Open AccessApplication of 15N2-Diazirines as a Versatile Platform for Hyperpolarization of Biological Molecules by d-DNP
Author(s) -
Hyejin Park,
Guannan Zhang,
Junu Bae,
Thomas Theis,
Warren S. Warren,
Wang Qiu
Publication year - 2020
Publication title -
bioconjugate chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.279
H-Index - 172
eISSN - 1520-4812
pISSN - 1043-1802
DOI - 10.1021/acs.bioconjchem.0c00028
Subject(s) - hyperpolarization (physics) , chemistry , diazirine , spin isomers of hydrogen , polarization (electrochemistry) , molecule , small molecule , nanotechnology , nuclear magnetic resonance spectroscopy , photochemistry , stereochemistry , organic chemistry , biochemistry , materials science , hydrogen
15 N 2 -Diazirines represent an attractive class of imaging tags for hyperpolarized magnetic resonance imaging (HP-MRI), offering desirable biocompatibility, ease of incorporation into a variety of molecules, and ability to deliver long-lasting polarization. We have recently established hyperpolarization of 15 N 2 -diazirines in organic solvents using SABRE-Shield Enables Alignment Transfer to Heteronuclei (SABRE-SHEATH). Yet, the current challenge of SABRE-SHEATH in water, specifically poor polarization efficiency, presents a barrier in examining the practical use of 15 N 2 -diazirines for HP-MRI. Herein, we show that efficient polarization of diverse 15 N 2 -diazirine-labeled molecules in water can be readily achieved by dissolution dynamic nuclear polarization (d-DNP), a hyperpolarization technique used in clinical practice. Hyperpolarization by d-DNP also demonstrates greater enhancement for long-lasting 15 N signals, in comparison with SABRE-SHEATH. Various biologically important molecules are studied in this work, including amino acid, sugar, and drug compounds, demonstrating the great potential of 15 N 2 -diazirines as molecular tags in broad biomedical and clinical applications.