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Discovery of (Dihydro)pyrazine N-Oxides via Genome Mining in Pseudomonas.

ABSTRACT: Overexpression of the Pseudomonas virulence factor ( pvf) biosynthetic operon led to the identification of a family of pyrazine N-oxides (PNOs), including a novel dihydropyrazine N,N'-dioxide (dPNO) metabolite. The nonribosomal peptide synthetase responsible for production of (d)PNOs was characterized, and a biosynthetic pathway for (d)PNOs was proposed. This work highlights the unique chemistry catalyzed by pvf-encoded enzymes and sets the stage for bioactivity studies of the metabolites produced by the virulence pathway.

SUBMITTER: Kretsch AM

PROVIDER: S-EPMC6195765 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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Discovery of (Dihydro)pyrazine N-Oxides via Genome Mining in Pseudomonas.

Kretsch Ashley M AM Morgan Gina L GL Tyrrell Jillian J Mevers Emily E Vallet-Gély Isabelle I Li Bo B

Organic letters 20180803 16

Overexpression of the Pseudomonas virulence factor ( pvf) biosynthetic operon led to the identification of a family of pyrazine N-oxides (PNOs), including a novel dihydropyrazine N,N'-dioxide (dPNO) metabolite. The nonribosomal peptide synthetase responsible for production of (d)PNOs was characterized, and a biosynthetic pathway for (d)PNOs was proposed. This work highlights the unique chemistry catalyzed by pvf-encoded enzymes and sets the stage for bioactivity studies of the metabolites produc ...[more]

PMID: 30073838

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