ArticleBeilstein journal of organic chemistry2014
Expanding the scope of cyclopropene reporters for the detection of metabolically engineered glycoproteins by Diels-Alder reactions.
Article in Beilstein journal of organic chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 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
13 citing papers in PubMed.
- Design rules for bioorthogonal glycan-based tools.The Biochemical journal · 2026Review
- Metabolic Glycan Labeling of Cancer Cells Using Variably Acetylated Monosaccharides.Bioconjugate chemistry · 2022Article
- An Advanced 'clickECM' That Can be Modified by the Inverse-Electron-Demand Diels-Alder Reaction.Chembiochem : a European journal of chemical biology · 2022Article
- Advances in chemical probing of proteinChemical Society reviews · 2021Review
- Metabolic Glycoengineering with Azide- and Alkene-Modified Hexosamines: Quantification of Sialic Acid Levels.Chembiochem : a European journal of chemical biology · 2021Article
- Application of the Inverse-Electron-Demand Diels-Alder Reaction for Metabolic Glycoengineering.Frontiers in chemistry · 2021Review
- Metabolic precision labeling enables selective probing of O-linkedProceedings of the National Academy of Sciences of the United States of America · 2020Article
- Cyclopropene derivatives of aminosugars for metabolic glycoengineering.Beilstein journal of organic chemistry · 2019Article
- Chemical Reporters and Their Bioorthogonal Reactions for Labeling ProteinMolecules (Basel, Switzerland) · 2018Review
- Strain-Promoted Cycloaddition of Cyclopropenes with o-Quinones: A Rapid Click Reaction.Angewandte Chemie (International ed. in English) · 2018Article
- Bio-orthogonal Fluorescent Labelling of Biopolymers through Inverse-Electron-Demand Diels-Alder Reactions.Chembiochem : a European journal of chemical biology · 2017Review
- Deciphering the Functions of Protein O-GlcNAcylation with Chemistry.ACS chemical biology · 2017Review
- Advances in cell surface glycoengineering reveal biological function.Glycobiology · 2016Review
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Monitoring glycoconjugates has been tremendously facilitated by the development of metabolic oligosaccharide engineering. Recently, the inverse-electron-demand Diels-Alder reaction between methylcyclopropene tags and tetrazines has become a popular ligation reaction due to the small size and high reactivity of cyclopropene tags. Attaching the cyclopropene tag to mannosamine via a carbamate linkage has made the reaction even more efficient. Here, we expand the application of cyclopropene tags to N-acylgalactosamine and N-acylglucosamine derivatives enabling the visualization of mucin-type O-glycoproteins and O-GlcNAcylated proteins through Diels-Alder chemistry. Whereas the previously reported cyclopropene-labeled N-acylmannosamine derivative leads to significantly higher fluorescence staining of cell-surface glycoconjugates, the glucosamine derivative gave higher labeling efficiency with protein preparations containing also intracellular proteins.
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.