ArticleNucleic acids research2011
A multifunctional bioconjugate module for versatile photoaffinity labeling and click chemistry of RNA.
Article in Nucleic acids research, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed, 54 citations in OpenAlex.
- Azidocoumarin Glycan Probes for Photoinduced Cross-Linking and In Situ Fluorescent Labeling.Bioconjugate chemistry · 2026Article
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- Quick Access to Nucleobase-Modified Phosphoramidites for the Synthesis of Oligoribonucleotides Containing Post-Transcriptional Modifications and Epitranscriptomic Marks.The Journal of organic chemistry · 2022Article
- The role of polymeric chains as a protective environment for improving the stability and efficiency of fluorogenic peptide substrates.Scientific reports · 2022Article
- Amine-to-Azide Conversion on Native RNA via Metal-Free Diazotransfer Opens New Avenues for RNA Manipulations.Angewandte Chemie (International ed. in English) · 2021Article
- Amine-to-Azide Conversion on Native RNA via Metal-Free Diazotransfer Opens New Avenues for RNA Manipulations.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2021Article
- Synthesis of Nucleobase-Modified RNA Oligonucleotides by Post-Synthetic Approach.Molecules (Basel, Switzerland) · 2020Review
- Ribonucleic Acid Sequence Characterization by Negative Electron Transfer Dissociation Mass Spectrometry.Analytical chemistry · 2020Article
- NAIL-MS in E. coli Determines the Source and Fate of Methylation in tRNA.Chembiochem : a European journal of chemical biology · 2018Article
- Detection of nucleic acid modifications by chemical reagents.RNA biology · 2017Review
- The RNA methyltransferase Dnmt2 methylates DNA in the structural context of a tRNA.RNA biology · 2017Article
- Label-free, direct localization and relative quantitation of the RNA nucleobase methylations m6A, m5C, m3U, and m5U by top-down mass spectrometry.Nucleic acids research · 2017Article
- Detecting RNA modifications in the epitranscriptome: predict and validate.Nature reviews. Genetics · 2017Review
- Diverse Mechanisms of Sulfur Decoration in Bacterial tRNA and Their Cellular Functions.Biomolecules · 2017Review
- Capture and sequencing of NAD-capped RNA sequences with NAD captureSeq.Nature protocols · 2017Article
- Nucleotidyl transferase assisted DNA labeling with different click chemistries.Nucleic acids research · 2015Article
- Remarkable acceleration of a DNA/RNA inter-strand functionality transfer reaction to modify a cytosine residue: the proximity effect via complexation with a metal cation.Nucleic acids research · 2014Article
- Partial methylation at Am100 in 18S rRNA of baker's yeast reveals ribosome heterogeneity on the level of eukaryotic rRNA modification.PloS one · 2014Article
- 5'-deoxy-5'-hydrazinylguanosine as an initiator of T7 Rna polymerase-catalyzed transcriptions for the preparation of labeling-ready RNAs.Nucleosides, nucleotides & nucleic acids · 2013Article
Corrections and comments
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Authors and funding
5 authors at 3 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
A multifunctional reagent based on a coumarin scaffold was developed for derivatization of naive RNA. The alkylating agent N3BC [7-azido-4-(bromomethyl)coumarin], obtained by Pechmann condensation, is selective for uridine. N3BC and its RNA conjugates are pre-fluorophores which permits controlled modular and stepwise RNA derivatization. The success of RNA alkylation by N3BC can be monitored by photolysis of the azido moiety, which generates a coumarin fluorophore that can be excited with UV light of 320 nm. The azidocoumarin-modified RNA can be flexibly employed in structure-function studies. Versatile applications include direct use in photo-crosslinking studies to cognate proteins, as demonstrated with tRNA and RNA fragments from the MS2 phage and the HIV genome. Alternatively, the azide function can be used for further derivatization by click-chemistry. This allows e.g. the introduction of an additional fluorophore for excitation with visible light.
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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.