N-Aryl Amides as Chemical Exchange Saturation Transfer Magnetic Resonance Imaging Contrast Agents

Xuekang Cai, Jia Zhang, Jiaqi Lu, Long Yi, Zheng Han, Shuixing Zhang, Xing Yang, Guanshu Liu

Research output: Contribution to journalArticlepeer-review

Abstract

Chemical exchange saturation transfer (CEST) MRI has recently emerged as a versatile molecular imaging approach in which diamagnetic compounds can be utilized to generate an MRI signal. To expand the scope of CEST MRI applications, herein, we systematically investigated the CEST properties of N-aryl amides with different N-aromatic substitution, revealing their chemical shifts (4.6–5.8 ppm) and exchange rates (up to thousands s−1) are favorable to be used as CEST agents as compared to alkyl amides. As the first proof-of-concept study, we used CEST MRI to detect the enzymatic metabolism of the drug acebutolol directly by its intrinsic CEST signal without any chemical labeling. Our study implies that N-aryl amides may enable the label-free CEST MRI detection of the metabolism of many N-aryl amide-containing drugs and a variety of enzymes that act on N-aryl amides, greatly expanding the scope of CEST MR molecular imaging.

Original languageEnglish (US)
Pages (from-to)11705-11709
Number of pages5
JournalChemistry - A European Journal
Volume26
Issue number51
DOIs
StatePublished - Sep 10 2020

Keywords

  • CEST MRI
  • MRI contrast agent
  • N-aryl amides
  • acebutolol metabolism
  • enzyme detection

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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