Synthesis of optically active forms of a-factor the inducer of streptomycin biosynthesis in inactive mutants of streptomyces griseus |
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| Authors: | Kenji Mori Kazusuke Yamane |
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| Institution: | Department of Agricultural Chemistry, The University of Tokyo, Yayoi 1-1-1, Bunkyo-ku, Tokyo 113, Japan |
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| Abstract: | The absolute configuration at C-3 of A-factor, 2-(6-methylheptanoyl)-3-hydroxymethyl - 4 - butanolide 1a, was determined to be S by synthesizing both enantiomers of it from paraconic acid. (3S)-A-factor was 2.5 times more active than the (3R)-isomer as the inducer of streptomycin biosynthesis in inactive mutants of Streptomyces griseus. |
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