Skip to main content
Antimicrobial Agents and Chemotherapy logoLink to Antimicrobial Agents and Chemotherapy
. 1976 Aug;10(2):363–369. doi: 10.1128/aac.10.2.363

Formation of Methylated and Phosphorylated Metabolites During the Fermentation Process of Verdamicin

B K Lee 1, R G Condon 1, G H Wagman 1, M J Weinstein 1
PMCID: PMC429748  PMID: 984776

Abstract

In an attempt to understand the biosynthetic processes leading to the formation of verdamicin (end product), we have examined the patterns of the formation of methylated and phosphorylated metabolites, which resulted from either the addition of l-[methyl-14C]methionine or [32P]KH2PO4 to the fermentation. Incorporation of label from l-[methyl-14C]methionine into the bioactive sisomicin, verdamicin, and the chromatographically polar components increased with the progression of time. Two methylated bioinactive metabolites were found in the culture broth after removal of the methylated bioactive metabolites. In contrast to the bioactive metabolites, incorporation of the methyl-14C label into the two methylated bioinactive metabolites decreased with the progression of time. A phosphorylated bioinactive metabolite (nonmethylated) was also found in the culture broth, fermented in the presence of [32P]KH2PO4. The role of the phosphorylated metabolite in the biosynthesis of the bioactive metabolites cannot yet be explained.

Full text

PDF
363

Images in this article

Selected References

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

  1. Davies D. H., Greeves D., Mallams A. K., Morton J. B., Tkach R. W. Structures of the aminoglycoside antibiotics 66-40B and 66-40D produced by Micromonospora inyoensis. J Chem Soc Perkin 1. 1975;(9):814–818. doi: 10.1002/chin.197529439. [DOI] [PubMed] [Google Scholar]
  2. Lee B. K., Condon R. G., Wagman G. H., Byrne K., Schaffner C. Incorporation of L-methionine-methyl-14C into gentamicins. II. Large-scale preparation of methyl-14C-gentamicins. J Antibiot (Tokyo) 1974 Nov;27(11):822–825. doi: 10.7164/antibiotics.27.822. [DOI] [PubMed] [Google Scholar]
  3. Lee B. K., Condon R. G., Wagman G. H., Katz E. Micromonospora-produced gentamicin components. Antimicrob Agents Chemother. 1976 Jan;9(1):151–159. doi: 10.1128/aac.9.1.151. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Lee B. K., Testa R. T., Wagman G. H., Liu C. M., McDaniel L., Schaffner C. Incorporation of L-methionine-methyl-14C into gentamicins. J Antibiot (Tokyo) 1973 Dec;26(12):728–731. doi: 10.7164/antibiotics.26.728. [DOI] [PubMed] [Google Scholar]
  5. Miller A. L., Walker J. B. Accumulation of streptomycin-phosphate in cultures of streptomycin producers grown on a high-phosphate medium. J Bacteriol. 1970 Oct;104(1):8–12. doi: 10.1128/jb.104.1.8-12.1970. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. PARK J. T. Uridine-5'-pyrophosphate derivatives. II. A structure common to three derivatives. J Biol Chem. 1952 Feb;194(2):885–895. [PubMed] [Google Scholar]
  7. PARK J. T. Uridine-5'-pyrophosphate derivatives. II. Isolation from Staphylococcus aureus. J Biol Chem. 1952 Feb;194(2):877–884. [PubMed] [Google Scholar]
  8. PARK J. T. Uridine-5'-pyrophosphate derivatives. III. Amino acid-containing derivatives. J Biol Chem. 1952 Feb;194(2):897–904. [PubMed] [Google Scholar]
  9. Walker J. B., Skorvaga M. Phosphorylation of streptomycin and dihydrostreptomycin by Streptomyces. Enzymatic synthesis of different diphosphorylated derivatives. J Biol Chem. 1973 Apr 10;248(7):2435–2440. [PubMed] [Google Scholar]
  10. Weinstein M. J., Wagman G. H., Marquez J. A., Testa R. T., Waitz J. A. Verdamicin, a new broad spectrum aminoglycoside antibiotic. Antimicrob Agents Chemother. 1975 Mar;7(3):246–249. doi: 10.1128/aac.7.3.246. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Antimicrobial Agents and Chemotherapy are provided here courtesy of American Society for Microbiology (ASM)

RESOURCES