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Influence of Isoleucine upon Quinomycin Biosynthesis by Streptomyces sp. 732

Shionogi Research Laboratory, Shionogi & Co., Ltd., Fukushima-ku, Osaka, Japan

ABSTRACT

When DL-isoleucine was added to an ammonium nitrate-maltose medium during cultivation of Streptomyces sp. 732, quinomycin B formation was selectively enhanced (from 3 to 70% of the quinomycin mixture) and quinomycin C synthesis was inhibited completely. In addition, two new quinomycins, designated quinomycins D and E, were produced in the presence of isoleucine. These compounds were found to contain N-methylalloisoleucine. In experiments with isoleucine enantiomorphs, it was determined that the order of effectiveness for quinomycin B synthesis was DL-isoleucine > D-isoleucine > L-isoleucine. The extent to which quinomycin B synthesis is enhanced depends upon the concentration and the time of addition of isoleucine to the medium. The effect of DL-isoleucine was reduced to some extent by the addition of L-valine. It is conceivable that amino acids which are precursors of the N-methylamino acids in quinomycin can regulate quinomycin formation.