer PS-d(T2G4T2) and a DNA telomeric sequence d(G4T4G4) via UV thermal melting (T(m)) and circular dichroism (CD) experiments has been investigated. Generally, replacement of deoxyguanosines that adopt the anti conformation (anti-guanines) with 2'F-araG can stabilize G-quartets and maintain the quadruplex conformation, while replacement of syn-guanines with 2'F-araG is not favored and results in a dramatic switch to an alternative quadruplex conformation. It was found that incorporation of 2'F-araG or T residues into a thrombin-binding DNA G-quadruplex stabilizes the complex (DeltaT(m) up to approximately +3 degrees C/2'F-araN modification); 2'F-araN units also increased the half-life in 10% fetal bovine serum (FBS) up to 48-fold. Two modified thrombin-binding aptamers (PG13 and PG14) show an approximately 4-fold increase in binding affinity to thrombin, as assessed via a nitrocellulose filter binding assay, both with increased thermal stability (approximately 1 degrees C/2'F-ANA modification increase in T(m)) and nuclease resistance (4-7-fold) as well. Therefore, the 2'-deoxy-2'-fluoro-d-arabinonucleic acid (2'F-ANA) modification is well suited to tune (and improve) the physicochemical and biological properties of naturally occurring DNA G-quartets.
@article{Peng2007,
title = {G-quadruplex induced stabilization by 2'-deoxy-2'-fluoro-{D}-arabinonucleic acids (2'{F}-{ANA}).},
volume = {35},
issn = {1362-4962},
url = {http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=1976452&tool=pmcentrez&rendertype=abstract},
doi = {10.1093/nar/gkm520},
abstract = {The impact of 2'-deoxy-2'-fluoroarabinonucleotide residues (2'F-araN) on different G-quadruplexes derived from a thrombin-binding DNA aptamer d(G2T2G2TGTG2T2G2), an anti-HIV phosphorothioate aptamer PS-d(T2G4T2) and a DNA telomeric sequence d(G4T4G4) via UV thermal melting (T(m)) and circular dichroism (CD) experiments has been investigated. Generally, replacement of deoxyguanosines that adopt the anti conformation (anti-guanines) with 2'F-araG can stabilize G-quartets and maintain the quadruplex conformation, while replacement of syn-guanines with 2'F-araG is not favored and results in a dramatic switch to an alternative quadruplex conformation. It was found that incorporation of 2'F-araG or T residues into a thrombin-binding DNA G-quadruplex stabilizes the complex (DeltaT(m) up to approximately +3 degrees C/2'F-araN modification); 2'F-araN units also increased the half-life in 10\% fetal bovine serum (FBS) up to 48-fold. Two modified thrombin-binding aptamers (PG13 and PG14) show an approximately 4-fold increase in binding affinity to thrombin, as assessed via a nitrocellulose filter binding assay, both with increased thermal stability (approximately 1 degrees C/2'F-ANA modification increase in T(m)) and nuclease resistance (4-7-fold) as well. Therefore, the 2'-deoxy-2'-fluoro-d-arabinonucleic acid (2'F-ANA) modification is well suited to tune (and improve) the physicochemical and biological properties of naturally occurring DNA G-quartets.},
number = {15},
journal = {Nucleic acids research},
author = {Peng, Chang Geng and Damha, Masad J},
month = jan,
year = {2007},
pmid = {17636049},
keywords = {\#nosource, Aptamers, Arabinonucleotides, Arabinonucleotides: chemistry, Circular Dichroism, DNA, DNA: chemistry, Deoxyribonucleases, Deoxyribonucleases: metabolism, G-Quadruplexes, Guanine, Guanine: chemistry, Models, Molecular, Nucleic Acid Conformation, Nucleotide, Nucleotide: chemistry, Nucleotide: metabolism, Telomere, Telomere: chemistry},
pages = {4977--88},
}
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Generally, replacement of deoxyguanosines that adopt the anti conformation (anti-guanines) with 2'F-araG can stabilize G-quartets and maintain the quadruplex conformation, while replacement of syn-guanines with 2'F-araG is not favored and results in a dramatic switch to an alternative quadruplex conformation. It was found that incorporation of 2'F-araG or T residues into a thrombin-binding DNA G-quadruplex stabilizes the complex (DeltaT(m) up to approximately +3 degrees C/2'F-araN modification); 2'F-araN units also increased the half-life in 10% fetal bovine serum (FBS) up to 48-fold. Two modified thrombin-binding aptamers (PG13 and PG14) show an approximately 4-fold increase in binding affinity to thrombin, as assessed via a nitrocellulose filter binding assay, both with increased thermal stability (approximately 1 degrees C/2'F-ANA modification increase in T(m)) and nuclease resistance (4-7-fold) as well. Therefore, the 2'-deoxy-2'-fluoro-d-arabinonucleic acid (2'F-ANA) modification is well suited to tune (and improve) the physicochemical and biological properties of naturally occurring DNA G-quartets.","number":"15","journal":"Nucleic acids research","author":[{"propositions":[],"lastnames":["Peng"],"firstnames":["Chang","Geng"],"suffixes":[]},{"propositions":[],"lastnames":["Damha"],"firstnames":["Masad","J"],"suffixes":[]}],"month":"January","year":"2007","pmid":"17636049","keywords":"#nosource, Aptamers, Arabinonucleotides, Arabinonucleotides: chemistry, Circular Dichroism, DNA, DNA: chemistry, Deoxyribonucleases, Deoxyribonucleases: metabolism, G-Quadruplexes, Guanine, Guanine: chemistry, Models, Molecular, Nucleic Acid Conformation, Nucleotide, Nucleotide: chemistry, Nucleotide: metabolism, Telomere, Telomere: chemistry","pages":"4977–88","bibtex":"@article{Peng2007,\n\ttitle = {G-quadruplex induced stabilization by 2'-deoxy-2'-fluoro-{D}-arabinonucleic acids (2'{F}-{ANA}).},\n\tvolume = {35},\n\tissn = {1362-4962},\n\turl = {http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=1976452&tool=pmcentrez&rendertype=abstract},\n\tdoi = {10.1093/nar/gkm520},\n\tabstract = {The impact of 2'-deoxy-2'-fluoroarabinonucleotide residues (2'F-araN) on different G-quadruplexes derived from a thrombin-binding DNA aptamer d(G2T2G2TGTG2T2G2), an anti-HIV phosphorothioate aptamer PS-d(T2G4T2) and a DNA telomeric sequence d(G4T4G4) via UV thermal melting (T(m)) and circular dichroism (CD) experiments has been investigated. 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