Streptomyces lipmanii produces two beta-lactam antibiotics, penicillin N and 7-(5-amino-5-carboxyvaleramido)-7-methoxycephalosporanic acid. Both antibiotics contain alpha-aminoadipic acid side chains. In similar antibiotics produced by certain fungi, the alpha-aminoadipoyl moiety is derived from an intermediate in lysine biosynthesis. Our findings indicate, however, that in S. lipmanii, lysine is synthesized via alpha, epsilon-diaminopimelic acid-an entirely different biosynthetic route. This finding suggests not only a unique mechanism for the derivation of alpha-aminoadipate, but also that the system may be particularly amenable to genetic manipulation.
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Kirkpatrick et al. (1973) studied this question.
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