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.