title: Biosynthesis of bellenamine by Streptomyces nashvillensis using stable isotope labeled compounds.
abstract: The biosynthesis of bellenamine was studied by feeding 13C and 15N labeled precursors to the synthetic medium culture of Streptomyces nashvillensis MD743-GF4. The high degree of incorporation of D-[1-13C]beta-lysine indicated that it is a direct intermediate, while supplemented L-beta-lysine repressed the production of bellenamine. [2-13C]Glycine was well incorporated into the C-1' of the open-chain aldoaminal structure. All four nitrogens of bellenamine were derived from [15NH4]2SO4 present in the synthetic medium. In the addition of L-lysine and glycine, [15NH4]2SO4 was highly incorporated into CONH. The feeding experiments of 13C labeled acetates suggested that the D-beta-lysine moiety was derived from L-lysine by catalysis of a new 2,3-aminomutase, and L-lysine was biosynthesized from acetates via the TCA cycle and diaminopimelic acid pathway.
authors: Institute of Microbial Chemistry, Tokyo, Japan.
authors: Y
authors: Y
authors: Ikeda
authors: H
authors: H
authors: Naganawa
authors: S
authors: S
authors: Kondo
authors: T
authors: T
authors: Takeuchi
mesh_terms: D000085:Acetates / Q000378:metabolism; D000645:Ammonium Sulfate / Q000378:metabolism; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry / Q000302:isolation & purification; D001431:Bacteriological Techniques; D002247:Carbon Isotopes; D002851:Chromatography, High Pressure Liquid; D005998:Glycine / Q000378:metabolism; D007553:Isotope Labeling; D008239:Lysine / Q000031:analogs & derivatives / Q000096:biosynthesis / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D008826:Microbial Sensitivity Tests; D009587:Nitrogen Isotopes; D013302:Streptomyces / Q000378:metabolism*
chemical_list: D000085:Acetates; D000900:Anti-Bacterial Agents; D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; C048662:beta-lysylmethanediamine; D008239:Lysine; D000645:Ammonium Sulfate; D005998:Glycine