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. 1968 Jul;16(7):1011–1014. doi: 10.1128/am.16.7.1011-1014.1968

Formation of Desacetylcephalosporin C in Cephalosporin C Fermentation

F M Huber 1, R H Baltz 1, P G Caltrider 1
PMCID: PMC547579  PMID: 5690989

Abstract

The origin of desacetylcephalosporin C in cephalosporin C fermentation broths was investigated. Esterase activity was detected in cell-free extracts of Cephalosporium acremonium, but these extracts failed to deesterify cephalosporin C. When cephalosporin C was added to sterile and inoculated fermentation media, the antibiotic decayed at nearly identical rates. The formation of desacetylcephalosporin C during the fermentation was measured by quantitative chromatography and by the incorporation of valine-1-14C into the molecule. The rate constants obtained from the results of these experiments were equivalent to those for the decay of cephalosporin C in sterile and inoculated media. The data demonstrate that desacetylcephalosporin C is produced by nonenzymatic hydrolysis of cephalosporin C.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. ABRAHAM E. P., NEWTON G. G. A comparison of the action of penicillinase on benzylpenicillin and cephalosporin N and the competitive inhibition of penicillinase by cephalosporin C. Biochem J. 1956 Aug;63(4):628–634. doi: 10.1042/bj0630628. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. ABRAHAM E. P., NEWTON G. G. Experiments on the degradation of cephalosporin C. Biochem J. 1956 Apr;62(4):658–665. doi: 10.1042/bj0620658. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. ABRAHAM E. P., NEWTON G. G. The structure of cephalesporin C. Biochem J. 1961 May;79:377–393. doi: 10.1042/bj0790377. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Caltrider P. G., Niss H. F. Role of methionine in cephalosporin synthesis. Appl Microbiol. 1966 Sep;14(5):746–753. doi: 10.1128/am.14.5.746-753.1966. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. DEMAIN A. L., NEWKIRK J. F. Biosynthesis of cephalosporin C. Appl Microbiol. 1962 Jul;10:321–325. doi: 10.1128/am.10.4.321-325.1962. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. JEFFERY J. D., ABRAHAM E. P., NEWTON G. G. Further degradation products of cephalosporin C. Isolation and synthesis of 2-(4-amino-4-carboxybutyl)thiazole-4-carboxylic acid. Biochem J. 1960 May;75:216–223. doi: 10.1042/bj0750216. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Keay L., Crook E. M. Effect of metal ions on hog liver esterase. Arch Biochem Biophys. 1965 Sep;111(3):626–634. doi: 10.1016/0003-9861(65)90244-4. [DOI] [PubMed] [Google Scholar]
  8. NEWTON G. G., ABRAHAM E. P. Cephalosporin C, a new antibiotic containing sulphur and D-alpha-aminoadipic acid. Nature. 1955 Mar 26;175(4456):548–548. doi: 10.1038/175548a0. [DOI] [PubMed] [Google Scholar]
  9. Smith B., Warren S. C., Newton G. G., Abraham E. P. Biosynthesis of penicillin N and cephalosporin C. Antibiotic production and other features of the metabolism of Cephalosporium sp. Biochem J. 1967 Jun;103(3):877–890. doi: 10.1042/bj1030877. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Warren S. C., Newton G. G., Abraham E. P. The role of valine in the biosynthesis of penicillin N and cephalosporin C by a Cephalosporium sp. Biochem J. 1967 Jun;103(3):902–912. doi: 10.1042/bj1030902. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Warren S. C., Newton G. G., Abraham E. P. Use of alpha-aminoadipic acid for the biosynthesis of penicillin N and cephalosporin C by a Cephalosporium sp. Biochem J. 1967 Jun;103(3):891–901. doi: 10.1042/bj1030891. [DOI] [PMC free article] [PubMed] [Google Scholar]

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