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Issue 21, 1987
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Cephalosporin C biosynthesis; a branched pathway sensitive to a kinetic isotope effect

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.

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Article information


J. Chem. Soc., Chem. Commun., 1987, 1651-1654
Article type
Paper

Cephalosporin C biosynthesis; a branched pathway sensitive to a kinetic isotope effect

J. E. Baldwin, R. M. Adlington, R. T. Aplin, N. P. Crouch, G. Knight and C. J. Schofield, J. Chem. Soc., Chem. Commun., 1987, 1651
DOI: 10.1039/C39870001651

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