Over 20% 15N Hyperpolarization in Under One Minute for Metronidazole, an Antibiotic and Hypoxia Probe
Year: 2016
Type: article
Abstract: Direct NMR hyperpolarization of naturally abundant (15)N sites in metronidazole is demonstrated using SABRE-SHEATH (Signal Amplification by Reversible Exchange in SHield Enables Alignment Transfer to Heteronuclei). In only a few tens of seconds, nuclear spin polarization P(15)N of up to ∼24% is achieved using parahydrogen with 80% para fraction corresponding to P(15)N ≈ 32% if ∼100% parahydrogen were employed (which would translate to a signal enhancement of ∼0.1-million-fold at 9.4 T). In addition to this demonstration on the directly binding (15)N site (using J(2)H-(15)N), we also hyperpolarized more distant (15)N sites in metronidazole using longer-range spin-spin couplings (J(4)H-(15)N and J(5)H-(15)N). Taken together, these results significantly expand the range of molecular structures and sites amenable to hyperpolarization via low-cost parahydrogen-based methods. In particular, hyperpolarized nitroimidazole and its derivatives have powerful potential applications such as direct in vivo imaging of mechanisms of action or hypoxia sensing.
DOI: 10.1021/jacs.6b04784
Language: English
Subfield: Spectroscopy
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
Funders: National Science Foundation, U.S. Department of Defense, Exxon Mobil Corporation, National Institutes of Health, ExxonMobil Research and Engineering Company, National Institute of Biomedical Imaging and Bioengineering, Division of Chemistry, Congressionally Directed Medical Research Programs
Awards: G1050785286, International Collaboration in Chemistry: Collaborative Research: Development of Novel Catalysts and Approaches for Parahydrogen-Induced Enhancement of Magnetic Resonance, Screening and Monitoring Response to Treatment Using Subsecond Molecular Imaging and Hyperpolarized Contrast Agents, G1260618776, G1278446523, Quantum and statistical mechanics, characterization, and applications of long-lived nuclear spin states in magnetic resonance, G1815062656, G196227769, International Collaboration in Chemistry: Collaborative Research: Development of Novel Catalysts and Approaches for Parahydrogen-Induced Enhancement of Magnetic Resonance, Postdoctoral Training in Biomedical MRI and MRS, LOW-COST, HIGH-THROUGHPUT 3D PULMONARY IMAGER USING HYPERPOLARIZED CONTRAST AGENTS AND LOW-FIELD MRI, G2533466730, G2800195642, G3263715925, G334857593, G3377571803, G4034588369, G4119534169, G4138142980, G4349721928, G4955926212, Dynamics and Characterization of Long-Lived Hyperpolarized Molecules in Magnetic Resonance, Low-Cost, High-Throughput 3D Pulmonary Imager Using Hyperpolarized Contrast Agents and Low-Field MRI, G5738556787, G5850682332, LOW-COST, HIGH-THROUGHPUT 3D PULMONARY IMAGER USING HYPERPOLARIZED CONTRAST AGENTS AND LOW-FIELD MRI, Low-Cost, High-Throughput 3D Pulmonary Imager Using Hyperpolarized Contrast Agents and Low-Field MRI, G6948885953, G723443375, G7818106138, SCREENING AND MONITORING RESPONSE TO TREATMENT USING SUBSECOND MOLECULAR IMAGING AND HYPERPOLARIZED CONTRAST AGENTS, G867830544, G9000073449, G9000110624, G9000184693
OpenAlex ID: W2438101203