Para-hydrogenated Glucose Derivatives as Potential 13C-Hyperpolarized Probes for Magnetic Resonance Imaging

0343958 - ÚOCHB 2011 RIV US eng J - Journal Article
Reineri, F. - Santelia, D. - Viale, A. - Cerutti, E. - Poggi, L. - Tichý, Tomáš - Premkumar, S. S. D. - Gobetto, R. - Aime, S.
Para-hydrogenated Glucose Derivatives as Potential 13C-Hyperpolarized Probes for Magnetic Resonance Imaging.
Journal of the American Chemical Society. Roč. 132, č. 20 (2010), s. 7186-7193. ISSN 0002-7863. E-ISSN 1520-5126
Institutional research plan: CEZ:AV0Z40550506
Keywords : magnetic resonance imaging * para-hydrogen-induced polarization * glucose
Subject RIV: CC - Organic Chemistry
Impact factor: 9.019, year: 2010

A set of molecules in which a glucose moiety is bound to a hydrogenable synthon has been synthesized and evaluated for hydrogenation reactions and for the corresponding PHIP effects, in order to select suitable candidates for an in vivo MRI method for the assessment of glucose cellular uptake. It has been found that amidic derivatives do not yield any polarization enhancement. In contrast, ester derivatives are hydrogenated in high yield and afford enhanced 1H and 13C NMR spectra after para-hydrogenation. These molecules may find interesting applications in 13C MRI as hyperpolarized probes for assessing the activity of glucose transporters in cells.
Permanent Link: http://hdl.handle.net/11104/0186310