Heterogeneous 1H and 13C Parahydrogen‐Induced Polarization of Acetate and Pyruvate Esters | Sciact - CRIS-система Института катализа

Heterogeneous 1H and 13C Parahydrogen‐Induced Polarization of Acetate and Pyruvate Esters Научная публикация

Журнал

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

Вых. Данные

Год: 2021, Том: 22, Номер: 12, Страницы: 1389-1396 Страниц : 8 DOI: 10.1002/cphc.202100156

Ключевые слова

parahydrogen; Hyperpolarization; PHIP; NMR spectroscopy; imaging agents

Авторы

Salnikov Oleg G. ^1,2,3 , Chukanov Nikita V. ^1,3 , Kovtunova Larisa M. ^1,2,3 , Bukhtiyarov Valerii I. ^2,3 , Kovtunov Kirill V. ^1,3 , Shchepin Roman V. ⁴ , Koptyug Igor V. ¹ , Chekmenev Eduard Y. ^5,6

Организации

1	International Tomography Center SB RAS, 3A Institutskaya St., 630090 Novosibirsk, Russia
2	Boreskov Institute of Catalysis SB RAS, 5 Acad. Lavrentiev Pr., 630090 Novosibirsk, Russia
3	Department of Natural Sciences, Novosibirsk State University, 2 Pirogova St., 630090 Novosibirsk, Russia
4	Department of Chemistry, Biology, and Health Sciences, South Dakota School of Mines & Technology, Rapid City, South Dakota 57701, United States
5	Department of Chemistry, Integrative Biosciences (Ibio), Karmanos Cancer Institute (KCI), Wayne State University, Detroit, Michigan 48202, United States
6	Russian Academy of Sciences, 14 Leninskiy Prospekt, 119991 Moscow, Russia

Информация о финансировании (8)

1	Российский фонд фундаментальных исследований	19-29-10003 (АААА-А19-119100890052-8)
2	Российский фонд фундаментальных исследований	19-43-540004 (АААА-А19-119090590009-9)
3	Российский фонд фундаментальных исследований	19-33-60045
4	Министерство науки и высшего образования Российской Федерации (с 15 мая 2018)	0239-2021-0002
5	National Science Foundation	CHE-1904780
6	National Institutes of Health	1R21CA220137
7	National Institutes of Health	1R21HL154032-01
8	United States Department of Defense	W81XWH-12-1-0159/BC112431

Magnetic resonance imaging of [1‐ 13 C]hyperpolarized carboxylates (most notably, [1‐ 13 C]pyruvate) allows one to visualize abnormal metabolism in tumors and other pathologies. Here we investigate the efficiency of 1 H and 13 C hyperpolarization of acetate and pyruvate esters with ethyl, propyl and allyl alcoholic moieties using heterogeneous hydrogenation of corresponding vinyl, allyl and propargyl precursors in isotopically unlabeled and 1‐ 13 C‐enriched forms with parahydrogen over Rh/TiO 2 catalysts in methanol‐d 4 and in D 2 O. The maximum obtained 1 H polarization was 0.6 ± 0.2% (for propyl acetate in CD 3 OD), while the highest 13 C polarization was 0.10 ± 0.03% (for ethyl acetate in CD 3 OD). Hyperpolarization of acetate esters surpassed that of pyruvates, while esters with a triple carbon‐carbon bond in unsaturated alcoholic moiety were less efficient as parahydrogen‐induced polarization precursors than esters with a double bond. Among the compounds studied, the maximum 1 H and 13 C NMR signal intensities were observed for propyl acetate. Ethyl acetate yielded slightly less intense NMR signals which were dramatically greater than those of other esters under study.

Salnikov O.G. , Chukanov N.V. , Kovtunova L.M. , Bukhtiyarov V.I. , Kovtunov K.V. , Shchepin R.V. , Koptyug I.V. , Chekmenev E.Y.
Heterogeneous 1H and 13C Parahydrogen‐Induced Polarization of Acetate and Pyruvate Esters
ChemPhysChem. 2021. V.22. N12. P.1389-1396. DOI: 10.1002/cphc.202100156 WOS Scopus РИНЦ CAPlus PMID OpenAlex

Поступила в редакцию:	26 февр. 2021 г.
Принята к публикации:	30 апр. 2021 г.
Опубликована online:	30 апр. 2021 г.
Опубликована в печати:	2 июл. 2021 г.

Web of science:	WOS:000655533000001
Scopus:	2-s2.0-85106652401
РИНЦ:	46085696
Chemical Abstracts:	2021:1189529
PMID (PubMed):	33929077
OpenAlex:	W3158727826

БД	Цитирований
Web of science	10
РИНЦ	7
Scopus	10
OpenAlex	12