Chemical and Biological Characterization of Two FK506 Analogs Produced by Targeted Gene Disruption in Streptomyces sp. MA6548

ALI SHAFIEE; HAIDEH MOTAMEDI; FRANCIS J. DUMONT; BYRON H. ARISON; RANDALL R. MILLER

doi:10.7164/antibiotics.50.418

The Journal of Antibiotics

Online ISSN : 1881-1469
Print ISSN : 0021-8820
ISSN-L : 0021-8820

Chemical and Biological Characterization of Two FK506 Analogs Produced by Targeted Gene Disruption in Streptomyces sp. MA6548

ALI SHAFIEE, HAIDEH MOTAMEDI, FRANCIS J. DUMONT, BYRON H. ARISON, RANDALL R. MILLER

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JOURNAL FREE ACCESS

1997 Volume 50 Issue 5 Pages 418-423

DOI https://doi.org/10.7164/antibiotics.50.418

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Abstract

Two genetically engineered mutant strains of Streptomyces sp. MA6548 produced two FK506 analogs, 9-deoxo-31-O-demethylFK506 and 31-O-demethylFK506. The structures were determined by a combination of NMR and mass spectrometry. These compounds exhibited immunosuppressive and antifungal activities, albeit reduced, compared to FK506. Both compounds contain a free hydroxyl group at C-31 for the synthesis of novel FK506 derivatives.

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