ArticleAnalytica chimica acta2008
ESI-MS characterization of a novel pyrrole-inosine nucleoside that interacts with guanine bases.
Article in Analytica chimica acta, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
What it found
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Who cites it
7 citing papers in PubMed, 19 citations in OpenAlex.
- Synthesis and Applications of Porphyrin-Biomacromolecule Conjugates.Frontiers in chemistry · 2021Review
- Modulation of DNA structure formation using small molecules.Biochimica et biophysica acta. Molecular cell research · 2019Review
- ESI mass spectrometric exploration of selective recognition of G-quadruplex in c-myb oncogene promoter using a novel flexible cyclic polyamide.Journal of the American Society for Mass Spectrometry · 2014Article
- Characterization of aziridinylbenzoquinone DNA cross-links by liquid chromatography-infrared multiphoton dissociation-mass spectrometry.Chemical research in toxicology · 2010Article
- Examination of the effect of the annealing cation on higher order structures containing guanine or isoguanine repeats.Chemistry (Weinheim an der Bergstrasse, Germany) · 2009Article
- Identifying nonspecific ligand binding in electrospray ionization mass spectrometry using the reporter molecule method.Journal of the American Society for Mass Spectrometry · 2009Article
- Evaluation of binding selectivities and affinities of platinum-based quadruplex interactive complexes by electrospray ionization mass spectrometry.Biopolymers · 2009Article
Corrections and comments
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Authors and funding
6 authors at 1 institution in 1 country.
Funding
Abstract
Based on binding studies undertaken by electrospray ionization-mass spectrometry, a synthetic pyrrole-inosine nucleoside, 1, capable of forming an extended three-point Hoogsteen-type hydrogen-bonding interaction with guanine, is shown to form specific complexes with two different quadruplex DNA structures [dTG(4)T](4) and d(T(2)G(4))(4) as well as guanine-rich duplex DNA. The binding interactions of two other analogs were evaluated in order to unravel the structural features that contribute to specific DNA recognition. The importance of the Hoogsteen interactions was confirmed through the absence of specific binding when the pyrrole NH hydrogen-bonding site was blocked or removed. While 2, with a large blocking group, was not found to interact with virtually any form of DNA, 3, with the pyrrole functionality missing, was found to interact non-specifically with several types of DNA. The specific binding of 1 to guanine-rich DNA emphasizes the necessity of careful ligand design for specific sequence recognition.
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Registered trials
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