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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
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 Chukanov Nikita V. 1,2 , Shchepin Roman V. 3 , Joshi Sameer M. 4 , Kabir Mohammad S.H. 4 , Salnikov Oleg G. 1,2,5 , Svyatova Alexandra 1,2 , Koptyug Igor V. 1 , Gelovani Juri G. 4,6 , Chekmenev Eduard Y. 4,7
Affiliations
1 International Tomography Center, SB RAS, Institutskaya St. 3A, 630090 Novosibirsk (Russia)
2 Department of Natural Sciences, Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk (Russia)
3 Department of Chemistry, Biology, and Health Sciences, South Dakota School of Mines & Technology, Rapid City, SD 57701 (USA)
4 Department of Chemistry, Integrative Biosciences (Ibio), Karmanos Cancer Institute (KCI), Wayne State University, Detroit, MI 48202 (USA)
5 Boreskov Institute of Catalysis SB RAS, Acad. Lavrentiev Prospekt 5, 630090 Novosibirsk (Russia)
6 College of Medicine and Health Sciences, United Arab Emirates University, Al Ain (UAE)
7 Russian Academy of Sciences (RAS), Leninskiy Prospekt 14, 119991 Moscow (Russia)

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 AN PMID OpenAlex
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
Chemical Abstracts: 2021:1184483
PMID: 33856077
OpenAlex: W3154792603
Citing:
DB Citing
Web of science 12
Elibrary 8
Scopus 13
OpenAlex 15
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