Literature DB >> 27607402

Production of Pure Aqueous 13 C-Hyperpolarized Acetate by Heterogeneous Parahydrogen-Induced Polarization.

Kirill V Kovtunov1,2, Danila A Barskiy3, Roman V Shchepin3, Oleg G Salnikov4,5, Igor P Prosvirin5,6, Andrey V Bukhtiyarov5,6, Larisa M Kovtunova5,6, Valerii I Bukhtiyarov5,6, Igor V Koptyug7,8, Eduard Y Chekmenev9,10.   

Abstract

A supported metal catalyst was designed, characterized, and tested for aqueous phase heterogeneous hydrogenation of vinyl acetate with parahydrogen to produce 13 C-hyperpolarized ethyl acetate for potential biomedical applications. The Rh/TiO2 catalyst with a metal loading of 23.2 wt % produced strongly hyperpolarized 13 C-enriched ethyl acetate-1-13 C detected at 9.4 T. An approximately 14-fold 13 C signal enhancement was detected using circa 50 % parahydrogen gas without taking into account relaxation losses before and after polarization transfer by magnetic field cycling from nascent parahydrogen-derived protons to 13 C nuclei. This first observation of 13 C PHIP-hyperpolarized products over a supported metal catalyst in an aqueous medium opens up new possibilities for production of catalyst-free aqueous solutions of nontoxic hyperpolarized contrast agents for a wide range of biomolecules amenable to the parahydrogen induced polarization by side arm hydrogenation (PHIP-SAH) approach.
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  13C NMR; PHIP; hyperpolarization; parahydrogen; polarization transfer

Year:  2016        PMID: 27607402      PMCID: PMC5544125          DOI: 10.1002/chem.201603974

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


  36 in total

1.  Parahydrogen-induced polarization in imaging: subsecond (13)C angiography.

Authors:  K Golman; O Axelsson; H Jóhannesson; S Månsson; C Olofsson; J S Petersson
Journal:  Magn Reson Med       Date:  2001-07       Impact factor: 4.668

Review 2.  Nuclear magnetic resonance of laser-polarized noble gases in molecules, materials, and organisms.

Authors:  Boyd M Goodson
Journal:  J Magn Reson       Date:  2002-04       Impact factor: 2.229

3.  Real-time molecular imaging of tricarboxylic acid cycle metabolism in vivo by hyperpolarized 1-(13)C diethyl succinate.

Authors:  Niki M Zacharias; Henry R Chan; Napapon Sailasuta; Brian D Ross; Pratip Bhattacharya
Journal:  J Am Chem Soc       Date:  2011-12-22       Impact factor: 15.419

4.  Imaging metabolism with hyperpolarized (13)C-labeled cell substrates.

Authors:  Kevin M Brindle
Journal:  J Am Chem Soc       Date:  2015-05-15       Impact factor: 15.419

5.  Analysis of cancer metabolism by imaging hyperpolarized nuclei: prospects for translation to clinical research.

Authors:  John Kurhanewicz; Daniel B Vigneron; Kevin Brindle; Eduard Y Chekmenev; Arnaud Comment; Charles H Cunningham; Ralph J Deberardinis; Gary G Green; Martin O Leach; Sunder S Rajan; Rahim R Rizi; Brian D Ross; Warren S Warren; Craig R Malloy
Journal:  Neoplasia       Date:  2011-02       Impact factor: 5.715

Review 6.  The theory and practice of hyperpolarization in magnetic resonance using parahydrogen.

Authors:  Richard A Green; Ralph W Adams; Simon B Duckett; Ryan E Mewis; David C Williamson; Gary G R Green
Journal:  Prog Nucl Magn Reson Spectrosc       Date:  2012-03-15       Impact factor: 9.795

7.  Single-atom gold catalysis in the context of developments in parahydrogen-induced polarization.

Authors:  Avelino Corma; Oleg G Salnikov; Danila A Barskiy; Kirill V Kovtunov; Igor V Koptyug
Journal:  Chemistry       Date:  2015-03-06       Impact factor: 5.236

8.  Parahydrogen-induced polarization (PHIP) hyperpolarized MR receptor imaging in vivo: a pilot study of 13C imaging of atheroma in mice.

Authors:  Pratip Bhattacharya; Eduard Y Chekmenev; Wanda F Reynolds; Shawn Wagner; Niki Zacharias; Henry R Chan; Rolf Bünger; Brian D Ross
Journal:  NMR Biomed       Date:  2011-04-28       Impact factor: 4.044

9.  Efficient Synthesis of Molecular Precursors for Para-Hydrogen-Induced Polarization of Ethyl Acetate-1-(13) C and Beyond.

Authors:  Roman V Shchepin; Danila A Barskiy; Aaron M Coffey; Isaac V Manzanera Esteve; Eduard Y Chekmenev
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-08       Impact factor: 15.336

10.  Open-Source Automated Parahydrogen Hyperpolarizer for Molecular Imaging Using (13)C Metabolic Contrast Agents.

Authors:  Aaron M Coffey; Roman V Shchepin; Milton L Truong; Ken Wilkens; Wellington Pham; Eduard Y Chekmenev
Journal:  Anal Chem       Date:  2016-08-01       Impact factor: 6.986

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  14 in total

1.  Parahydrogen-Induced Polarization of 1-13C-Acetates and 1-13C-Pyruvates Using Sidearm Hydrogenation of Vinyl, Allyl, and Propargyl Esters.

Authors:  Oleg G Salnikov; Nikita V Chukanov; Roman V Shchepin; Isaac V Manzanera Esteve; Kirill V Kovtunov; Igor V Koptyug; Eduard Y Chekmenev
Journal:  J Phys Chem C Nanomater Interfaces       Date:  2019-04-19       Impact factor: 4.126

2.  A versatile synthetic route to the preparation of 15 N heterocycles.

Authors:  Nikita V Chukanov; Bryce E Kidd; Larisa M Kovtunova; Valerii I Bukhtiyarov; Roman V Shchepin; Eduard Y Chekmenev; Boyd M Goodson; Kirill V Kovtunov; Igor V Koptyug
Journal:  J Labelled Comp Radiopharm       Date:  2019-01-07       Impact factor: 1.921

Review 3.  Hyperpolarized NMR Spectroscopy: d-DNP, PHIP, and SABRE Techniques.

Authors:  Kirill V Kovtunov; Ekaterina V Pokochueva; Oleg G Salnikov; Samuel F Cousin; Dennis Kurzbach; Basile Vuichoud; Sami Jannin; Eduard Y Chekmenev; Boyd M Goodson; Danila A Barskiy; Igor V Koptyug
Journal:  Chem Asian J       Date:  2018-05-23

4.  Pulse-Programmable Magnetic Field Sweeping of Parahydrogen-Induced Polarization by Side Arm Hydrogenation.

Authors:  Baptiste Joalland; Andreas B Schmidt; Mohammad S H Kabir; Nikita V Chukanov; Kirill V Kovtunov; Igor V Koptyug; Jürgen Hennig; Jan-Bernd Hövener; Eduard Y Chekmenev
Journal:  Anal Chem       Date:  2019-12-23       Impact factor: 6.986

5.  Heterogeneous Microtesla SABRE Enhancement of 15 N NMR Signals.

Authors:  Kirill V Kovtunov; Larisa M Kovtunova; Max E Gemeinhardt; Andrey V Bukhtiyarov; Jonathan Gesiorski; Valerii I Bukhtiyarov; Eduard Y Chekmenev; Igor V Koptyug; Boyd M Goodson
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-28       Impact factor: 15.336

Review 6.  Parahydrogen-Based Hyperpolarization for Biomedicine.

Authors:  Jan-Bernd Hövener; Andrey N Pravdivtsev; Bryce Kidd; C Russell Bowers; Stefan Glöggler; Kirill V Kovtunov; Markus Plaumann; Rachel Katz-Brull; Kai Buckenmaier; Alexej Jerschow; Francesca Reineri; Thomas Theis; Roman V Shchepin; Shawn Wagner; Pratip Bhattacharya; Niki M Zacharias; Eduard Y Chekmenev
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-01       Impact factor: 15.336

7.  A pulse programmable parahydrogen polarizer using a tunable electromagnet and dual channel NMR spectrometer.

Authors:  Aaron M Coffey; Roman V Shchepin; Bibo Feng; Raul D Colon; Ken Wilkens; Kevin W Waddell; Eduard Y Chekmenev
Journal:  J Magn Reson       Date:  2017-09-30       Impact factor: 2.229

8.  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

9.  Aqueous, Heterogeneous Parahydrogen-Induced 15N Polarization.

Authors:  Liana B Bales; Kirill V Kovtunov; Danila A Barskiy; Roman V Shchepin; Aaron M Coffey; Larisa M Kovtunova; Andrey V Bukhtiyarov; Matthew A Feldman; Valerii I Bukhtiyarov; Eduard Y Chekmenev; Igor V Koptyug; Boyd M Goodson
Journal:  J Phys Chem C Nanomater Interfaces       Date:  2017-06-21       Impact factor: 4.126

10.  Spontaneous 15N Nuclear Spin Hyperpolarization in Metal-Free Activation of Parahydrogen by Molecular Tweezers.

Authors:  Kristina Sorochkina; Vladimir V Zhivonitko; Konstantin Chernichenko; Ville-Veikko Telkki; Timo Repo; Igor V Koptyug
Journal:  J Phys Chem Lett       Date:  2018-02-08       Impact factor: 6.475

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