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. 1966 Jan;14(1):98–104. doi: 10.1128/am.14.1.98-104.1966

Formation of 6-Aminopenicillanic Acid, Penicillins, and Penicillin Acylase by Various Fungi

M Cole 1
PMCID: PMC546625  PMID: 5950252

Abstract

Several penicillin-producing fungi were examined for ability to produce 6-aminopenicillanic acid (6-APA) and penicillin acylase. 6-APA was found in corn steep liquor fermentations of Trichophyton mentagrophytes, Aspergillus ochraceous, and three strains of Penicillium sp. 6-APA was not detected in fermentations of Epidermophyton floccosum although penicillins were produced. 6-APA formed a large part of the total antibiotic production of T. mentagrophytes. The types of penicillins produced by various fungi were identified by paper chromatography, and it was found that all cultures produced benzylpenicillin. T. mentagrophytes and A. ochraceous showed increased yields of benzylpenicillin and the formation of phenoxymethylpenicillin in response to the addition to the fermentation medium of phenylacetic acid and phenoxyacetic acid, respectively. Washed mycelia of the three Penicillium spp. and two high penicillin-yielding strains of P. chrysogenum possessed penicillin acylase activity against phenoxymethylpenicillin. A. ochraceous, T. mentagrophytes, E. floccosum, and Cephalosporium sp. also had penicillin acylase activity against phenoxymethylpenicillin. Only two of the above fungi, T. mentagrophytes and E. floccosum, showed significant penicillin acylase activity against benzylpenicillin; in both cases it was very low. The acylase activity of A. ochraceous was considerably increased by culturing in the presence of phenoxyacetic acid. It is concluded that 6-APA frequently but not invariably accompanies the formation of penicillin, and that penicillin acylase activity against phenoxymethylpenicillin is present in all penicillin-producing fungi.

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Selected References

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

  1. BATCHELOR F. R., CAMERON-WOOD J., CHAIN E. B., ROLINSON G. N. 6-Aminopenicillanic acid. V. 6-Aminopenicillanic acid as a substrate for penicillinase and an inducer of penicillinase formation. Proc R Soc Lond B Biol Sci. 1961 Aug 15;154:514–521. doi: 10.1098/rspb.1961.0049. [DOI] [PubMed] [Google Scholar]
  2. BATCHELOR F. R., CHAIN E. B., RICHARDS M., ROLINSON G. N. 6-Aminopenicillanic acid. VI. Formation of 6-aminopenicillanic acid from penicillin by enzymic hydrolysis. Proc R Soc Lond B Biol Sci. 1961 Aug 15;154:522–531. doi: 10.1098/rspb.1961.0050. [DOI] [PubMed] [Google Scholar]
  3. BATCHELOR F. R., DOYLE F. P., NAYLER J. H., ROLINSON G. N. Synthesis of penicillin: 6-aminopenicillanic acid in penicillin fermentations. Nature. 1959 Jan 24;183(4656):257–258. doi: 10.1038/183257b0. [DOI] [PubMed] [Google Scholar]
  4. BATCHELOR F. R., WOOD J. C. Formation of 6-aminopenicillanic acid by alkaline hydrolysis of penicillins. Nature. 1962 Sep 8;195:1000–1000. doi: 10.1038/1951000a0. [DOI] [PubMed] [Google Scholar]
  5. CLARIDGE C. A., LUTTINGER J. R., LEIN J. SPECIFICITY OF PENICILLIN AMIDASES. Proc Soc Exp Biol Med. 1963 Aug-Sep;113:1008–1012. doi: 10.3181/00379727-113-28559. [DOI] [PubMed] [Google Scholar]
  6. COLE M. PROPERTIES OF THE PENICILLIN DEACYLASE ENZYME OF ESCHERICHIA COLI. Nature. 1964 Aug 1;203:519–520. doi: 10.1038/203519a0. [DOI] [PubMed] [Google Scholar]
  7. COLE M., ROLINSON G. N. 6-Aminopenicillanic acid. II. Formation of 6-aminopenicillanic acid by Emericellopsis minima (Stolk) and related fungi. Proc R Soc Lond B Biol Sci. 1961 Aug 15;154:490–497. doi: 10.1098/rspb.1961.0046. [DOI] [PubMed] [Google Scholar]
  8. KAUFMANN W., BAUER K. VARIETY OF SUBSTRATES FOR A BACTERIAL BENZYL PENICILLIN-SPLITTING ENZYME. Nature. 1964 Aug 1;203:520–520. doi: 10.1038/203520a0. [DOI] [PubMed] [Google Scholar]
  9. Moss M. O., Cole M. Reactions of 6-aminopenicillanic acid with carbohydrates and related substances. Biochem J. 1964 Sep;92(3):643–648. doi: 10.1042/bj0920643. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. ROLINSON G. N., BATCHELOR F. R., BUTTERWORTH D., CAMERON-WOOD J., COLE M., EUSTACE G. C., HART M. V., RICHARDS M., CHAIN E. B. Formation of 6-aminopenicillanic acid from penicillin by enzymatic hydrolysis. Nature. 1960 Jul 16;187:236–237. doi: 10.1038/187236a0. [DOI] [PubMed] [Google Scholar]
  11. URI J., JUHASZ P., CSOBAN G. Uber die Penicillinbildung von Trichophyton-mentagrophytes-Stämmen. Pharmazie. 1955 Dec;10(12):709–713. [PubMed] [Google Scholar]
  12. URI J., SZATHMARY S., HERPAY Z. Production of an antibiotic by dermatophytes living in horn products. Nature. 1957 May 18;179(4568):1029–1030. doi: 10.1038/1791029b0. [DOI] [PubMed] [Google Scholar]
  13. URI J., VALU G., BEKESI I. PRODUCTION OF 6-AMINOPENICILLANIC ACID BY DERMATOPHYTES. Nature. 1963 Nov 30;200:896–897. doi: 10.1038/200896a0. [DOI] [PubMed] [Google Scholar]

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