Evidence map›Paper›PMID 23157602›Full record

ArticleJournal of the American Chemical Society2012

Gd(DOTAla): a single amino acid Gd-complex as a modular tool for high relaxivity MR contrast agent development.

Eszter Boros, Miloslav Polasek, Zhaoda Zhang, Peter Caravan

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.

0numbers the graph read from it
0cells of the map it votes in
25citing 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

25 citing papers in PubMed.

  1. Article
  2. Article
  3. Paramagnetic encoding of molecules.Nature communications · 2022
    Article
  4. Article
  5. Quantum Dots and GdTopics in current chemistry (Cham) · 2021
    Review
  6. Article
  7. Review
  8. Article
  9. Structural Features of Europium(II)-Containing Cryptates That Influence Relaxivity.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017
    Article
  10. Intramolecular Hydrogen Bonding Restricts Gd-Aqua-Ligand Dynamics.Angewandte Chemie (International ed. in English) · 2017
    Article
  11. Zinc-sensitive MRI contrast agent detects differential release of Zn(II) ions from the healthy vs. malignant mouse prostate.Proceedings of the National Academy of Sciences of the United States of America · 2016
    Article
  12. Article
  13. Review
  14. Chemical science · 2015
    Article
  15. Basic MR relaxation mechanisms and contrast agent design.Journal of magnetic resonance imaging : JMRI · 2015
    Review
  16. MR imaging probes: design and applications.Dalton transactions (Cambridge, England : 2003) · 2015
    Review
  17. Article
  18. Hexameric Mn(II) dendrimer as MRI contrast agent.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014
    Article
  19. Article
  20. Review
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

4 authors.

Eszter BorosThe Athinoula A. Martinos Center for Biomedical Imaging, Department of Radiology, Massachusetts General Hospital, Harvard Medical School, 149 Thirteenth Street, Suite 2301, Charlestown, Massachusetts 02129, United States.
Miloslav Polasek
Zhaoda Zhang
Peter Caravan

Funding

ULTRAHIGH FIELD TECHNOLOGY FOR FUNCTIONAL IMAGINGP41RR014075 · NCRR · MASSACHUSETTS GENERAL HOSPITAL · PI ROSEN, BRUCE R · 1999 to 2011
$16.4M
Stable, High Relaxivity MRI Contrast AgentsR01EB009062 · NIBIB · MASSACHUSETTS GENERAL HOSPITAL · PI CARAVAN, PETER D · 2009 to 2017
$4.9M
500 MHz NMR Spectrometer for Molecular Imaging ApplicationsS10RR023385 · NCRR · MASSACHUSETTS GENERAL HOSPITAL · PI ROSEN, BRUCE R · 2007 to 2007
$500k
NCRR NIH HHS P41 RR014075NCRR NIH HHS P41RR14075NCRR NIH HHS S10 RR023385NIBIB NIH HHS R01 EB009062NIBIB NIH HHS R01EB009062
6 · The paper itself

Abstract

MR imaging at high magnetic fields benefits from an increased signal-to-noise ratio; however T(1)-based MR contrast agents show decreasing relaxivity (r(1)) at higher fields. High field, high relaxivity contrast agents can be designed by carefully controlling the rotational dynamics of the molecule. To this end, we investigated applications of the alanine analogue of Gd(DOTA), Gd(DOTAla). Fmoc-protected DOTAla suitable for solid phase peptide synthesis was synthesized and integrated into polypeptide structures. Gd(III) coordination results in very rigid attachment of the metal chelate to the peptide backbone through both the amino acid side chain and coordination of the amide carbonyl. Linear and cyclic monomers (GdL1, GdC1), dimers (Gd(2)L2, Gd(2)C2), and trimers (Gd(3)L3, Gd(3)C3) were prepared and relaxivities were determined at different field strengths ranging from 0.47 to 11.7 T. Amide carbonyl coordination was indirectly confirmed by determination of the hydration number q for the EuL1 integrated into a peptide backbone, q = 0.96 ± 0.09. The water residency time of GdL1 at 37 °C was optimal for relaxivity, τ(M) = 17 ± 2 ns. Increased molecular size leads to increased per Gd relaxivity (from r(1) = 7.5 for GdL1 to 12.9 mM(-1) s(-1) for Gd(3)L3 at 1.4 T, 37 °C). The cyclic, multimeric derivatives exhibited slightly higher relaxivities than the corresponding linearized multimers (Gd(2)C2: r(1) = 10.5 mM(-1) s(-1) versus Gd(2)C2-red r(1) = 9 mM(-1) s(-1) at 1.4 T, 37 °C). Overall, all six synthesized Gd complexes had higher relaxivities at low, intermediate, and high fields than the clinically used small molecule contrast agent [Gd(HP-DO3A)(H(2)O)].

Indexed as

Chelating AgentsContrast MediaCoordination ComplexesHeterocyclic CompoundsHumansKineticsMagnetic Resonance ImagingMolecular StructureOrganometallic CompoundsPeptidesSerum AlbuminWaterChelating AgentsContrast MediaCoordination Complexesgadolinium 1,4,7,10-tetraazacyclododecane-N,N',N'',N'''-tetraacetateHeterocyclic CompoundsOrganometallic CompoundsPeptidesSerum AlbuminWater

Identifiers

PMID23157602
PMCPMC3532952

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.