Evidence map›Paper›PMID 21452846›Full record

ArticleBioconjugate chemistry2011

New F-18 prosthetic group via oxime coupling.

Patrick Carberry, Brian P Lieberman, Karl Ploessl, Seok R Choi, Danniebelle N Haase, Hank F Kung

Abstract read
In one paragraph

Article in Bioconjugate chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Review
  2. A closer look at the synthesis of 2-[EJNMMI radiopharmacy and chemistry · 2022
    Article
  3. Borylated oximes: versatile building blocks for organic synthesis.Chemical communications (Cambridge, England) · 2017
    Article
  4. Review
  5. 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

6 authors.

Patrick CarberryDepartment of Radiology, University of Pennsylvania , 3700 Market Street, Room 305, Philadelphia, Pennsylvania 19104, United States.
Brian P Lieberman
Karl Ploessl
Seok R Choi
Danniebelle N Haase
Hank F Kung

Funding

PET IMAGING OF Abeta PLAQUES IN ALZHEIMER'S DISEASER01AG022559 · NIA · UNIVERSITY OF PENNSYLVANIA · PI KUNG, HANK F · 2004 to 2011
$2.2M
NIA NIH HHS AG-022559NIA NIH HHS R01 AG022559
6 · The paper itself

Abstract

A novel fluorine-18 prosthetic ligand, 5-(1,3-dioxolan-2-yl)-2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridine [(18)F]2, has been synthesized. The prosthetic ligand is formed in high radiochemical yield (rcy = 71 ± 2%, n = 3) with excellent radiochemical purity (rcp = 99 ± 1%, n = 3) in a short reaction time (10 min). [(18)F]2 is a small, neutral, organic complex, easily synthesized in four steps from a readily available starting material. It can be anchored onto a target molecule containing an aminooxy functional group under acidic conditions by way of an oxime bond. We report herein two examples [(18)F]23 and [(18)F]24, potential imaging agents for β-amyloid plaques, which were labeled with this prosthetic group. This approach could be used for labeling proteins and peptides containing an aminooxy group. Biodistribution in male ICR mice for both oxime labeled complexes [(18)F]23 and [(18)F]24 were compared to that of the known β-amyloid plaque indicator, [(18)F]-AV-45, florbetapir 1. Oximes [(18)F]23 and [(18)F]24 are larger in size and therefore should reduce the blood-brain barrier (BBB) penetration. The brain uptake for oxime [(18)F]23 appeared to be reduced, but still retained some capability to cross the BBB. Oxime [(18)F]24 showed promising results after 2 min post injection (0.48% dose/gram); however, the uptake increased after 30 min post injection (0.92% dose/gram) suggesting an in vivo decomposition/metabolism of compound [(18)F]24. We have demonstrated a general protocol for the fluoride-18 labeling with a new prosthetic ligand [(18)F]2 that is tolerant toward several functional groups and is formed via chemoselective oxime coupling.

Indexed as

AnimalsDioxolanesFluorine RadioisotopesLigandsMaleMiceMice, Inbred ICRMolecular StructureOximesPyridinesStereoisomerismTissue DistributionDioxolanesFluorine RadioisotopesLigandsOximesPyridines

Identifiers

PMID21452846
PMCPMC3086766

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Registered trials

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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.