Real‐Time Interrogation of Aspirin Reactivity, Biochemistry, and Biodistribution by Hyperpolarized Magnetic Resonance Spectroscopy. (20th February 2019)

• Record Type: Journal Article
• Authors: Zacharias, Niki M.; Ornelas, Argentina; Lee, Jaehyuk; Hu, Jingzhe; Davis, Jennifer S.; Uddin, Nasir; Pudakalakatti, Shivanand; Menter, David G.; Karam, Jose A.; Wood, Christopher G.; Hawk, Ernest T.; Kopetz, Scott; Vilar, Eduardo; Bhattacharya, Pratip K.; Millward, Steven W.
• Is Part Of: Angewandte Chemie. Volume 131:Number 13(2019)
• Page Start: 4223
• Page End: 4227
• Publication Date: 2019-02-20
• Subjects: Aspirin -- Chemoprävention -- Hyperpolarisation -- Magnetresonanzspektroskopie -- Magnetresonanztomographie; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201812759
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Hyperpolarized magnetic resonance spectroscopy enables quantitative, non‐radioactive, real‐time measurement of imaging probe biodistribution and metabolism in vivo. Here, we investigate and report on the development and characterization of hyperpolarized acetylsalicylic acid (aspirin) and its use as a nuclear magnetic resonance (NMR) probe. Aspirin derivatives were synthesized with single‐ and double‐ 13 C labels and hyperpolarized by dynamic nuclear polarization with 4.7 % and 3 % polarization, respectively. The longitudinal relaxation constants ( T1 ) for the labeled acetyl and carboxyl carbonyls were approximately 30 seconds, supporting in vivo imaging and spectroscopy applications. In vitro hydrolysis, transacetylation, and albumin binding of hyperpolarized aspirin were readily monitored in real time by 13 C‐NMR spectroscopy. Hyperpolarized, double‐labeled aspirin was well tolerated in mice and could be observed by both 13 C‐MR imaging and 13 C‐NMR spectroscopy in vivo. Abstract : Altbekanntes neu eingesetzt : Mit dynamischer Kernpolarisation kann 13 C‐markiertes Aspirin hyperpolarisiert werden. NMR‐Spektroskopie‐Messungen erlauben dann, das hyperpolarisierte Molekül bei der In‐vitro‐Hydrolyse, Transacetylierung und Albuminbindungsreaktionen in Echtzeit zu beobachten. Zusätzlich wurde seine biologische Verteilung in Mäusen visualisiert.