Carbon-13 Hyperpolarization of α-Ketocarboxylates with Parahydrogen in Reversible Exchange

Signal Amplification by Reversible Exchange (SABRE) is a relatively simple and fast hyperpolarization technique that has been used to hyperpolarize the α-ketocarboxylate pyruvate, a central metabolite and the leading hyperpolarized MRI contrast agent. In this work, we show that SABRE can readily be...

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Bibliographic Details
Published in:	ChemMedChem p. e202400378
Main Authors:	McBride, Stephen J, MacCulloch, Keilian, TomHon, Patrick, Browning, Austin, Meisel, Samantha, Abdulmojeed, Mustapha, Goodson, Boyd M, Chekmenev, Eduard Y, Theis, Thomas
Format:	Journal Article
Language:	English
Published:	Germany 04-10-2024
Subjects:	alpha-ketocarboxylate NMR hyperpolarization parahydrogen SABRE
Online Access:	Get full text
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Summary:	Signal Amplification by Reversible Exchange (SABRE) is a relatively simple and fast hyperpolarization technique that has been used to hyperpolarize the α-ketocarboxylate pyruvate, a central metabolite and the leading hyperpolarized MRI contrast agent. In this work, we show that SABRE can readily be extended to hyperpolarize 13C nuclei at natural abundance on many other α-ketocarboxylates. Hyperpolarization is observed and optimized on pyruvate (P13C=17%) and 2-oxobutyrate (P13C=25%) with alkyl chains in the R-group, oxaloacetate (P13C=11%) and alpha-ketoglutarate (P13C=13%) with carboxylate moieties in the R group, and phenylpyruvate (P13C=2%) and phenylglyoxylate (P13C=2%) with phenyl rings in the R-group. New catalytically active SABRE binding motifs of the substrates to the hyperpolarization transfer catalyst-particularly for oxaloacetate-are observed. We experimentally explore the connection between temperature and exchange rates for all of these SABRE systems and develop a theoretical kinetic model, which is used to fit the hyperpolarization build-up and decay during SABRE activity.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1860-7179 1860-7187 1860-7187
DOI:	10.1002/cmdc.202400378