Cephalosporin C biosynthesis; a branched pathway sensitive to a kinetic isotope effect
- 1 January 1987
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 21,p. 1651-1654
- https://doi.org/10.1039/c39870001651
Abstract
Incubation of [3-2H] penicillin N with preparations of deacetoxycephalosporin C/deacetylcephalosporin C synthetase activity from Cephalosporium acremonium CO 728 gave, along with the normal product deacetoxycephalosporin C, another β-lactam metabolite namely 7β-[(R)-5-amino-5-carboxypentanoyl]-3β-hydroxy-3α-methyl[4-2H)-cepham-4α-carboxylic acid. This material arises as a result of a deuterium isotope effect on a branched pathway in the enzymic mechanism. The 3β-hydroxy group in this substance arises from molecular oxygen.Keywords
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