NDLI: Synthesis and Relaxometric Studies of a Dendrimer-Based pH-Responsive MRI Contrast Agent

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Synthesis and Relaxometric Studies of a Dendrimer-Based pH-Responsive MRI Contrast Agent

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Synthesis and Relaxometric Studies of a Dendrimer-Based pH-Responsive MRI Contrast Agent

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Caravan, Peter Fettinger, James C. Spiller, Marga Ali, M. Meser Woods, Mark Sherry, A. Dean Opina, Ana C. L.
Description	Author Affiliation: Ali MM ( Department of Chemistry, University of Texas at Dallas, Richardson, TX 75083, USA.)
Abstract	The design of effective pH responsive MRI contrast agents is a key goal in the development of new diagnostic methods for conditions such as kidney disease and cancer. A key factor determining the effectiveness of an agent is the difference between the relaxivity of the 'on' state compared to that of the 'off' state. In this paper, we demonstrate that it is possible to improve the pH-responsive action of a low molecular weight agent by conjugating it to a macromolecular construct. The synthesis of a bifunctional pH responsive agent is reported. As part of that synthetic pathway we examine the Ing-Manske reaction, identifying an undesirable by-product and establishing effective conditions for promoting a clean and effective reaction. Reaction of the bifunctional pH responsive agent with a G5-PAMAM dendrimer yielded a product with an average of 96 chelates per dendrimer. The relaxivity of the dendrimer conjugate rises from 10.8 mM(-1) s(-1) (pH 9) to 24.0 mM(-1) s(-1) (pH 6) per Gd(3+) ion. This more than doubles the relaxivity pH response, Deltar(1), of our agent from just 51 % for the original low molecular weight chelate to 122 % for the dendrimer.
ISSN	09476539
e-ISSN	15213765
Journal	Chemistry - A European Journal
Issue Number	24
Volume Number	14
Language	English
Publisher	Wiley-VCH;ChemPubSoc Europe
Publisher Date	2008-01-01
Publisher Place	Germany
Access Restriction	Open
Subject Keyword	Contrast Media Chemical Synthesis Hydrogen-Ion Concentration Polyamines Chemistry Chromatography, Gel Chromatography, High Pressure Liquid Dendrimers Magnetic Resonance Imaging Models, Molecular Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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