Evidence map›Paper›PMID 32180306›Full record

ArticleAngewandte Chemie (International ed. in English)2020

Conditional Copper-Catalyzed Azide-Alkyne Cycloaddition by Catalyst Encapsulation.

Tobias G Brevé, Mike Filius, Can Araman, Michelle P van der Helm, Peter-Leon Hagedoorn, Chirlmin Joo, Sander I van Kasteren, Rienk Eelkema

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

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.

2 · The registry

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.

3 · Its place in the literature

Who cites it

10 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Transient Host-Guest Complexation To Control Catalytic Activity.Journal of the American Chemical Society · 2022
    Article
  5. Article
  6. Tuneable Control of Organocatalytic Activity through Host-Guest Chemistry.Angewandte Chemie (International ed. in English) · 2021
    Article
  7. Article
  8. Article
  9. A Bioorthogonal Small Molecule Selective Polymeric "Clickase".Journal of the American Chemical Society · 2020
    Article
  10. Conditional Copper-Catalyzed Azide-Alkyne Cycloaddition by Catalyst Encapsulation.Angewandte Chemie (International ed. in English) · 2020
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors.

Tobias G BrevéDepartment of Chemical Engineering, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.
Mike FiliusDepartment of BioNanoScience, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.
Can AramanLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.
Michelle P van der HelmDepartment of Chemical Engineering, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.
Peter-Leon HagedoornDepartment of Biotechnology, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.
Chirlmin JooDepartment of BioNanoScience, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.
Sander I van KasterenLeiden Institute of Chemistry, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.
Rienk EelkemaDepartment of Chemical Engineering, Delft University of Technology, van der Maasweg 9, 2629 HZ, Delft, The Netherlands.ORCID 0000-0002-2626-6371

Funding

European Research Council 639005
6 · The paper itself

Abstract

Supramolecular encapsulation is known to alter chemical properties of guest molecules. We have applied this strategy of molecular encapsulation to temporally control the catalytic activity of a stable copper(I)-carbene catalyst. Encapsulation of the copper(I)-carbene catalyst by the supramolecular host cucurbit[7]uril (CB[7]) resulted in the complete inactivation of a copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. The addition of a chemical signal achieved the near instantaneous activation of the catalyst, by releasing the catalyst from the inhibited CB[7] catalyst complex. To broaden the scope of our on-demand CuAAC reaction, we demonstrated the protein labeling of vinculin with the copper(I)-carbene catalyst, to inhibit its activity by encapsulation with CB[7] and to initiate labeling at any moment by adding a specific signal molecule. Ultimately, this strategy allows for temporal control over copper-catalyzed click chemistry, on small molecules as well as protein targets.

Indexed as

catalysisclick chemistrycucurbit[n]urilhost-guest systemsprotein labeling

Identifiers

PMID32180306
PMCPMC7318279

What OpenQuestion holds

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Registered trials

None linked

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.