Department of Chemistry, University of Basel, Mattenstrasse 24a, 4002, Basel, Switzerland.
Angew Chem Int Ed Engl. 2021 Mar 1;60(10):5209-5212. doi: 10.1002/anie.202011096. Epub 2021 Jan 14.
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 H, N, C, S, and 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.
麦硫因是人体细胞和分枝杆菌属和类鼻疽伯克霍尔德菌等微生物病原体氧化还原平衡系统中的一个新兴组成部分。稳定同位素标记的麦硫因衍生物的合成可能为破译该化合物在体内的分布、功能和代谢提供重要工具。我们描述了一种通用方案,用于生产具有可编程 H、N、C、S 和 S 同位素标记模式的麦硫因同位素异构体。这种基于酶的方法有效地利用了商业同位素试剂,并且也可直接应用于放射性同位素异构体的合成。