Evidence map›Paper›PMID 31245251›Full record

ArticleChemPlusChem2019

Bioorthogonal Fluorescence Turn-On Labeling Based on Bicyclononyne-Tetrazine Cycloaddition Reactions that Form Pyridazine Products.

Sebastian J Siegl, Juraj Galeta, Rastislav Dzijak, Martin Dračínský, Milan Vrabel

Abstract read
In one paragraph

Article in ChemPlusChem, 2019. 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. Azo-Povarov Cycloaddition ofThe Journal of organic chemistry · 2026
    Article
  3. Article
  4. Article
  5. Synthesis of CThe Journal of organic chemistry · 2024
    Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. 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

5 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
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

Fluorogenic bioorthogonal reactions enable visualization of biomolecules with excellent signal-to-noise ratio. A bicyclononyne-tetrazine ligation that produces fluorescent pyridazine products has been developed. In stark contrast to previous approaches, the formation of the dye is an inherent result of the chemical reaction and no additional fluorophores are needed in the reagents. The crucial structural elements that determine dye formation are electron-donating groups present in the starting tetrazine unit. The newly formed pyridazine fluorophores show interesting photophysical properties the fluorescence intensity increase in the reaction can reach an excellent 900-fold. Model imaging experiments demonstrate the application potential of this new fluorogenic bioorthogonal reaction.

Indexed as

Bridged Bicyclo CompoundsCell Line, TumorCycloaddition ReactionFluorescent DyesHeterocyclic Compounds, 1-RingHumansMicroscopy, ConfocalPyridazinesBridged Bicyclo CompoundsFluorescent DyesHeterocyclic Compounds, 1-RingPyridazinescyclic alkynescycloaddition reactionsDiels-Alder reactionsfluorogenic probestetrazines

Identifiers

PMID31245251
PMCPMC6582594

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.