ArticleChemical communications (Cambridge, England)2018
Late-stage deuteration of
Article in Chemical communications (Cambridge, England), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed, 34 citations in OpenAlex.
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- Synthesis and Biological Evaluation of Fluorine-18 and Deuterium Labeled l-Fluoroalanines as Positron Emission Tomography Imaging Agents for Cancer Detection.Journal of medicinal chemistry · 2024Article
- Biocatalytic reductive amination as a route to isotopically labelled amino acids suitable for analysis of large proteins by NMR.Chemical science · 2023Article
- RapidAnalytical chemistry · 2022Article
- Ketohexokinase-mediated fructose metabolism is lost in hepatocellular carcinoma and can be leveraged for metabolic imaging.Science advances · 2022Article
- Structure-guided design enables development of a hyperpolarized molecular probe for the detection of aminopeptidase N activity in vivo.Science advances · 2022Article
- Evaluation of enzymatic and magnetic properties of γ-glutamyl-[1-RSC advances · 2021Article
- A general, versatile and divergent synthesis of selectively deuterated amines.Chemical science · 2021Article
- Trends in the Hydrogen-Deuterium Exchange at the Carbon Centers. Preparation of Internal Standards for Quantitative Analysis by LC-MS.Molecules (Basel, Switzerland) · 2021Review
- Multi-sample measurement of hyperpolarized pyruvate-to-lactate flux in melanoma cells.NMR in biomedicine · 2021Article
- Signal-enhanced real-time magnetic resonance of enzymatic reactions at millitesla fields.Chemical science · 2020Article
- Synthesis of Enantioenriched α-Deuterated α-Amino Acids Enabled by an Organophotocatalytic Radical Approach.Organic letters · 2020Article
- Probing carbohydrate metabolism using hyperpolarizedNMR in biomedicine · 2019Review
- Reaction Monitoring Using SABRE-Hyperpolarized Benchtop (1 T) NMR Spectroscopy.Analytical chemistry · 2019Article
- Relaxation Dynamics of Nuclear Long-Lived Spin States in Propane and Propane-dThe journal of physical chemistry. C, Nanomaterials and interfaces · 2019Article
Corrections and comments
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Authors and funding
16 authors at 1 institution in 1 country.
Funding
Abstract
A robust and selective late-stage deuteration methodology was applied to 13C-enriched amino and alpha hydroxy acids to increase spin-lattice relaxation constant T1 for hyperpolarized 13C magnetic resonance imaging. For the five substrates with 13C-labeling on the C1-position ([1-13C]alanine, [1-13C]serine, [1-13C]lactate, [1-13C]glycine, and [1-13C]valine), significant increase of their T1 was observed at 3 T with deuterium labeling (+26%, 22%, +16%, +25% and +29%, respectively). Remarkably, in the case of [2-13C]alanine, [2-13C]serine and [2-13C]lactate, deuterium labeling led to a greater than four fold increase in T1. [1-13C,2-2H]alanine, produced using this method, was applied to in vitro enzyme assays with alanine aminotransferase, demonstrating a kinetic isotope effect.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.