Evidence map›Paper›PMID 23991754›Full record

ArticleJournal of the American Chemical Society2013

Enhanced aqueous Suzuki-Miyaura coupling allows site-specific polypeptide 18F-labeling.

Zhanghua Gao, Véronique Gouverneur, Benjamin G Davis

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.

0numbers the graph read from it
0cells of the map it votes in
31citing 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

31 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Broad-scope Syntheses of [Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  6. Article
  7. Article
  8. Closing the gap betweenEJNMMI radiopharmacy and chemistry · 2021
    Review
  9. Review
  10. Artificial Organelles: Towards Adding or Restoring Intracellular Activity.Chembiochem : a European journal of chemical biology · 2021
    Review
  11. Article
  12. Suzuki-Miyaura Cross-Coupling of Bromotryptophan Derivatives at Ambient Temperature.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    Article
  13. Journal of the American Chemical Society · 2020
    Article
  14. Concepts of Catalysis in Site-Selective Protein Modifications.Journal of the American Chemical Society · 2019
    Review
  15. Article
  16. Bioconjugate chemistry · 2018
    Review
  17. Chemistry (Weinheim an der Bergstrasse, Germany) · 2017
    Review
  18. SuFEx-Based Polysulfonate Formation from Ethenesulfonyl Fluoride-Amine Adducts.Angewandte Chemie (International ed. in English) · 2017
    Article
  19. Article
  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

3 authors.

Zhanghua GaoChemistry Research Laboratory, Department of Chemistry, University of Oxford , Mansfield Road, Oxford OX1 3TA, U.K.
Véronique Gouverneur
Benjamin G Davis

Funding

Biotechnology and Biological Sciences Research Council BB/E004350/1Biotechnology and Biological Sciences Research Council EGA17763Cancer Research UK
6 · The paper itself

Abstract

The excesses of reagents used in protein chemistry are often incompatible with the reduced or even inverse stoichiometries used for efficient radiolabeling. Analysis and screening of aqueous Pd(0) ligand systems has revealed the importance of a guanidine core and the discovery of 1,1-dimethylguanidine as an enhanced ligand for aqueous Suzuki-Miyaura cross-coupling. This novel Pd catalyst system has now allowed the labeling of small molecules, peptides, and proteins with the fluorine-18 prosthetic [(18)F]4-fluorophenylboronic acid. These findings now enable site-specific protein (18)F-labeling under biologically compatible conditions using a metal-triggered reaction.

Indexed as

Fluorine RadioisotopesBoronic AcidsCatalysisHydrocarbons, FluorinatedIsotope LabelingLigandsMethylguanidineModels, MolecularMolecular StructurePalladiumPeptidesWater2,3-difluorophenylboronic acidBoronic AcidsFluorine RadioisotopesHydrocarbons, FluorinatedLigandsMethylguanidineN,N-dimethylguanidinePalladiumPeptidesWater

Identifiers

PMID23991754
PMCPMC3810860

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.