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. 1979 Apr 1;179(1):47-52.
doi: 10.1042/bj1790047.

Biosynthesis of a 7-alpha-methoxycephalosporin. Incorporation of molecular oxygen

J O'Sullivan, R T Aplin, C M Stevens, E P Abraham

Biosynthesis of a 7-alpha-methoxycephalosporin. Incorporation of molecular oxygen

J O'Sullivan et al. Biochem J. .

Abstract

A 7-alpha-methoxycephalosporin containing a carbamoyloxymethyl substituent at C-3 (cephamycin C) has been isolated from the extracellular fluid of an aqueous suspension of Streptomyces clavuligerus shaken in the presence of 18O2. The cephalosporin has been converted into its N-acetyl dimethyl ester and the distribution of 18O in the latter determined by chemical-ionization mass spectrometry. The results indicate that the oxygen atom of the methoxy group, as well as that linked to the exocyclic methylene group at C-3, is derived from molecular O2.

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