Literature DB >> 20609416

In vivo imaging with a cell-permeable porphyrin-based MRI contrast agent.

Taekwan Lee1, Xiao-an Zhang, Shanta Dhar, Henryk Faas, Stephen J Lippard, Alan Jasanoff.   

Abstract

Magnetic resonance imaging (MRI) with molecular probes offers the potential to monitor physiological parameters with comparatively high spatial and temporal resolution in living subjects. For detection of intracellular analytes, construction of cell-permeable imaging agents remains a challenge. Here we show that a porphyrin-based MRI molecular imaging agent, Mn-(DPA-C(2))(2)-TPPS(3), effectively penetrates cells and persistently stains living brain tissue in intracranially injected rats. Chromogenicity of the probe permitted direct visualization of its distribution by histology, in addition to MRI. Distribution was concentrated in cell bodies after hippocampal infusion. Mn-(DPA-C(2))(2)-TPPS(3) was designed to sense zinc ions, and contrast enhancement was more pronounced in the hippocampus, a zinc-rich brain region, than in the caudate nucleus, which contains relatively little labile Zn(2+). Membrane permeability, optical activity, and high relaxivity of porphyrin-based contrast agents offer exceptional functionality for in vivo imaging.

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Year:  2010        PMID: 20609416      PMCID: PMC2906115          DOI: 10.1016/j.chembiol.2010.05.009

Source DB:  PubMed          Journal:  Chem Biol        ISSN: 1074-5521


  43 in total

1.  Macrocyclic chelators with paramagnetic cations are internalized into mammalian cells via a HIV-tat derived membrane translocation peptide.

Authors:  R Bhorade; R Weissleder; T Nakakoshi; A Moore; C H Tung
Journal:  Bioconjug Chem       Date:  2000 May-Jun       Impact factor: 4.774

Review 2.  MRI contrast agents for functional molecular imaging of brain activity.

Authors:  Alan Jasanoff
Journal:  Curr Opin Neurobiol       Date:  2007-10       Impact factor: 6.627

3.  Targeting exofacial protein thiols with Gd(III) complexes. An efficient procedure for MRI cell labelling.

Authors:  Giuseppe Digilio; Valeria Catanzaro; Franco Fedeli; Eliana Gianolio; Valeria Menchise; Roberta Napolitano; Concetta Gringeri; Silvio Aime
Journal:  Chem Commun (Camb)       Date:  2009-01-26       Impact factor: 6.222

4.  Paramagnetic metalloporphyrins as potential contrast agents in NMR imaging.

Authors:  C W Chen; J S Cohen; C E Myers; M Sohn
Journal:  FEBS Lett       Date:  1984-03-12       Impact factor: 4.124

5.  The third helix of the Antennapedia homeodomain translocates through biological membranes.

Authors:  D Derossi; A H Joliot; G Chassaing; A Prochiantz
Journal:  J Biol Chem       Date:  1994-04-08       Impact factor: 5.157

6.  High magnetic field water and metabolite proton T1 and T2 relaxation in rat brain in vivo.

Authors:  Robin A de Graaf; Peter B Brown; Scott McIntyre; Terence W Nixon; Kevin L Behar; Douglas L Rothman
Journal:  Magn Reson Med       Date:  2006-08       Impact factor: 4.668

7.  Quantitative imaging of cell-permeable magnetic resonance contrast agents using x-ray fluorescence.

Authors:  Paul J Endres; Keith W Macrenaris; Stefan Vogt; Matthew J Allen; Thomas J Meade
Journal:  Mol Imaging       Date:  2006 Oct-Dec       Impact factor: 4.488

8.  Manganese ion enhances T1-weighted MRI during brain activation: an approach to direct imaging of brain function.

Authors:  Y J Lin; A P Koretsky
Journal:  Magn Reson Med       Date:  1997-09       Impact factor: 4.668

9.  Cellular uptake of cationic gadolinium-DOTA peptide conjugates with and without N-terminal myristoylation.

Authors:  A Sturzu; U Klose; H Echner; A Beck; A Gharabaghi; H Kalbacher; S Heckl
Journal:  Amino Acids       Date:  2008-07-17       Impact factor: 3.520

10.  The anomalous relaxivity of Mn3+ (TPPS4).

Authors:  S H Koenig; R D Brown; M Spiller
Journal:  Magn Reson Med       Date:  1987-03       Impact factor: 4.668

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  20 in total

Review 1.  Is there a path beyond BOLD? Molecular imaging of brain function.

Authors:  Alan P Koretsky
Journal:  Neuroimage       Date:  2012-03-03       Impact factor: 6.556

2.  Illuminating mobile zinc with fluorescence from cuvettes to live cells and tissues.

Authors:  Zhen Huang; Stephen J Lippard
Journal:  Methods Enzymol       Date:  2012       Impact factor: 1.600

3.  A cell-permeable gadolinium contrast agent for magnetic resonance imaging of copper in a Menkes disease model.

Authors:  Emily L Que; Elizabeth J New; Christopher J Chang
Journal:  Chem Sci       Date:  2012-04-18       Impact factor: 9.825

4.  A second generation MRI contrast agent for imaging zinc ions in vivo.

Authors:  Luis M De León-Rodríguez; Angelo J M Lubag; Jorge A López; Gabriel Andreu-de-Riquer; José C Alvarado-Monzón; A Dean Sherry
Journal:  Medchemcomm       Date:  2012-04-01       Impact factor: 3.597

5.  MRI-based detection of alkaline phosphatase gene reporter activity using a porphyrin solubility switch.

Authors:  Gil G Westmeyer; Yelena Emer; Jutta Lintelmann; Alan Jasanoff
Journal:  Chem Biol       Date:  2014-03-06

6.  Zinc as an Imaging Biomarker of Prostate Cancer.

Authors:  Su-Tang Lo; André F Martins; Veronica Clavijo Jordan; A Dean Sherry
Journal:  Isr J Chem       Date:  2017-07-31       Impact factor: 3.333

Review 7.  Chemistry of MRI Contrast Agents: Current Challenges and New Frontiers.

Authors:  Jessica Wahsner; Eric M Gale; Aurora Rodríguez-Rodríguez; Peter Caravan
Journal:  Chem Rev       Date:  2018-10-16       Impact factor: 60.622

8.  Tris(2-pyridylmethyl)amine (TPA) as a membrane-permeable chelator for interception of biological mobile zinc.

Authors:  Zhen Huang; Xiao-an Zhang; Miquel Bosch; Sarah J Smith; Stephen J Lippard
Journal:  Metallomics       Date:  2013-06       Impact factor: 4.526

9.  Strategies for Target-Specific Contrast Agents for Magnetic Resonance Imaging.

Authors:  Sashiprabha M Vithanarachchi; Matthew J Allen
Journal:  Curr Mol Imaging       Date:  2012-10-01

10.  Redox-activated manganese-based MR contrast agent.

Authors:  Galen S Loving; Shreya Mukherjee; Peter Caravan
Journal:  J Am Chem Soc       Date:  2013-03-19       Impact factor: 15.419

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