Synthesis, Stability and Relaxivity of TEEPO-Met : An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging

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Soikkeli , M , Horkka , K , Moilanen , J O , Timonen , M , Kavakka , J & Heikkinen , S 2018 , ' Synthesis, Stability and Relaxivity of TEEPO-Met : An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging ' , Molecules , vol. 23 , no. 5 , 1034 . https://doi.org/10.3390/molecules23051034

Title: Synthesis, Stability and Relaxivity of TEEPO-Met : An Organic Radical as a Potential Tumour Targeting Contrast Agent for Magnetic Resonance Imaging
Author: Soikkeli, Maiju; Horkka, Kaisa; Moilanen, Jani O.; Timonen, Marjut; Kavakka, Jari; Heikkinen, Sami
Contributor organization: Department of Chemistry
University of Helsinki
Sauli Savolainen / Principal Investigator
Department of Diagnostics and Therapeutics
Clinicum
HUS Medical Imaging Center
Date: 2018-05
Language: eng
Number of pages: 12
Belongs to series: Molecules
ISSN: 1420-3049
DOI: https://doi.org/10.3390/molecules23051034
URI: http://hdl.handle.net/10138/237278
Abstract: Cancer is a widespread and life-threatening disease and its early-stage diagnosis is vital. One of the most effective, non-invasive tools in medical diagnostics is magnetic resonance imaging (MRI) with the aid of contrast agents. Contrast agents that are currently in clinical use contain metals, causing some restrictions in their use. Also, these contrast agents are mainly non-specific without any tissue targeting capabilities. Subsequently, the interest has notably increased in the research of organic, metal-free contrast agents. This study presents a new, stable organic radical, TEEPO-Met, where a radical moiety 2,2,6,6-tetraethylpiperidinoxide (TEEPO) is attached to an amino acid, methionine (Met), as a potentially tumour-targeting moiety. We describe the synthesis, stability assessment with electron paramagnetic resonance (EPR) spectroscopy and relaxation enhancement abilities by an in vitro nuclear magnetic resonance (NMR) and phantom MRI studies of TEEPO-Met. The new compound proved to be stable notably longer than the average imaging time in conditions mimicking a biological matrix. Also, it significantly reduced the relaxation times of water, making it a promising candidate as a novel tumour targeting contrast agent for MRI.
Subject: nitroxides
radicals
methionine
contrast agents
MRI
NMR
EPR
SPIN-LABEL
IN-VITRO
NITROXIDES
REDUCTION
TRANSPORT
GLUCOSE
3126 Surgery, anesthesiology, intensive care, radiology
116 Chemical sciences
1182 Biochemistry, cell and molecular biology
Peer reviewed: Yes
Rights: cc_by
Usage restriction: openAccess
Self-archived version: publishedVersion


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