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• W1922101093 endingPage "gkv826" @default.
• W1922101093 startingPage "gkv826" @default.
• W1922101093 abstract "G-quadruplexes are four-stranded structures built from stacked G-tetrads (G·G·G·G), which are planar cyclical assemblies of four guanine bases interacting through Hoogsteen hydrogen bonds. A G-quadruplex containing a single guanine analog substitution, such as 8-oxoguanine (O) or xanthine (X), would suffer from a loss of a Hoogsteen hydrogen bond within a G-tetrad and/or potential steric hindrance. We show that a proper arrangement of O and X bases can reestablish the hydrogen-bond pattern within a G·G·X·O tetrad. Rational incorporation of G·G·X·O tetrads in a (3+1) G-quadruplex demonstrated a similar folding topology and thermal stability to that of the unmodified G-quadruplex. pH titration conducted on X·O-modified G-quadruplexes indicated a protonation-deprotonation equilibrium of X with a pKa ∼6.7. The solution structure of a G-quadruplex containing a G·G·X·O tetrad was determined, displaying the same folding topology in both the protonated and deprotonated states. A G-quadruplex containing a deprotonated X·O pair was shown to exhibit a more electronegative groove compared to that of the unmodified one. These differences are likely to manifest in the electronic properties of G-quadruplexes and may have important implications for drug targeting and DNA-protein interactions." @default.
• W1922101093 created "2016-06-24" @default.
• W1922101093 creator A5000158284 @default.
• W1922101093 creator A5000984724 @default.
• W1922101093 creator A5001054363 @default.
• W1922101093 creator A5010553710 @default.
• W1922101093 date "2015-09-22" @default.
• W1922101093 modified "2023-09-27" @default.
• W1922101093 title "Xanthine and 8-oxoguanine in G-quadruplexes: formation of a G·G·X·O tetrad" @default.
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• W1922101093 doi "https://doi.org/10.1093/nar/gkv826" @default.
• W1922101093 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/4666386" @default.
• W1922101093 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26400177" @default.
• W1922101093 hasPublicationYear "2015" @default.
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