Evidence map›Paper›PMID 23642228›Full record

ArticleBioconjugate chemistry2013

Imaging cell surface glycosylation in vivo using "double click" chemistry.

André A Neves, Henning Stöckmann, Yelena A Wainman, Joe C-H Kuo, Sarah Fawcett, Finian J Leeper, Kevin M Brindle

Open access · hybridAbstract read
In one paragraph

Article in Bioconjugate chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing papers in PubMed
7.0field-weighted citation impact, top 3% 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

24 citing papers in PubMed, 71 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Tetrazine bioorthogonal chemistry derivedFrontiers in molecular biosciences · 2022
    Review
  7. Chemical science · 2021
    Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Imaging Tumor Metabolism to Assess Disease Progression and Treatment Response.Clinical cancer research : an official journal of the American Association for Cancer Research · 2016
    Review
  13. Review
  14. Imaging Glycosylation In Vivo by Metabolic Labeling and Magnetic Resonance Imaging.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2016
    Article
  15. Imaging Glycosylation In Vivo by Metabolic Labeling and Magnetic Resonance Imaging.Angewandte Chemie (International ed. in English) · 2016
    Article
  16. Bioorthogonal Click Chemistry-Based Synthetic Cell Glue.Small (Weinheim an der Bergstrasse, Germany) · 2015
    Article
  17. Systemic Fluorescence Imaging of Zebrafish Glycans with Bioorthogonal Chemistry.Angewandte Chemie (International ed. in English) · 2015
    Article
  18. Article
  19. Design strategies for bioorthogonal smart probes.Organic & biomolecular chemistry · 2014
    Review
  20. 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 at 2 institutions in 2 countries.

André A NevesCancer Research U.K., Cambridge Institute, Li Ka Shing Centre, Robinson Way, Cambridge CB2 0RE, UK.
Henning Stöckmann
Yelena A Wainman
Joe C-H Kuo
Sarah Fawcett
Finian J Leeper
Kevin M Brindle
University of Cambridge · GBCancer Research UK · GB

Funding

Cancer Research UK 6934
6 · The paper itself

Abstract

Dynamic alterations in cell surface glycosylation occur in numerous biological processes that involve cell-cell communication and cell migration. We report here imaging of cell surface glycosylation in live mice using double click chemistry. Cell surface glycans were metabolically labeled using peracetylated azido-labeled N-acetylgalactosamine and then reacted, in the first click reaction, with either a cyclooctyne, in a Huisgen [3 + 2] cycloaddition, or with a Staudinger phosphine, via Staudinger ligation. The second click reaction was a [4 + 2] inverse electron demand Diels-Alder reaction between a trans-cyclooctene and a tetrazine, where the latter reagent had been fluorescently labeled with a far-red fluorophore. After administration of the fluorescent tetrazine, the bifunctional cyclooctyne-cyclooctene produced significant azido sugar-dependent fluorescence labeling of tumor, kidney, liver, spleen, and small intestine in vivo, where the kidney and tumor could be imaged noninvasively in the live mouse.

Indexed as

PolysaccharidesAcetylgalactosamineAnimalsAzidesClick ChemistryCyclizationCyclooctanesFemaleGlycosylationHumansMiceMice, Inbred BALB CMice, NudeMolecular StructureNeoplasmsTumor Cells, CulturedAcetylgalactosamineAzidesCyclooctanesPolysaccharides

Identifiers

PMID23642228
PMCPMC3687584
OpenAlexW1968044038

What OpenQuestion holds

Textmetadata
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.