title: A Remarkable Oxidative Cascade That Replaces the Riboflavin C8 Methyl with an Amino Group during Roseoflavin Biosynthesis.
abstract: Roseoflavin is a naturally occurring riboflavin analogue with antibiotic properties. It is biosynthesized from riboflavin in a reaction involving replacement of the C8 methyl with a dimethylamino group. Herein we report the identification of a flavin-dependent enzyme that converts flavin mononucleotide (FMN) and glutamate to 8-amino-FMN via the intermediacy of 8-formyl-FMN. A mechanistic proposal for this remarkable transformation is proposed.
authors.affiliation: Department of Chemistry, Texas A&M University , 3255 TAMU, College Station, Texas 77843, United States.
authors.forename: Isita
authors.initials: I
authors.lastname: Jhulki
authors.affiliation: Department of Chemistry, Texas A&M University , 3255 TAMU, College Station, Texas 77843, United States.
authors.forename: Prem K
authors.initials: PK
authors.lastname: Chanani
authors.affiliation: Department of Chemistry, Texas A&M University , 3255 TAMU, College Station, Texas 77843, United States.
authors.forename: Sameh H
authors.initials: SH
authors.lastname: Abdelwahed
authors.affiliation: Department of Chemistry, Texas A&M University , 3255 TAMU, College Station, Texas 77843, United States.
authors.forename: Tadhg P
authors.initials: TP
authors.lastname: Begley
mesh_terms: D005486:Flavin Mononucleotide / Q000378:metabolism; D010084:Oxidation-Reduction; D012256:Riboflavin / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry* / Q000378:metabolism*; D013302:Streptomyces / Q000378:metabolism
chemical_list: C009191:roseoflavin; D005486:Flavin Mononucleotide; D012256:Riboflavin