Preparation of 13C and 15N labeled bellenamine and its degradation products.
A streptomyces metabolite, bellenamine, has been converted into D-beta-lysinamide and cyclized bellenamine in an acidic solution at 75 degrees C. The structure of the new cyclized compound was assigned as (R)-6-(3-aminopropyl)-1,3-diazacyclohexan-4-one by spectral analyses. [1-13C, Amide, 1'-15N2]bellenamine, which has been isolated from the culture by feeding both L-[1-13C]lysine and [15NH4]2SO4 to a synthetic medium, was degraded under acidic condition to obtain the stable isotope labeled D-beta-lysine, D-beta-lysinamide and cyclized bellenamine. These labeled compounds were analyzed by 13C and 15N NMR spectra, and will be used for the biosynthetic study on bellenamine.
Ikeda
Y
Y
Institute of Microbial Chemistry, Tokyo, Japan.
Naganawa
H
H
Kondo
S
S
Takeuchi
T
T
D000645:Ammonium Sulfate / Q000378:metabolism; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry; D002247:Carbon Isotopes; D007553:Isotope Labeling; D008239:Lysine / Q000031:analogs & derivatives / Q000096:biosynthesis / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D009587:Nitrogen Isotopes; D013302:Streptomyces / Q000378:metabolism
D000900:Anti-Bacterial Agents; D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; C048662:beta-lysylmethanediamine; C079470:beta-lysinamide; C079471:6-(3-aminopropyl)-1,3-diazacyclohexan-4-one; D008239:Lysine; D000645:Ammonium Sulfate