Literature DB >> 31347750

Hyperpolarization of Amino Acids in Water Utilizing Parahydrogen on a Rhodium Nanocatalyst.

Lukas Kaltschnee1,2, Anil P Jagtap1,2, Jeffrey McCormick3, Shawn Wagner4, Louis-S Bouchard3, Marcel Utz5, Christian Griesinger1, Stefan Glöggler1,2.   

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 13 C 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.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  NMR spectroscopy; PHIP; amino acids; hyperpolarization; nanoparticles

Year:  2019        PMID: 31347750     DOI: 10.1002/chem.201902878

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  Instrumentation for Hydrogenative Parahydrogen-Based Hyperpolarization Techniques.

Authors:  Andreas B Schmidt; C Russell Bowers; Kai Buckenmaier; Eduard Y Chekmenev; Henri de Maissin; James Eills; Frowin Ellermann; Stefan Glöggler; Jeremy W Gordon; Stephan Knecht; Igor V Koptyug; Jule Kuhn; Andrey N Pravdivtsev; Francesca Reineri; Thomas Theis; Kolja Them; Jan-Bernd Hövener
Journal:  Anal Chem       Date:  2022-01-01       Impact factor: 6.986

2.  Selective Isotope Labeling and LC-Photo-CIDNP Enable NMR Spectroscopy at Low-Nanomolar Concentration.

Authors:  Hanming Yang; Siyu Li; Clayton A Mickles; Valeria Guzman-Luna; Kenji Sugisaki; Clayton M Thompson; Hung H Dang; Silvia Cavagnero
Journal:  J Am Chem Soc       Date:  2022-06-14       Impact factor: 16.383

3.  Parahydrogen Hyperpolarization Allows Direct NMR Detection of α-Amino Acids in Complex (Bio)mixtures.

Authors:  Lisanne Sellies; Ruud L E G Aspers; Martin C Feiters; Floris P J T Rutjes; Marco Tessari
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-18       Impact factor: 16.823

4.  Heterogeneous 1 H and 13 C Parahydrogen-Induced Polarization of Acetate and Pyruvate Esters.

Authors:  Oleg G Salnikov; Nikita V Chukanov; Larisa M Kovtunova; Valerii I Bukhtiyarov; Kirill V Kovtunov; Roman V Shchepin; Igor V Koptyug; Eduard Y Chekmenev
Journal:  Chemphyschem       Date:  2021-05-28       Impact factor: 3.520

Review 5.  Hydrogenative-PHIP polarized metabolites for biological studies.

Authors:  Francesca Reineri; Eleonora Cavallari; Carla Carrera; Silvio Aime
Journal:  MAGMA       Date:  2021-02-02       Impact factor: 2.310

6.  Hyperpolarization of 15N in an amino acid derivative.

Authors:  Philip Saul; Salvatore Mamone; Stefan Glöggler
Journal:  RSC Adv       Date:  2022-01-17       Impact factor: 3.361

Review 7.  Parahydrogen-Induced Polarization of Amino Acids.

Authors:  Andrey N Pravdivtsev; Gerd Buntkowsky; Simon B Duckett; Igor V Koptyug; Jan-Bernd Hövener
Journal:  Angew Chem Int Ed Engl       Date:  2021-08-13       Impact factor: 15.336

  7 in total

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