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Diazirines as Potential Molecular Imaging Tags: Probing the Requirements for Efficient and Long‐Lived SABRE‐Induced Hyperpolarization
Author(s) -
Shen Kun,
Logan Angus W. J.,
Colell Johannes F. P.,
Bae Junu,
Ortiz Gerardo X.,
Theis Thomas,
Warren Warren S.,
Malcolmson Steven J.,
Wang Qiu
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704970
Subject(s) - diazirine , hyperpolarization (physics) , chemistry , nanotechnology , photochemistry , nuclear magnetic resonance spectroscopy , stereochemistry , materials science
Diazirines are an attractive class of potential molecular tags for magnetic resonance imaging owing to their biocompatibility and ease of incorporation into a large variety of molecules. As recently reported, 15 N 2 ‐diazirine can be hyperpolarized by the SABRE‐SHEATH method, sustaining both singlet and magnetization states, thus offering a path to long‐lived polarization storage. Herein, we show the generality of this approach by illustrating that the diazirine tag alone is sufficient for achieving excellent signal enhancements with long‐lasting polarization. Our investigations reveal the critical role of Lewis basic additives, including water, on achieving SABRE‐promoted hyperpolarization. The application of this strategy to a 15 N 2 ‐diazirine‐containing choline derivative demonstrates the potential of 15 N 2 ‐diazirines as molecular imaging tags for biomedical applications.