ArticleACS chemical biology2014
Click modification of RNA at adenosine: structure and reactivity of 7-ethynyl- and 7-triazolyl-8-aza-7-deazaadenosine in RNA.
Article in ACS chemical biology, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
20 citing papers in PubMed, 32 citations in OpenAlex.
- RNA chemistry and therapeutics.Nature reviews. Drug discovery · 2025Review
- NMR structures and magnetic force spectroscopy studies of small molecules binding to models of an RNA CAG repeat expansion.bioRxiv : the preprint server for biology · 2024Article
- Innate immune regulations and various siRNA modalities.Drug delivery and translational research · 2023Review
- Modified Nucleotides for Chemical and Enzymatic Synthesis of Therapeutic RNA.Current medicinal chemistry · 2023Article
- Therapeutic siRNA: State-of-the-Art and Future Perspectives.BioDrugs : clinical immunotherapeutics, biopharmaceuticals and gene therapy · 2022Review
- Asymmetric dimerization of adenosine deaminase acting on RNA facilitates substrate recognition.Nucleic acids research · 2020Article
- Chemical Profiling of A-to-I RNA Editing Using a Click-Compatible Phenylacrylamide.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Therapeutic siRNA: state of the art.Signal transduction and targeted therapy · 2020Review
- A Bump-Hole Approach for Directed RNA Editing.Cell chemical biology · 2019Article
- Controlling miRNA-like off-target effects of an siRNA with nucleobase modifications.Organic & biomolecular chemistry · 2017Article
- Vinyluridine as a Versatile Chemoselective Handle for the Post-transcriptional Chemical Functionalization of RNA.Bioconjugate chemistry · 2017Article
- DNA editing in DNA/RNA hybrids by adenosine deaminases that act on RNA.Nucleic acids research · 2017Article
- Unusual Base-Pairing Interactions in Monomer-Template Complexes.ACS central science · 2016Article
- Structures of human ADAR2 bound to dsRNA reveal base-flipping mechanism and basis for site selectivity.Nature structural & molecular biology · 2016Article
- Synthesis and evaluation of an alkyne-modified ATP analog for enzymatic incorporation into RNA.Bioorganic & medicinal chemistry letters · 2016Article
- A versatile toolbox for posttranscriptional chemical labeling and imaging of RNA.Nucleic acids research · 2016Article
- A Fluorescent Adenosine Analogue as a Substrate for an A-to-I RNA Editing Enzyme.Angewandte Chemie (International ed. in English) · 2015Article
- Intermolecular 'cross-torque': the N4-cytosine propargyl residue is rotated to the 'CH'-edge as a result of Watson-Crick interaction.Nucleic acids research · 2015Article
- Base modification strategies to modulate immune stimulation by an siRNA.Chembiochem : a European journal of chemical biology · 2015Article
- Recognition of duplex RNA by the deaminase domain of the RNA editing enzyme ADAR2.Nucleic acids research · 2015Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
Ribonucleoside analogues bearing terminal alkynes, including 7-ethynyl-8-aza-7-deazaadenosine (7-EAA), are useful for RNA modification applications. However, although alkyne- and triazole-bearing ribonucleosides are in widespread use, very little information is available on the impact of these modifications on RNA structure. By solving crystal structures for RNA duplexes containing these analogues, we show that, like adenosine, 7-EAA and a triazole derived from 7-EAA base pair with uridine and are well-accommodated within an A-form helix. We show that copper-catalyzed azide/alkyne cycloaddition (CuAAC) reactions with 7-EAA are sensitive to the RNA secondary structure context, with single-stranded sites reacting faster than duplex sites. 7-EAA and its triazole products are recognized in RNA template strands as adenosine by avian myoblastosis virus reverse transcriptase. In addition, 7-EAA in RNA is a substrate for an active site mutant of the RNA editing adenosine deaminase, ADAR2. These studies extend our understanding of the impact of these novel nucleobase analogues and set the stage for their use in probing RNA structure and metabolism.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.