Adenosylation reactions catalyzed by the radical S-adenosylmethionine superfamily enzymes

The radical S-adenosylmethionine (SAM) superfamily enzymes reductively cleave SAM to produce a highly reactive 5ˊ-deoxyadenosyl (dAdo) radical, which in most cases abstracts a hydrogen from the substrate and initiates highly diverse reactions. In rare cases, the dAdo radical can add to a sp2 carbon...

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Bibliographic Details
Published in:Current opinion in chemical biology 2020-04, Vol.55, p.86-95
Main Authors: Ding, Wei, Ji, Xinjian, Zhong, Yuting, Xu, Kuang, Zhang, Qi
Format: Article
Language:English
Subjects:
Alkenes - chemistry
Bacterial Proteins - metabolism
Biocatalysis
Biological Products - chemistry
Biosynthesis
Biosynthetic Pathways
Cobamides - chemistry
Enzymes - metabolism
Free Radicals - chemistry
Hydrocarbons, Aromatic - chemistry
Natural product
Nucleoside
Nucleosides - chemistry
Oxidation-Reduction
Radical addition
S-Adenosylmethionine - chemistry
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Summary:The radical S-adenosylmethionine (SAM) superfamily enzymes reductively cleave SAM to produce a highly reactive 5ˊ-deoxyadenosyl (dAdo) radical, which in most cases abstracts a hydrogen from the substrate and initiates highly diverse reactions. In rare cases, the dAdo radical can add to a sp2 carbon to result in the production an adenosylated product. These radical SAM-dependent adenosylation reactions are present in natural product biosynthetic pathways and can be achieved by using unnatural substrate analogs containing olefin or aryl moieties. This Opinion provides a focused perspective on this emerging type of biochemistry and discusses its potential use in bioengineering and biocatalysis.
ISSN:1367-5931
1879-0402
DOI:10.1016/j.cbpa.2020.01.007