Glucuronyl C4 dehydrogenation by the radical SAM enzyme BlsE involved in blasticidin S biosynthesis

Li, He; Zhao, Junfeng; Ding, Wei; Zhang, Qi

doi:10.1039/d1cc07132g

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“…The observation that the enzyme promiscuously further acts on the on‐pathway product adds new examples to the growing examples of radical SAM enzymes that simultaneously produce two or more distinct products from the same substrates. [ 19‐25 ]…”

Section: Discussionmentioning

confidence: 99%

“…[ 2‐3 ] The dAdo radical can also add to sp 2 carbons [ 4‐8 ] or heteroatoms [ 9‐12 ] to result in adenosylation reactions. Although in general radical SAM enzymes have evolved dedicated microenvironments to tune the reactivity of intermediates to achieve a specific catalytic outcome, promiscuous reactions have been observed in various systems, [ 13‐25 ] highlighting the remarkable catalytic plasticity of this superfamily of enzymes.…”

Section: Background and Originality Contentmentioning

confidence: 99%

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Consecutive Methylation Catalyzed by TsrM, an Atypical Class B Radical SAM Methylase

Ding

Zhang

2022

Chin. J. Chem.

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Comprehensive Summary TsrM is a cobalamin‐dependent radical S‐adenosylmethionine (SAM) methyltransferase belonging to the Class B radical SAM methylase (RSM) family. This enzyme catalyzes the C‐2 methylation of L‐tryptophan to produce 2‐methyltrytophan (2‐MeTrp), an intermediate involved in the biosynthesis of thiostrepton A. In this work, we report characterization of an unexpected activity of TsrM, which carries out an additional methylation reaction on the product 2‐MeTrp. A series of isotopic labeling studies and assays with different Trp analogs revealed that TsrM is able to transfer a methyl group from SAM to the C4 of 2‐MeTrp to produce 2,4‐dimethyltryptophan. These results reveal the intriguing substrate specificity of TsrM, further expanding the reaction promiscuity of the radical SAM superfamily enzymes.

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Section: Discussionmentioning

confidence: 99%

Section: Background and Originality Contentmentioning

confidence: 99%

Consecutive Methylation Catalyzed by TsrM, an Atypical Class B Radical SAM Methylase

Ding

Zhang

2022

Chin. J. Chem.

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Glucuronyl C4 dehydrogenation by the radical SAM enzyme BlsE involved in blasticidin S biosynthesis

Abstract: Here we report functional investigation of the radical S-adenosylmethionine enzyme BlsE by using cytosylglucuronamide (CGM), which is the amide analog of cytosylglucuronic acid (CGA), an intermediate involved in blasticidin S...

Cited by 1 publication

References 37 publications

Consecutive Methylation Catalyzed by TsrM, an Atypical Class B Radical SAM Methylase

Consecutive Methylation Catalyzed by TsrM, an Atypical Class B Radical SAM Methylase

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