Hyperpolarizing Concentrated Metronidazole 15NO2 Group over Six Chemical Bonds with More than 15 % Polarization and a 20 Minute Lifetime
Abstract
The NMR hyperpolarization of uniformly 15N‐labeled [15N3]metronidazole is demonstrated by using SABRE‐SHEATH. In this antibiotic, the 15NO2 group is hyperpolarized through spin relays created by 15N spins in [15N3]metronidazole, and the polarization is transferred from parahydrogen‐derived hydrides over six chemical bonds. In less than a minute of parahydrogen bubbling at approximately 0.4 μT, a high level of nuclear spin polarization (P15N) of around 16 % is achieved on all three 15N sites. This product of 15N polarization and concentration of 15N spins is around six‐fold better than any previous value determined for 15N SABRE‐derived hyperpolarization. At 1.4 T, the hyperpolarized state persists for tens of minutes (relaxation time, T1≈10 min). A novel synthesis of uniformly 15N‐enriched metronidazole is reported with a yield of 15 %. This approach can potentially be used for synthesis of a wide variety of in vivo metabolic probes with potential uses ranging from hypoxia sensing to theranostic imaging.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- May 30, 2019
- Source ID
- 10.1002/chem.201901192
Entities
People
- Boyd M Goodson
- Eduard Y. Chekmenev
- Igor Koptyug
- Jonathan R Birchall
- Juri Gelovani
- Kirill V. Kovtunov
- Matthew S. Rosen
- Nikita Chukanov
- Roman Shchepin
- Sepideh Shokouhi
- Thomas Theis
- Warren S. Warren
- Wellington Pham
- Yi-Fen Yen
Organizations
- Congressionally Directed Medical Research Programs
- Duke University
- Massachusetts General Hospital
- National Cancer Institute
- National Science Foundation Directorate for Mathematical & Physical Sciences
- North Carolina State University
- Novosibirsk State University
- Russian Academy of Sciences
- Russian Science Foundation
- Siberian Branch of the Russian Academy of Sciences
- Southern Illinois University
- Vanderbilt University
- Wayne State University