ArticleChemistry (Weinheim an der Bergstrasse, Germany)2009
Examination of the effect of the annealing cation on higher order structures containing guanine or isoguanine repeats.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed, 25 citations in OpenAlex.
- Exploring RNA G-Quadruplex Stability in the Gas Phase: Insights from Native Mass Spectrometry.ChemPlusChem · 2026Article
- Heteromeric guanosine (G)-quadruplex derived antenna modules with directional energy transfer.Nanoscale · 2023Article
- Bright G-Quadruplex Nanostructures Functionalized with Porphyrin Lanterns.Journal of the American Chemical Society · 2019Article
- Highly Improved Electrospray Ionization-Mass Spectrometry Detection of G-Quadruplex-Folded Oligonucleotides and Their Complexes with Small Molecules.Analytical chemistry · 2017Article
- Heme activation by DNA: isoguanine pentaplexes, but not quadruplexes, bind heme and enhance its oxidative activity.Nucleic acids research · 2015Article
- Native electrospray mass spectrometry of DNA G-quadruplexes in potassium solution.Journal of the American Society for Mass Spectrometry · 2014Article
- Supramolecular ring structures of 7-methylguanine: a computational study of its self-assembly and anion binding.Molecules (Basel, Switzerland) · 2012Article
Corrections and comments
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Authors and funding
5 authors at 4 institutions in 1 country.
Funding
Abstract
Isoguanine (2-oxo-6-amino-guanine), a natural but non-standard base, exhibits unique self-association properties compared to its isomer, guanine, and results in formation of different higher order DNA structures. In this work, the higher order structures formed by oligonucleotides containing guanine repeats or isoguanine repeats after annealing in solutions containing various cations are evaluated by electrospray ionization mass spectrometry (ESI-MS) and circular dichroism (CD) spectroscopy. The guanine-containing strand (G9) consistently formed quadruplexes upon annealing, whereas the isoguanine strand (Ig9) formed both pentaplexes and quadruplexes depending on the annealing cation. Quadruplex formation with G9 showed some dependence on the identity of the cation present during annealing with high relative quadruplex formation detected with six of ten cations. Analogous annealing experiments with Ig9 resulted in complex formation with all ten cations, and the majority of the resulting complexes were pentaplexes. CD results indicated most of the original complexes survived the desalting process necessary for ESI-MS analysis. In addition, several complexes, especially the pentaplexes, were found to be capable of cation exchange with ammonium ions. Ab initio calculations were conducted for isoguanine tetrads and pentads coordinated with all ten cations to predict the most energetically stable structures of the complexes in the gas phase. The observed preference of forming quadruplexes versus pentaplexes as a function of the coordinated cation can be interpreted by the calculated reaction energies of both the tetrads and pentads in combination with the distortion energies of tetrads.
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