title: A unique pathway for the 3-aminobutyrate starter unit from L-glutamate through β-glutamate during biosynthesis of the 24-membered macrolactam antibiotic, incednine.
abstract: Incednine is a 24-membered macrolactam antibiotic produced by Streptomyces sp. ML694-90F3. A previous study demonstrated that its unique nitrogen-containing starter unit was derived from L-glutamate. To elucidate the missing link between L-glutamate and the starter unit, deuterium labeled amino acid feeding experiments were conducted. These experiments revealed that 3-[3-(2)H]aminobutyrate and β-[2,2,4,4-(2)H(4)]glutamate were incorporated into the starter moiety. The results indicate that a novel decarboxylation of β-glutamate to give 3-aminobutyrate is involved in incednine biosynthesis.
authors.affiliation: Department of Chemistry and Materials Science, Tokyo Institute of Technology, O-okayama, Tokyo 152-8551, Japan.
authors.forename: Makoto
authors.initials: M
authors.lastname: Takaishi
authors.forename: Fumitaka
authors.initials: F
authors.lastname: Kudo
authors.forename: Tadashi
authors.initials: T
authors.lastname: Eguchi
mesh_terms: D000613:Aminobutyrates / Q000737:chemistry*; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D018698:Glutamic Acid / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism
chemical_list: D000613:Aminobutyrates; D004187:Disaccharides; D007769:Lactams; C527896:incednine; D018698:Glutamic Acid; C047667:3-aminobutyric acid