Synthesis and 15N NMR Signal Amplification by Reversible Exchange of [15N]Dalfampridine at Microtesla Magnetic Fields | Sciact - CRIS-system of Boreskov Institute of Catalysis

Synthesis and 15N NMR Signal Amplification by Reversible Exchange of [15N]Dalfampridine at Microtesla Magnetic Fields Full article

Journal

ChemPhysChem
ISSN: 1439-4235 , E-ISSN: 1439-7641

Output data

Year: 2021, Volume: 22, Number: 10, Pages: 960-967 Pages count : 8 DOI: 10.1002/cphc.202100109

Tags

SABRE; parahydrogen; hyperpolarization; NMR spectroscopy; isotopic labeling

Authors

Chukanov Nikita V. ^1,2 , Salnikov Oleg G. ^1,2,3 , Trofimov Ivan A. ^1,2 , Kabir Mohammad S.H. ⁴ , Kovtunov Kirill V. ^1,2 , Koptyug Igor V. ¹ , Chekmenev Eduard Y. ^4,5

Affiliations

1	International Tomography Center SB RAS, 3A Institutskaya St., 630090 Novosibirsk, Russia
2	Department of Natural Sciences, Novosibirsk State University, 2 Pirogova St., 630090 Novosibirsk, Russia
3	Boreskov Institute of Catalysis SB RAS, 5 Acad. Lavrentiev Pr., 630090 Novosibirsk, Russia
4	Department of Chemistry, Integrative Biosciences (Ibio), Karmanos Cancer Institute (KCI), Wayne State University, Detroit, Michigan 48202, United States
5	Russian Academy of Sciences, 14 Leninskiy Prospekt, 119991 Moscow, Russia

Funding (5)

1	Russian Foundation for Basic Research	19-53-12013 (АААА-А19-119040990042-7)
2	Federal Agency for Scientific Organizations	0333-2016-0002 (АААА-А16-116121510087-5)
3	Russian Foundation for Basic Research	19-43-540004 (АААА-А19-119090590009-9)
4	National Science Foundation	CHE-1904780
5	National Institute of Biomedical Imaging and Bioengineering	1R01EB029829

Signal Amplification by Reversible Exchange (SABRE) technique enables nuclear spin hyperpolarization of wide range of compounds using parahydrogen. Here we present the synthetic approach to prepare 15N‐labeled [15N]dalfampridine (4‐amino[15N]pyridine) utilized as a drug to reduce the symptoms of multiple sclerosis. The synthesized compound was hyperpolarized using SABRE at microtesla magnetic fields (SABRE‐SHEATH technique) with up to 2.0 % 15N polarization. The 7‐hour‐long activation of SABRE pre‐catalyst [Ir(IMes)(COD)Cl] in the presence of [15N]dalfampridine can be remedied by the use of pyridine co‐ligand for catalyst activation while retaining the 15N polarization levels of [15N]dalfampridine. The effects of experimental conditions such as polarization transfer magnetic field, temperature, concentration, parahydrogen flow rate and pressure on 15N polarization levels of free and equatorial catalyst‐bound [15N]dalfampridine were investigated. Moreover, we studied 15N polarization build‐up and decay at magnetic field of less than 0.04 μT as well as 15N polarization decay at the Earth's magnetic field and at 1.4 T.

Chukanov N.V. , Salnikov O.G. , Trofimov I.A. , Kabir M.S.H. , Kovtunov K.V. , Koptyug I.V. , Chekmenev E.Y.
Synthesis and 15N NMR Signal Amplification by Reversible Exchange of [15N]Dalfampridine at Microtesla Magnetic Fields
ChemPhysChem. 2021. V.22. N10. P.960-967. DOI: 10.1002/cphc.202100109 WOS Scopus РИНЦ AN PMID OpenAlex

Submitted:	Feb 11, 2021
Accepted:	Mar 18, 2021
Published online:	Apr 1, 2021
Published print:	May 17, 2021

Web of science:	WOS:000640660200001
Scopus:	2-s2.0-85104688462
Elibrary:	46028545
Chemical Abstracts:	2021:901324
PMID:	33738893
OpenAlex:	W3139010388

DB	Citing
Web of science	9
Scopus	9
Elibrary	10
OpenAlex	12