Recent advances in HemN-like radical S-adenosyl-l-methionine enzyme-catalyzed reactions.

Wen-Bing Jin, Sheng Wu, Yi-Fan Xu, Hua Yuan, Gong-Li Tang

Journal: Natural product reports 2020;37(1):17-28

PMID: 31290896

Full Text on Royal Society of Chemistry View on PubMed

Abstract

Covering: 2012 to 2019HemN-like radical S-adenosyl-l-methionine (SAM) enzymes have been recently disclosed to catalyze diverse chemically challenging reactions from primary to secondary metabolic pathways. In this highlight, we summarize the reaction examples catalyzed by HemN-like enzymes to date and the enzymatic mechanisms reported. From the recent mechanistic investigations, we reason that there is a shared initiating mechanism wherein a characteristic SAM methylene radical is proposed to abstract a hydrogen atom from an sp carbon or add onto an sp carbon center although variations occur thereafter from reaction to reaction, as well as providing a brief insight into some future prospects.

Address: State Key Laboratory of Bio-organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China. [email protected] [email protected].

DOI: 10.1039/c9np00032a

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MeSH Terms: Bacterial Proteins, Coproporphyrinogen Oxidase, Duocarmycins, Enzymes, Escherichia coli Proteins, Heme, Hydrogen, Methylation, Peptides, Cyclic, Polyketides, Protein Methyltransferases, S-Adenosylmethionine, Thiazoles