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Hyperpolarization of 15N-pyridinium and 15N-aniline derivatives by using parahydrogen: New opportunities to store nuclear spin polarization in aqueous media.

MPG-Autoren
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Jagtap,  A.
Research Group of NMR Signal Enhancement, MPI for Biophysical Chemistry, Max Planck Society;

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Kaltschnee,  L.
Research Group of NMR Signal Enhancement, MPI for Biophysical Chemistry, Max Planck Society;

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Glöggler,  S.
Research Group of NMR Signal Enhancement, MPI for Biophysical Chemistry, Max Planck Society;

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Zitation

Jagtap, A., Kaltschnee, L., & Glöggler, S. (2019). Hyperpolarization of 15N-pyridinium and 15N-aniline derivatives by using parahydrogen: New opportunities to store nuclear spin polarization in aqueous media. Chemical Science, 10(37), 8577-8582. doi:10.1039/c9sc02970b.


Zitierlink: https://hdl.handle.net/21.11116/0000-0005-536E-3
Zusammenfassung
Hyperpolarization techniques hold the promise to improve the sensitivity of magnetic resonance imaging (MRI) contrast agents by over 10 000-fold. Among these techniques, para-hydrogen induced polarization (PHIP) allows for generating contrast agents within seconds. Typical hyperpolarized contrast agents are traceable for 2-3 minutes only, thus prolonging tracking-times holds great importance for the development of new ways to diagnose and monitor diseases. Here, we report on the design of perdeuterated 15N-containing molecules with longitudinal relaxation times (T 1) of several minutes. T 1 is a measure for how long hyperpolarization can be stored. In particular, we introduce two new hyperpolarizable families of compounds that we signal enhanced with para-hydrogen: tert-amine aniline derivatives and a quaternary pyridinium compound with 15N-T 1 of about 8 minutes. Especially the latter compound has great potential for applicability since we achieved 15N-polarization up to 8% and the pyridinium motif is contained in a variety of drug molecules and is also used in drug delivery systems.