Litcius/Paper detail

In Vitro Production of Ergothioneine Isotopologues

Mariia A. Beliaeva, Reto Burn, David Lim, Florian P. Seebeck

2020Angewandte Chemie International Edition24 citationsDOI

Abstract

Abstract Ergothioneine is an emerging component of the redox homeostasis system in human cells and in microbial pathogens, such as Mycobacterium tuberculosis and Burkholderia pseudomallei . The synthesis of stable isotope‐labeled ergothioneine derivatives may provide important tools for deciphering the distribution, function, and metabolism of this compound in vivo. We describe a general protocol for the production of ergothioneine isotopologues with programmable 2 H, 15 N, 13 C, 34 S, and 33 S isotope labeling patterns. This enzyme‐based approach makes efficient use of commercial isotope reagents and is also directly applicable to the synthesis of radio‐isotopologues.

Topics & Concepts

ErgothioneineIsotopologueChemistryIn vivoBiochemistryIsotopeIn vitroBiologyOrganic chemistryMoleculeGeneticsPhysicsAntioxidantQuantum mechanicsChemical Reactions and IsotopesAmino Acid Enzymes and MetabolismEnzyme function and inhibition