Evidence map›Paper›PMID 19860481›Full record

ArticleJournal of the American Chemical Society2009

Selective labeling of living cells by a photo-triggered click reaction.

Andrei A Poloukhtine, Ngalle Eric Mbua, Margreet A Wolfert, Geert-Jan Boons, Vladimir V Popik

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 99 papers.

0numbers the graph read from it
0cells of the map it votes in
99citing papers in PubMed
13.7field-weighted citation impact, top 1% of its field
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

99 citing papers in PubMed, 397 citations in OpenAlex.

  1. Review
  2. Article
  3. Article
  4. Article
  5. Article
  6. Review
  7. Mechanism Inversion in Visible Light-Induced Photoclick Reactions.Journal of the American Chemical Society · 2025
    Article
  8. Photoactivatable Alkyne Tag for Photolabeling Biomolecules in Living Cells.Chembiochem : a European journal of chemical biology · 2025
    Article
  9. Not So Bioorthogonal Chemistry.Journal of the American Chemical Society · 2025
    Review
  10. Article
  11. Article
  12. Review
  13. Hydrogel biomaterials that stiffen and soften on demand reveal that skeletal muscle stem cells harbor a mechanical memory.Proceedings of the National Academy of Sciences of the United States of America · 2024
    Article
  14. Article
  15. Review
  16. Review
  17. Article
  18. Article
  19. Article
  20. Article

39 more citing papers are in PubMed but not listed here.

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 at 1 institution in 1 country.

Andrei A PoloukhtineDepartment of Chemistry, University of Georgia, Athens, Georgia 30602, USA.
Ngalle Eric Mbua
Margreet A Wolfert
Geert-Jan Boons
Vladimir V Popik
University of Georgia · US

Funding

Synthesis/Immunological Properties of Lewis AntigensR01CA088986 · NCI · UNIVERSITY OF GEORGIA (UGA) · PI BOONS, GEERT-JAN · 2002 to 2015
$4.6M
Synthetic Oligosaccharides for Probing Infection and Innate ImmunityR01GM061761 · NIGMS · UNIVERSITY OF GEORGIA (UGA) · PI BOONS, GEERT-JAN · 2000 to 2014
$4.5M
NCI NIH HHS R01 CA088986NCI NIH HHS R01 CA88986NIGMS NIH HHS R01 GM061761NIGMS NIH HHS R01 GM61761
6 · The paper itself

Abstract

Phototriggering of the metal-free azide to acetylene cycloaddition reaction was achieved by masking the triple bond of dibenzocyclooctynes as cyclopropenone. Such masked cyclooctynes do not react with azides in the dark. Irradiation of cyclopropenones results in the efficient (Phi(355) = 0.33) and clean regeneration of the corresponding dibenzocyclooctynes, which then undergo facile catalyst-free cycloadditions with azides to give corresponding triazoles under ambient conditions. In situ light activation of a cyclopropenone linked to biotin made it possible to label living cells expressing glycoproteins containing N-azidoacetyl-sialic acid. The cyclopropenone-based phototriggered click chemistry offers exciting opportunities to label living organisms in a temporally and spatially controlled manner and may facilitate the preparation of microarrays.

Indexed as

PhotochemistryCyclopropanesHumansJurkat CellsMagnetic Resonance SpectroscopyCyclopropanescyclopropenone

Identifiers

PMID19860481
PMCPMC2776736
OpenAlexW1987334051

What OpenQuestion holds

Textmetadata
LicenceTDM
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.