ArticleNucleic acids research2014
Sugar-modified G-quadruplexes: effects of LNA-, 2'F-RNA- and 2'F-ANA-guanosine chemistries on G-quadruplex structure and stability.
Article in Nucleic acids research, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Article
- Modulating G-quadruplexes for therapeutic intervention: Structural diversity, stability, and emerging nucleic-acid-based strategies.Molecular therapy. Nucleic acids · 2026Review
- Direct targeting of C9ORF72 repeat RNA with fluorinated antisense oligonucleotides.Nucleic acids research · 2026Article
- G4 Oligonucleotide-Based Chaperones of Heterogeneous Nuclear Ribonucleoprotein A1.International journal of molecular sciences · 2025Article
- Modified Bis-pyrimidine Clamps for Triplex Formation and Their Use in SARS-CoV‑2 Detection.ACS omega · 2025Article
- Article
- Impact of a Single Nucleotide Change or Non-Nucleoside Modifications in G-Rich Region on the Quadruplex-Duplex Hybrid Formation.Biomolecules · 2021Article
- Article
- Locked nucleic acid building blocks as versatile tools for advanced G-quadruplex design.Nucleic acids research · 2020Article
- Chemical Modification of Aptamers for Increased Binding Affinity in Diagnostic Applications: Current Status and Future Prospects.International journal of molecular sciences · 2020Review
- Sugar Puckering Drives G-Quadruplex Refolding: Implications for V-Shaped Loops.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- In What Ways Do Synthetic Nucleotides and Natural Base Lesions Alter the Structural Stability of G-Quadruplex Nucleic Acids?Journal of nucleic acids · 2017Review
- Stabilization of i-motif structures by 2'-β-fluorination of DNA.Nucleic acids research · 2016Article
- Xanthine and 8-oxoguanine in G-quadruplexes: formation of a G·G·X·O tetrad.Nucleic acids research · 2015Article
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3 authors.
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Abstract
G-quadruplex-forming oligonucleotides containing modified nucleotide chemistries have demonstrated promising pharmaceutical potential. In this work, we systematically investigate the effects of sugar-modified guanosines on the structure and stability of a (4+0) parallel and a (3+1) hybrid G-quadruplex using over 60 modified sequences containing a single-position substitution of 2'-O-4'-C-methylene-guanosine ((LNA)G), 2'-deoxy-2'-fluoro-riboguanosine ((F)G) or 2'-deoxy-2'-fluoro-arabinoguanosine ((FANA)G). Our results are summarized in two parts: (I) Generally, (LNA)G substitutions into 'anti' position guanines within a guanine-tetrad lead to a more stable G-quadruplex, while substitutions into 'syn' positions disrupt the native G-quadruplex conformation. However, some interesting exceptions to this trend are observed. We discover that a (LNA)G modification upstream of a short propeller loop hinders G-quadruplex formation. (II) A single substitution of either (F)G or (FANA)G into a 'syn' position is powerful enough to perturb the (3+1) G-quadruplex. Substitution of either (F)G or (FANA)G into any 'anti' position is well tolerated in the two G-quadruplex scaffolds. (FANA)G substitutions to 'anti' positions are better tolerated than their (F)G counterparts. In both scaffolds, (FANA)G substitutions to the central tetrad layer are observed to be the most stabilizing. The observations reported herein on the effects of (LNA)G, (F)G and (FANA)G modifications on G-quadruplex structure and stability will enable the future design of pharmaceutically relevant oligonucleotides.
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