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Detection of a Cephalosporin C Acetyl Esterase in the Carbamate Cephalosporin Antibiotic-Producing Culture, Streptomyces clavuligerus

Authors
  • D. R. Brannon
  • D. S. Fukuda
  • J. A. Mabe
  • F. M. Huber
  • J. G. Whitney
Publication Date
Mar 01, 1972
Source
PMC
Keywords
Disciplines
  • Chemistry
License
Unknown

Abstract

The possible role of a cephalosporin C acetyl esterase in the formation of the β-lactam antibiotic A16886A, 7-(5-amino-5-carboxyvaleramido)-3-carbamoyloxy-methyl-3-cephem-4-carboxylic acid, by Streptomyces clavuligerus was studied. Addition of dl-valine-14C-1 to a fermentation of Cephalosporium acremonium gave cephalosporin C-14C-9 (I). The formation of deacetylcephalosporin C-14C-9 from I occurred at a greater rate in broths of S. clavuligerus than in the broths of C. acremonium, or in the autoclaved broths of S. clavuligerus. Diisopropylfluorophosphate partially inhibited the deacetylation of I in S. clavuligerus broth. An intracellular cephalosporin C esterase in S. clavuligerus could not be demonstrated. Although A16886A has been chemically synthesized from deacetylcephalosporin C, this reaction could not be demonstrated with S. clavuligerus.

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