Production of Pure Aqueous 13 C-Hyperpolarized Acetate by Heterogeneous Parahydrogen-Induced Polarization

Kirill V Kovtunov; Danila A Barskiy; Roman V Shchepin; Oleg G Salnikov; Igor P Prosvirin; Andrey V Bukhtiyarov; Larisa M Kovtunova; Valerii I Bukhtiyarov; Igor V Koptyug; Eduard Y Chekmenev

doi:10.1002/chem.201603974

Production of Pure Aqueous ¹³ C-Hyperpolarized Acetate by Heterogeneous Parahydrogen-Induced Polarization

Chemistry. 2016 Nov 7;22(46):16446-16449. doi: 10.1002/chem.201603974. Epub 2016 Oct 10.

Authors

Kirill V Kovtunov^{1

2}, Danila A Barskiy³, Roman V Shchepin³, Oleg G Salnikov^{4

5}, Igor P Prosvirin^{5

6}, Andrey V Bukhtiyarov^{5

6}, Larisa M Kovtunova^{5

6}, Valerii I Bukhtiyarov^{5

6}, Igor V Koptyug^{7

8}, Eduard Y Chekmenev^{9

10}

Affiliations

¹ Laboratory of Magnetic Resonance Microimaging, International Tomography Center, SB RAS, 3A Institutskaya St., Novosibirsk, 630090, Russia. kovtunov@tomo.nsc.ru.
² Novosibirsk State University, 2 Pirogova St., Novosibirsk, 630090, Russia. kovtunov@tomo.nsc.ru.
³ Department of Radiology, Department of Biomedical Engineering, Department of Physics and Astronomy, Vanderbilt University Institute of Imaging Science (VUIIS), Nashville, Tennessee, 37232-2310, USA.
⁴ Laboratory of Magnetic Resonance Microimaging, International Tomography Center, SB RAS, 3A Institutskaya St., Novosibirsk, 630090, Russia.
⁵ Novosibirsk State University, 2 Pirogova St., Novosibirsk, 630090, Russia.
⁶ Boreskov Institute of Catalysis SB RAS, 5 Acad. Lavrentiev Pr., Novosibirsk, 630090, Russia.
⁷ Laboratory of Magnetic Resonance Microimaging, International Tomography Center, SB RAS, 3A Institutskaya St., Novosibirsk, 630090, Russia. koptyug@tomo.nsc.ru.
⁸ Novosibirsk State University, 2 Pirogova St., Novosibirsk, 630090, Russia. koptyug@tomo.nsc.ru.
⁹ Department of Radiology, Department of Biomedical Engineering, Department of Physics and Astronomy, Vanderbilt University Institute of Imaging Science (VUIIS), Nashville, Tennessee, 37232-2310, USA. eduard.chekmenev@vanderbilt.edu.
¹⁰ Russian Academy of Sciences, Leninskiy Prospekt 14, 119991, Moscow, Russia. eduard.chekmenev@vanderbilt.edu.

Abstract

A supported metal catalyst was designed, characterized, and tested for aqueous phase heterogeneous hydrogenation of vinyl acetate with parahydrogen to produce ¹³ C-hyperpolarized ethyl acetate for potential biomedical applications. The Rh/TiO₂ catalyst with a metal loading of 23.2 wt % produced strongly hyperpolarized ¹³ C-enriched ethyl acetate-1-¹³ C detected at 9.4 T. An approximately 14-fold ¹³ C signal enhancement was detected using circa 50 % parahydrogen gas without taking into account relaxation losses before and after polarization transfer by magnetic field cycling from nascent parahydrogen-derived protons to ¹³ C nuclei. This first observation of ¹³ C PHIP-hyperpolarized products over a supported metal catalyst in an aqueous medium opens up new possibilities for production of catalyst-free aqueous solutions of nontoxic hyperpolarized contrast agents for a wide range of biomolecules amenable to the parahydrogen induced polarization by side arm hydrogenation (PHIP-SAH) approach.

Keywords: 13C NMR; PHIP; hyperpolarization; parahydrogen; polarization transfer.

Abstract

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