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Hyperpolarization of amino acids in water utilizing parahydrogen on a rhodium nanocatalyst

Hyperpolarization of amino acids in water utilizing parahydrogen on a rhodium nanocatalyst
Hyperpolarization of amino acids in water utilizing parahydrogen on a rhodium nanocatalyst

NMR offers many possibilities in chemical analysis, structural investigations, and medical diagnostics. Although it is broadly used, one of NMR spectroscopies main drawbacks is low sensitivity. Hyperpolarization techniques enhance NMR signals by more than four orders of magnitude allowing the design of new contrast agents. Parahydrogen induced polarization that utilizes the para-hydrogen's singlet state to create enhanced signals is of particular interest since it allows to produce molecular imaging agents within seconds. Herein, we present a strategy for signal enhancement of the carbonyl 13C in amino acids by using parahydrogen, as demonstrated for glycine and alanine. Importantly, the hyperpolarization step is carried out in water and chemically unmodified canonical amino acids are obtained. Our approach thus offers a high degree of biocompatibility, which is crucial for further application. The rapid sample hyperpolarization (within seconds) may enable the continuous production of biologically useful probes, such as metabolic contrast agents or probes for structural biology.

amino acids, hyperpolarization, nanoparticles, NMR spectroscopy, PHIP
0947-6539
11031-11035
Kaltschnee, Lukas
fcb76c98-b0e4-40e6-b3cb-00afc2aba938
Jagtap, Anil P.
298f2515-ada9-43d7-96e7-a8f3d6d3a1e3
McCormick, Jeffrey
d7b62212-f69f-4c28-8857-7b904e5044f8
Wagner, Shawn
fd202d80-ac6c-4d07-a356-7393aede6ffd
Bouchard, Louis S.
7811ebbb-4e39-4fb9-8e2d-6d45bf6850ef
Utz, Marcel
c84ed64c-9e89-4051-af39-d401e423891b
Griesinger, Christian
09441ab9-2827-43a5-b5ac-92ad67350bf1
Glöggler, Stefan
ac98f078-6073-4783-973f-281616bdf3e6
Kaltschnee, Lukas
fcb76c98-b0e4-40e6-b3cb-00afc2aba938
Jagtap, Anil P.
298f2515-ada9-43d7-96e7-a8f3d6d3a1e3
McCormick, Jeffrey
d7b62212-f69f-4c28-8857-7b904e5044f8
Wagner, Shawn
fd202d80-ac6c-4d07-a356-7393aede6ffd
Bouchard, Louis S.
7811ebbb-4e39-4fb9-8e2d-6d45bf6850ef
Utz, Marcel
c84ed64c-9e89-4051-af39-d401e423891b
Griesinger, Christian
09441ab9-2827-43a5-b5ac-92ad67350bf1
Glöggler, Stefan
ac98f078-6073-4783-973f-281616bdf3e6

Kaltschnee, Lukas, Jagtap, Anil P., McCormick, Jeffrey, Wagner, Shawn, Bouchard, Louis S., Utz, Marcel, Griesinger, Christian and Glöggler, Stefan (2019) Hyperpolarization of amino acids in water utilizing parahydrogen on a rhodium nanocatalyst. Chemistry - A European Journal, 25 (47), 11031-11035. (doi:10.1002/chem.201902878).

Record type: Article

Abstract

NMR offers many possibilities in chemical analysis, structural investigations, and medical diagnostics. Although it is broadly used, one of NMR spectroscopies main drawbacks is low sensitivity. Hyperpolarization techniques enhance NMR signals by more than four orders of magnitude allowing the design of new contrast agents. Parahydrogen induced polarization that utilizes the para-hydrogen's singlet state to create enhanced signals is of particular interest since it allows to produce molecular imaging agents within seconds. Herein, we present a strategy for signal enhancement of the carbonyl 13C in amino acids by using parahydrogen, as demonstrated for glycine and alanine. Importantly, the hyperpolarization step is carried out in water and chemically unmodified canonical amino acids are obtained. Our approach thus offers a high degree of biocompatibility, which is crucial for further application. The rapid sample hyperpolarization (within seconds) may enable the continuous production of biologically useful probes, such as metabolic contrast agents or probes for structural biology.

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More information

Accepted/In Press date: 22 June 2019
e-pub ahead of print date: 25 June 2019
Published date: 22 August 2019
Keywords: amino acids, hyperpolarization, nanoparticles, NMR spectroscopy, PHIP

Identifiers

Local EPrints ID: 434843
URI: http://eprints.soton.ac.uk/id/eprint/434843
ISSN: 0947-6539
PURE UUID: 1befa6c6-0480-4a8f-b911-7df41126f93b
ORCID for Marcel Utz: ORCID iD orcid.org/0000-0003-2274-9672

Catalogue record

Date deposited: 11 Oct 2019 16:30
Last modified: 26 Nov 2021 02:59

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Contributors

Author: Lukas Kaltschnee
Author: Anil P. Jagtap
Author: Jeffrey McCormick
Author: Shawn Wagner
Author: Louis S. Bouchard
Author: Marcel Utz ORCID iD
Author: Christian Griesinger
Author: Stefan Glöggler

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