Heterogeneous 1H and 13C Parahydrogen‐Induced Polarization of Acetate and Pyruvate Esters
Abstract
Magnetic resonance imaging of [1‐13C]hyperpolarized carboxylates (most notably, [1‐13C]pyruvate) allows one to visualize abnormal metabolism in tumors and other pathologies. Herein, we investigate the efficiency of 1H and 13C hyperpolarization of acetate and pyruvate esters with ethyl, propyl and allyl alcoholic moieties using heterogeneous hydrogenation of corresponding vinyl, allyl and propargyl precursors in isotopically unlabeled and 1‐13C‐enriched forms with parahydrogen over Rh/TiO2 catalysts in methanol‐d4 and in D2O. The maximum obtained 1H polarization was 0.6±0.2 % (for propyl acetate in CD3OD), while the highest 13C polarization was 0.10±0.03 % (for ethyl acetate in CD3OD). Hyperpolarization of acetate esters surpassed that of pyruvates, while esters with a triple carbon‐carbon bond in unsaturated alcoholic moiety were less efficient as parahydrogen‐induced polarization precursors than esters with a double bond. Among the compounds studied, the maximum 1H and 13C NMR signal intensities were observed for propyl acetate. Ethyl acetate yielded slightly less intense NMR signals which were dramatically greater than those of other esters under study.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- May 28, 2021
- Source ID
- 10.1002/cphc.202100156
Entities
People
- Eduard Y. Chekmenev
- Igor Koptyug
- Kirill V. Kovtunov
- Larisa Kovtunova
- Nikita Chukanov
- Oleg Salnikov
- Roman Shchepin
- Valery Bukhtiyarov
Organizations
- International Tomography Center
- Ministry of Science and Higher Education
- National Science Foundation
- Novosibirsk State University
- Russian Academy of Sciences
- Russian Center for Science Information
- Siberian Branch of the Russian Academy of Sciences
- United States Department of Defense
- Wayne State University
- Yusuf Hamied Department of Chemistry