Effective Production of Potent Cell Cycle Inhibitor Dehydrophenylahistin by a Combination of Chemical Racemization and Streptomyces Enzyme-catalyzed Conversion.

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  • Kanzaki Hiroshi
    Laboratory of Bioresources Chemistry, Faculty of Agriculture, Okayama University
  • Ikeda Banri
    Laboratory of Bioresources Chemistry, Faculty of Agriculture, Okayama University
  • Nitoda Teruhiko
    Laboratory of Bioresources Chemistry, Faculty of Agriculture, Okayama University

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An effective method was established for preparing the potent cell cycle inhibitor dehydrophenylahistin by a combination of chemical racemization of partially purified (±)-phenylahistin and enzymatic conversion of (−)-phenylahistin by the cell-free extract of Streptomyces albulus KO-23, an albonoursin-producing actinomycete. This method enables conversion of (+)-phenylahistin, which is present in the culture of Aspergillus ustus NSC-F038 and is not transformed by the Streptomyces enzyme, to dehydrophenylahistin.

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