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http://purl.uniprot.org/citations/28634235http://www.w3.org/1999/02/22-rdf-syntax-ns#typehttp://purl.uniprot.org/core/Journal_Citation
http://purl.uniprot.org/citations/28634235http://www.w3.org/1999/02/22-rdf-syntax-ns#typehttp://purl.uniprot.org/core/Journal_Citation
http://purl.uniprot.org/citations/28634235http://www.w3.org/1999/02/22-rdf-syntax-ns#typehttp://purl.uniprot.org/core/Citation
http://purl.uniprot.org/citations/28634235http://www.w3.org/2000/01/rdf-schema#comment"Ribosomally synthesized and posttranslationally modified peptide (RiPP) pathways produce a diverse array of natural products. A subset of these pathways depends on radical S-adenosylmethionine proteins to modify the RiPP-produced peptide. Mycofactocin biosynthesis is one example of an S-adenosylmethionine protein-dependent RiPP pathway. Recently, it has been shown that MftC catalyzes the oxidative decarboxylation of the C-terminal tyrosine (Tyr-30) on the mycofactocin precursor peptide MftA; however, this product has not been verified by techniques other than MS. Herein, we provide a more detailed study of MftC catalysis and report a revised mechanism for MftC chemistry. We show that MftC catalyzes the formation of two isomeric products. Using a combination of MS, isotope labeling, and 1H and 13C NMR techniques, we established that the major product, MftA*, is a tyramine-valine-cross-linked peptide formed by MftC through two S-adenosylmethionine-dependent turnovers. In addition, we show that the hydroxyl group on MftA Tyr-30 is required for MftC catalysis. Furthermore, we show that a substitution in the penultimate MftA Val-29 position causes the accumulation of an MftA** minor product. The 1H NMR spectrum indicates that this minor product contains an αβ-unsaturated bond that likely arises from an aborted intermediate of MftA* synthesis. The finding that MftA* is the major product formed during MftC catalysis could have implications for the further elucidation of mycofactocin biosynthesis."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.org/dc/terms/identifier"doi:10.1074/jbc.m117.795682"xsd:string
http://purl.uniprot.org/citations/28634235http://purl.org/dc/terms/identifier"doi:10.1074/jbc.m117.795682"xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Latham J.A."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Latham J.A."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Ayikpoe R."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Ayikpoe R."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Khaliullin B."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Khaliullin B."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Tuttle M."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/author"Tuttle M."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/date"2017"xsd:gYear
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/date"2017"xsd:gYear
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/name"J. Biol. Chem."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/name"J. Biol. Chem."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/pages"13022-13033"xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/pages"13022-13033"xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/title"Mechanistic elucidation of the mycofactocin-biosynthetic radical S-adenosylmethionine protein, MftC."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/title"Mechanistic elucidation of the mycofactocin-biosynthetic radical S-adenosylmethionine protein, MftC."xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/volume"292"xsd:string
http://purl.uniprot.org/citations/28634235http://purl.uniprot.org/core/volume"292"xsd:string
http://purl.uniprot.org/citations/28634235http://www.w3.org/2004/02/skos/core#exactMatchhttp://purl.uniprot.org/pubmed/28634235