The Journal of Antibiotics
Online ISSN : 1881-1469
Print ISSN : 0021-8820
NEW ANTITUMOR ANTIBIOTIC, LL-D05139β
FERMENTATION, ISOLATION, STRUCTURE DETERMINATION AND BIOLOGICAL ACTIVITIES
MAY D. LEEAMEDEO A. FANTININYDIA A. KUCKMICHAEL GREENSTEINRAYMOND T. TESTADONALD B. BORDERS
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1987 Volume 40 Issue 12 Pages 1657-1663

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Abstract

The LL-D05139 complex, containing LL-D05139β and azaserine, was recovered from the fermentation filtrate of Glycomyces harbinensis (NRRL 15337). A chemically defined medium was developed which favored the production of LL-D05139β. Antibiotic LL-D05139β was isolated from the fermentation filtrate by adsorption on granular carbon and further purified by chromatography on microcrystalline cellulose. Acid hydrolysis of LL-D05139β gave one molar equivalent each of alanine and serine. Both amino acids were found to have the L-configuration by GC analysis on a chiral column and alanine was assigned to be the N-terminal amino acid by Edman degradation. This information coupled with IR, UV, 1H NMR, 13C NMR and MS spectral data allowed us to assign the structure of LL-D05139β as alanylazaserine. LL-D05139β demonstrated greater antibacterial and biochemical induction assay activities than azaserine. The two drugs showed similar antitumor activities.

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