Issue 41, 2018

Late-stage deuteration of 13C-enriched substrates for T1 prolongation in hyperpolarized 13C MRI

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.

Graphical abstract: Late-stage deuteration of 13C-enriched substrates for T1 prolongation in hyperpolarized 13C MRI

Supplementary files

Article information

Article type
Communication
Submitted
21 Mar 2018
Accepted
30 Apr 2018
First published
30 Apr 2018

Chem. Commun., 2018,54, 5233-5236

Author version available

Late-stage deuteration of 13C-enriched substrates for T1 prolongation in hyperpolarized 13C MRI

C. Taglang, D. E. Korenchan, C. von Morze, J. Yu, C. Najac, S. Wang, J. E. Blecha, S. Subramaniam, R. Bok, H. F. VanBrocklin, D. B. Vigneron, S. M. Ronen, R. Sriram, J. Kurhanewicz, D. M. Wilson and R. R. Flavell, Chem. Commun., 2018, 54, 5233 DOI: 10.1039/C8CC02246A

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