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Developing imidazoles as CEST MRI pH sensors.

Xing Yang1, Xiaolei Song1,2, Sangeeta Ray Banerjee1

  • 1Russell H. Morgan Department of Radiology, The Johns Hopkins University School of Medicine, Baltimore, MD, USA.

Contrast Media & Molecular Imaging
|April 14, 2016
PubMed
Summary
This summary is machine-generated.

Researchers developed new imidazole-based probes for magnetic resonance imaging (MRI). These probes detect kidney pH in vivo, offering a novel approach for physiological monitoring.

Keywords:
chemical exchange saturation transferimidazole-4,5-dicarboxamidesmolecular imagingpH imaging

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Area of Science:

  • Biomedical Imaging
  • Chemical Biology
  • Organic Chemistry

Background:

  • Chemical Exchange Saturation Transfer (CEST) magnetic resonance imaging (MRI) is a sensitive technique for detecting low-concentration metabolites.
  • Developing novel CEST agents with large chemical shifts and pH sensitivity is crucial for advancing MRI applications.
  • Imidazole derivatives are known for their potential in various biomedical applications.

Purpose of the Study:

  • To screen intra-molecular hydrogen bonded imidazoles and related heterocycles for N-H CEST MRI contrast properties.
  • To identify and characterize imidazole-based compounds with optimal pH-dependent contrast.
  • To evaluate the in vivo applicability of these compounds for kidney pH detection.

Main Methods:

  • Synthesis and screening of a series of imidazole-based compounds.
  • Evaluation of N-H CEST MRI contrast properties, including chemical shift and pH dependence.
  • In vivo testing of selected probes in animal models for kidney pH monitoring.

Main Results:

  • Imidazole-4,5-dicarboxamides (I45DCs) exhibited the strongest CEST contrast among the screened compounds.
  • The observed contrast was significantly pH-dependent and occurred at a large chemical shift (7.8 ppm) from water.
  • Intravenous administration of I45DC-based probes enabled in vivo detection of kidney pH.

Conclusions:

  • Imidazole-4,5-dicarboxamides are promising scaffolds for developing novel N-H CEST MRI contrast agents.
  • These agents demonstrate potential for non-invasive, in vivo monitoring of kidney pH.
  • The pH sensitivity and large chemical shift of I45DCs make them valuable tools for biomedical imaging and diagnostics.