Evidence map›Paper›PMID 30561884›Full record

ArticleChembiochem : a European journal of chemical biology2019

An Extended Approach for the Development of Fluorogenic trans-Cyclooctene-Tetrazine Cycloadditions.

Sebastian J Siegl, Juraj Galeta, Rastislav Dzijak, Arcadio Vázquez, Miguel Del Río-Villanueva, Martin Dračínský, Milan Vrabel

Abstract read
In one paragraph

Article in Chembiochem : a European journal of chemical biology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Review
  5. Recent Advances in Bioorthogonal Ligation and Bioconjugation.Topics in current chemistry (Cham) · 2023
    Review
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
  11. Flow Photochemical Syntheses ofIsrael journal of chemistry · 2020
    Article
  12. Article
  13. 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

7 authors.

Sebastian J SieglInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0001-9802-5174
Juraj GaletaInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0002-7729-1825
Rastislav DzijakInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0003-1141-7736
Arcadio VázquezInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0001-5593-5434
Miguel Del Río-VillanuevaInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.
Martin DračínskýInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0002-4495-0070
Milan VrabelInstitute of Organic Chemistry and Biochemistry of the, Czech Academy of Sciences, Flemingovo nám. 2, 166 10, Prague, Czech Republic.ORCID 0000-0001-6633-4351

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Inverse-electron-demand Diels-Alder (iEDDA) cycloaddition between 1,2,4,5-tetrazines and strained dienophiles belongs among the most popular bioconjugation reactions. In addition to its fast kinetics, this cycloaddition can be tailored to produce fluorescent products from non-fluorescent starting materials. Here we show that even the reaction intermediates formed in iEDDA cycloaddition can lead to the formation of new types of fluorophores. The influence of various substituents on their photophysical properties and the generality of the approach with use of various trans-cyclooctene derivatives were studied. Model bioimaging experiments demonstrate the application potential of fluorogenic iEDDA cycloaddition.

Indexed as

Cycloaddition ReactionCyclooctanesFluorescent DyesHeLa CellsHeterocyclic Compounds, 1-RingHeterocyclic Compounds, 2-RingHumansMicroscopy, ConfocalMicroscopy, FluorescenceCyclooctanesFluorescent DyesHeterocyclic Compounds, 1-RingHeterocyclic Compounds, 2-Ringbioorthogonal chemistryclick chemistrycycloadditionheterocyclestetrazines

Identifiers

PMID30561884
PMCPMC6471176

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
Read underepoch 390

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.