Net NMR alignment by adiabatic transport of parahydrogen addition products to high magnetic field

Pravica, Michael; Weitekamp, D. P.

doi:10.1016/0009-2614(88)80002-2

Cited by 418 publications

(455 citation statements)

References 8 publications

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“…In these experiments, the parahydrogen spin order is converted into 1 H net magnetization during the adiabatic passage from earth's field, where the hydrogenation reaction occurs, to the high field of the NMR magnet. [14] It has been observed (table 1) that, upon parahydrogenation of the vinyl ester, the polarization on the aliphatic signals is 2.6 -3.4%. If the propagyl ester is hydrogenated using parahydrogen, the olefinic signal Ha shows 7% polarization while 3% is obtained on the methylenic protons (Hd protons).…”

Section: H Hyperpolarizationmentioning

confidence: 95%

¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

Cavallari

Carrera

Aime

et al. 2016

Chemistry A European J

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Abstract:Hyperpolarization of the 13C magnetic resonance signal of L-[1-13C]Lactate has been obtained using the chemically based, cost-effective method named ParaHydrogen Induced Polarization by means of Side Arm Hydrogenation (PHIP-SAH). Two ester derivatives of lactate have been tested and the factors that determine the polarization level on the product have been investigated into details. The metabolic conversion of hyperpolarized L-[1-13C]Lactate into Pyruvate has been observed in vitro using lactate dehydrogenase (LDH) and in a cells lysate. From the acquisition of a series of 13C-NMR spectra, the metabolic build-up of the [1-13C]Pyruvate signal has been observed. These studies demonstrate that, even if the experimental set-up used for these PHIP-SAH hyperpolarization studies is still far from optimal, the attained polarization level is already sufficient to carry out in vitro metabolic studies.Author Comments: Dear editor, enclosed please find the manuscript entitled "13C-MR Hyperpolarization of Lactate using ParaHydrogen and metabolic transformation in vitro " to be considered for publication in Chemistry, a European Journal. A previous version of the manuscript had been submitted to this journal and one of the two referees evaluated it a highly important manuscript, while the other considered it too specialized for publication, than the manuscript was rejected. Nevertheless, the editor suggested that an appropriately supplemented manuscript should be reconsidered.Here is submitted a deeply revised version of the manuscript. New experiments have been added, in accordance with the reviewers' suggestions, and new results have been obtained. The whole text has been extensively edited and integrated. We hope that, with the integration of the new results, the manuscript will be considered worth of publication in Chemistry. C]Pyruvate signal has been observed. These studies demonstrate that, even if the experimental set-up used for these PHIP-SAH hyperpolarization studies is still far from optimal, the attained polarization level is already sufficient to carry out in vitro metabolic studies. Yours sincerely Powered by Editorial Manager® and ProduXion Manager® from Aries Systems Corporation

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Section: H Hyperpolarizationmentioning

confidence: 95%

¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

Cavallari

Carrera

Aime

et al. 2016

Chemistry A European J

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“…The transformation of total spin magnetization into singlet order, and back again, is an important manipulation in the NMR of long-lived states [13,14,15,16,17,25,26,27,28,29,30,31,32,33,34,35,36,37,38,39,40,41,42,43,44] and in parahydrogen-enhanced NMR [18,19,20,21,22,45,46,47,48,49].…”

Section: Magnetization To Singlet Ordermentioning

confidence: 99%

“…This result is well-known. For example, in parahydrogen-enhanced NMR, the chemical equivalence of the hydrogen nuclei originating with parahydrogen must be broken in order to obtain enhanced NMR signals [18,19,20,21,22,45,46,47,48,49]. The breaking of chemical equivalence is also necessary to access singlet order in spin-pair systems, for similar reasons.…”

Section: Magnetization To Singlet Ordermentioning

confidence: 99%

Symmetry constraints on spin dynamics: Application to hyperpolarized NMR

Levitt

2016

Journal of Magnetic Resonance

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Spin dynamical evolution is constrained by the symmetries of the spin Hamiltonians that generate the quantum dynamics. The consequences of symmetry-induced constraints are examined for some common hyperpolarized NMR experiments, including the excitation of singlet order in spin-pair systems, and the transfer of parahydrogen-induced hyperpolarized singlet order to magnetization in systems displaying chemical and magnetic equivalence.

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“…20 The addition of CO to the H 2 feed (1:2 ratio) proved to change this product mix, with the methyl-ester C(Ph)(H)=C(Ph)CO 2 CD 3 (6) of Scheme 2 also being formed according to gas chromatographic analysis. Furthermore, when a series of 31 Scheme 2: Summary of the organic products detected during the reaction of diphenylacetylene with CO and H2 in the presence of 1 in methanol-d4; the blue labels reflect atoms that show the PHIP effect. of this mixture yields a molecular ion at m/z 242 for 6 when it is formed in methanol-d 4 , which falls to m/z 239 when the reaction is completed in methanol-h 4 and increases further to 252 when d 10 P C C P P C C P Consequently we deduce that the alcohol is the source of the esters methyl substituent rather than CO.…”

Section: Resultsmentioning

confidence: 99%

“…First, in the organic region, a weakly polarized doublet of doublets appears at  7.89 as shown in Figure 3. This emission signal collapses into singlet on 31 …”

Section: Utilisation Of Dichloromethane-d 2 To Detect [Pd(cocph=chph)mentioning

confidence: 99%

Following palladium catalyzed methoxycarbonylation by hyperpolarized NMR spectroscopy: a parahydrogen based investigation

Dexin

Holmes

López‐Serrano

et al. 2017

Catal. Sci. Technol.

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Pd(OTf)2(bcope) is shown to react in methanol solution with diphenylacetylene, carbon monoxide and hydrogen to produce the methoxy-carbonylation product methyl 2,3 diphenyl acrylate alongside cis-and trans-stilbene. In-situ NMR studies harnessing the parahydrogen induced polarization effect reveal substantially enhanced 1 H NMR signals in both protic and aprotic solvents for a series of reaction intermediates that play a direct role in this homogeneous transformation. Exchange Spectroscopy (EXSY) measurements reveal that the corresponding CO adducts are less reactive than their methanol counterparts.

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Net NMR alignment by adiabatic transport of parahydrogen addition products to high magnetic field

Cited by 418 publications

References 8 publications

¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

Symmetry constraints on spin dynamics: Application to hyperpolarized NMR

Following palladium catalyzed methoxycarbonylation by hyperpolarized NMR spectroscopy: a parahydrogen based investigation

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Net NMR alignment by adiabatic transport of parahydrogen addition products to high magnetic field

Cited by 418 publications

References 8 publications

13C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

13C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

Symmetry constraints on spin dynamics: Application to hyperpolarized NMR

Following palladium catalyzed methoxycarbonylation by hyperpolarized NMR spectroscopy: a parahydrogen based investigation

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¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro

¹³C MR Hyperpolarization of Lactate by Using ParaHydrogen and Metabolic Transformation in Vitro