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Updated: Jul 26, 2025

A Hydrogen-Deuterium Exchange Mass Spectrometry HDX-MS Platform for Investigating Peptide Biosynthetic Enzymes
Published on: May 4, 2020
Mild and selective hydrogen-deuterium exchange for aromatic hydrogen of amines
Zetryana Puteri Tachrim1,2, Manami Hashinoki1, Zeping Wang1
1Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University, Sapporo, Japan.
Abstract:
The direct electrophilic deuteration of the aromatic moiety in aromatic and aralkyl amines is reported. The acid-catalyzed deuteration is facilitated by deuterated trifluoromethanesulfonic acid, [D]triflic acid, CF3 SO3 D, TfOD, which acts as both the reaction solvent and the source of the deuterium label. The mild conditions enable room temperature hydrogen/deuterium exchange for most of the para-substituted aromatic amine derivatives studied. In addition, short reaction times and a high degree of aromatic deuteration are achieved and isolation of the product is simple. The optical activity of the chiral aralkyl amines studied was preserved.
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