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In Vitro Production of Ergothioneine Isotopologues
Author(s) -
Beliaeva Mariia A.,
Burn Reto,
Lim David,
Seebeck Florian P.
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202011096
Subject(s) - ergothioneine , isotopologue , chemistry , in vivo , biochemistry , isotope , in vitro , biology , organic chemistry , molecule , genetics , physics , quantum mechanics , antioxidant
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.