Synthetic Approaches for N-15-Labeled Hyperpolarized Heterocyclic Molecular Imaging Agents for N-15 NMR Signal Amplification by Reversible Exchange in Microtesla Magnetic Fields Full article
| Journal |
Chemistry - A European Journal
ISSN: 0947-6539 , E-ISSN: 1521-3765 |
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| Output data | Year: 2021, Volume: 27, Number: 38, Pages: 9727 – 9736 Pages count : 10 DOI: 10.1002/chem.202100212 | ||||||||||||||
| Tags | Hyperpolarization; magnetic resonance imaging; NMR spectroscopy; parahydrogen; spectroscopy | ||||||||||||||
| Authors |
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| Affiliations |
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Funding (7)
| 1 | National Science Foundation | CHE-1904780 |
| 2 | National Institutes of Health | 1R21CA220137 |
| 3 | National Institute of Biomedical Imaging and Bioengineering | 1R01EB029829 |
| 4 | Russian Foundation for Basic Research | 19-43-540004 (АААА-А19-119090590009-9) |
| 5 | Russian Foundation for Basic Research | 19-29-10003 (АААА-А19-119100890052-8) |
| 6 | Russian Foundation for Basic Research | 19-53-12013 (АААА-А19-119040990042-7) |
| 7 | Ministry of Science and Higher Education of the Russian Federation |
Abstract:
NMR hyperpolarization techniques enhance nuclear spin polarization by several orders of magnitude resulting in corresponding sensitivity gains. This enormous sensitivity gain enables new applications ranging from studies of small molecules by using high-resolution NMR spectroscopy to real-time metabolic imaging in vivo. Several hyperpolarization techniques exist for hyperpolarization of a large repertoire of nuclear spins, although the C-13 and N-15 sites of biocompatible agents are the key targets due to their widespread use in biochemical pathways. Moreover, their long T-1 allows hyperpolarized states to be retained for up to tens of minutes. Signal amplification by reversible exchange (SABRE) is a low-cost and ultrafast hyperpolarization technique that has been shown to be versatile for the hyperpolarization of N-15 nuclei. Although large sensitivity gains are enabled by hyperpolarization, N-15 natural abundance is only similar to 0.4 %, so isotopic labeling of the molecules to be hyperpolarized is required in order to take full advantage of the hyperpolarized state. Herein, we describe selected advances in the preparation of N-15-labeled compounds with the primary emphasis on using these compounds for SABRE polarization in microtesla magnetic fields through spontaneous polarization transfer from parahydrogen. Also, these principles can certainly be applied for hyperpolarization of these emerging contrast agents using dynamic nuclear polarization and other techniques.
Cite:
Chukanov N.V.
, Shchepin R.V.
, Joshi S.M.
, Kabir M.S.H.
, Salnikov O.G.
, Svyatova A.
, Koptyug I.V.
, Gelovani J.G.
, Chekmenev E.Y.
Synthetic Approaches for N-15-Labeled Hyperpolarized Heterocyclic Molecular Imaging Agents for N-15 NMR Signal Amplification by Reversible Exchange in Microtesla Magnetic Fields
Chemistry - A European Journal. 2021. V.27. N38. P.9727 – 9736. DOI: 10.1002/chem.202100212 WOS Scopus РИНЦ OpenAlex AN PMID
Synthetic Approaches for N-15-Labeled Hyperpolarized Heterocyclic Molecular Imaging Agents for N-15 NMR Signal Amplification by Reversible Exchange in Microtesla Magnetic Fields
Chemistry - A European Journal. 2021. V.27. N38. P.9727 – 9736. DOI: 10.1002/chem.202100212 WOS Scopus РИНЦ OpenAlex AN PMID
Dates:
| Submitted: | Jan 19, 2021 |
| Accepted: | Apr 15, 2021 |
| Published online: | May 21, 2021 |
| Published print: | Jul 7, 2021 |
Identifiers:
| ≡ Web of science: | WOS:000652786700001 |
| ≡ Scopus: | 2-s2.0-85105905816 |
| ≡ Elibrary: | 46075879 |
| ≡ OpenAlex: | W3154792603 |
| ≡ Chemical Abstracts: | 2021:1184483 |
| ≡ PMID: | 33856077 |