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. 1973 Sep;4(3):231–236. doi: 10.1128/aac.4.3.231

Additional Antibiotic Inhibitors of Peptidoglycan Synthesis

Paul E Linnett a,1, Jack L Strominger a
PMCID: PMC444534  PMID: 4202341

Abstract

Diumycin, janiemycin, nisin, and subtilin inhibited peptidoglycan synthesis catalyzed by particulate enzyme systems from Bacillus stearothermophilus and Escherichia coli. All of these, except for nisin, also induced accumulation of the lipid intermediate in peptidoglycan synthesis. Concentrations required for 50% inhibition of peptidoglycan synthesis were less than 0.1 μg/ml for diumycin and in the range of 10 to 100 μg/ml for janiemycin, nisin, and subtilin in both organisms. The discrepancy between the extremely low concentration of diumycin required to inhibit the in vitro system from E. coli and the much higher concentration required to inhibit growth of the organism is noteworthy.

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Selected References

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

  1. Araki Y., Shirai R., Shimada A., Ishimoto N., Ito E. Enzymatic synthesis of cell wall mucopeptide in a particulate preparation of Escherichia coli. Biochem Biophys Res Commun. 1966 May 25;23(4):466–472. doi: 10.1016/0006-291x(66)90751-0. [DOI] [PubMed] [Google Scholar]
  2. Dietrich C. P., Colucci A. V., Strominger J. L. Biosynthesis of the peptidoglycan of bacterial cell walls. V. Separation of protein and lipid components of the particulate enzyme from Micrococcus lysodeikticus and purification of the endogenous lipid acceptors. J Biol Chem. 1967 Jul 10;242(13):3218–3225. [PubMed] [Google Scholar]
  3. Gross E., Morell J. L., Craig L. C. Dehydroalanyllysine: identical COOH-terminal structures in the peptide antibiotics nisin and subtilin. Proc Natl Acad Sci U S A. 1969 Mar;62(3):952–956. doi: 10.1073/pnas.62.3.952. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Gross E., Morell J. L. The structure of nisin. J Am Chem Soc. 1971 Sep 8;93(18):4634–4635. doi: 10.1021/ja00747a073. [DOI] [PubMed] [Google Scholar]
  5. Huber G., Nesemann G. Moenomycin, an inhibitor of cell wall synthesis. Biochem Biophys Res Commun. 1968 Jan 11;30(1):7–13. doi: 10.1016/0006-291x(68)90704-3. [DOI] [PubMed] [Google Scholar]
  6. Huber G., Schacht U., Weidenmüller H. L., Schmidt-Thomé J., Duphorn J., Tschesche R. Meonomycin, a new antibiotic. II. Characterization and chemistry. Antimicrob Agents Chemother (Bethesda) 1965;5:737–742. [PubMed] [Google Scholar]
  7. Izaki K., Matsuhashi M., Strominger J. L. Biosynthesis of the peptidoglycan of bacterial cell walls. 8. Peptidoglycan transpeptidase and D-alanine carboxypeptidase: penicillin-sensitive enzymatic reaction in strains of Escherichia coli. J Biol Chem. 1968 Jun 10;243(11):3180–3192. [PubMed] [Google Scholar]
  8. Izaki K., Matsuhashi M., Strominger J. L. Glycopeptide transpeptidase and D-alanine carboxypeptidase: penicillin-sensitive enzymatic reactions. Proc Natl Acad Sci U S A. 1966 Mar;55(3):656–663. doi: 10.1073/pnas.55.3.656. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Kirschbaum J. Molecular association of the antibiotic prasinomycins. J Pharm Sci. 1968 Apr;57(4):690–693. doi: 10.1002/jps.2600570434. [DOI] [PubMed] [Google Scholar]
  10. Kirschbaum J., Slusarchyk W. A., Weisenborn F. L. Intermolecular bonding of the antibiotic diumycin. J Pharm Sci. 1970 Jun;59(6):749–751. doi: 10.1002/jps.2600590604. [DOI] [PubMed] [Google Scholar]
  11. Laskin A. I., Chan W. M., Smith D. A., Meyers E. Mode of action of prasinomycin. Antimicrob Agents Chemother (Bethesda) 1967;7:251–256. [PubMed] [Google Scholar]
  12. Lugtenberg E. J., Hellings J. A., van de Berg G. J. Inhibition of peptidoglycan synthesis by the antibiotic diumycin A. Antimicrob Agents Chemother. 1972 Dec;2(6):485–491. doi: 10.1128/aac.2.6.485. [DOI] [PMC free article] [PubMed] [Google Scholar]
  13. Lugtenberg E. J., v Schijndel-van Dam A., van Bellegem T. H. In vivo and in vitro action of new antibiotics interfering with the utilization of N-acetyl-glucosamine-N-acetyl-muramyl-pentapeptide. J Bacteriol. 1971 Oct;108(1):20–29. doi: 10.1128/jb.108.1.20-29.1971. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. Meyers E., Slusarchyk D. S., Pansy F. E., Basch H. I., Trejo W. H. Biological characterization of diumycin, a phosphorus-containing glycolipid antibiotic. J Antibiot (Tokyo) 1972 Mar;25(3):163–170. doi: 10.7164/antibiotics.25.163. [DOI] [PubMed] [Google Scholar]
  15. Meyers E., Weisenborn F. L., Pansy F. E., Slusarchyk D. S., Von Saltza M. H., Rathnum M. L., Parker W. L. Janiemycin, a new peptide antibiotic. J Antibiot (Tokyo) 1970 Oct;23(10):502–507. doi: 10.7164/antibiotics.23.502. [DOI] [PubMed] [Google Scholar]
  16. Mizuno K., Asai M., Horii S., Hori M., Iwasaki H. Chemistry of enduracidins, new antibiotics. Antimicrob Agents Chemother (Bethesda) 1970;10:6–11. [PubMed] [Google Scholar]
  17. Myers E., Slusarchyk D. S., Bouchard J. L., Weisenborn F. L. The diumycins. New members of an antibiotic family having prolonged in vivo activity. J Antibiot (Tokyo) 1969 Oct;22(10):490–493. [PubMed] [Google Scholar]
  18. Perkins H. R. Specificity of combination between mucopeptide precursors and vancomycin or ristocetin. Biochem J. 1969 Jan;111(2):195–205. doi: 10.1042/bj1110195. [DOI] [PMC free article] [PubMed] [Google Scholar]
  19. Reynolds P. E. Peptidoglycan synthesis in bacilli. I. Effect of temperature on the in vitro system from Bacillus megaterium and Bacillus stearothermophilus. Biochim Biophys Acta. 1971 May 18;237(2):239–254. [PubMed] [Google Scholar]
  20. Siewert G., Strominger J. L. Bacitracin: an inhibitor of the dephosphorylation of lipid pyrophosphate, an intermediate in the biosynthesis of the peptidoglycan of bacterial cell walls. Proc Natl Acad Sci U S A. 1967 Mar;57(3):767–773. doi: 10.1073/pnas.57.3.767. [DOI] [PMC free article] [PubMed] [Google Scholar]
  21. Slusarchyk W. A., Bouchard-Ewing J. L., Weisenborn F. L. Diumycin A' and diumycin B', new members of the diumycin family of antibiotics. J Antibiot (Tokyo) 1973 Jul;26(7):391–393. doi: 10.7164/antibiotics.26.391. [DOI] [PubMed] [Google Scholar]
  22. Slusarchyk W. A., Osband J. A., Weisenborn F. L. The structure of a novel lipid from the antibiotic diumycin. J Am Chem Soc. 1970 Jul 15;92(14):4486–4488. doi: 10.1021/ja00717a073. [DOI] [PubMed] [Google Scholar]
  23. Strominger J. L. Penicillin-sensitive enzymatic reactions in bacterial cell wall synthesis. Harvey Lect. 1968 1969;64:179–213. [PubMed] [Google Scholar]
  24. Suzuki J., Hori M., Saeki T., Umezawa H. Macarbomycin, an inhibitor of peptidoglycan synthesis. J Antibiot (Tokyo) 1972 Feb;25(2):94–104. doi: 10.7164/antibiotics.25.94. [DOI] [PubMed] [Google Scholar]
  25. Tschesche R., Brock F. X., Duphorn I. Strukturaufklärung des Lipoid-Teils von Moenomycin. Justus Liebigs Ann Chem. 1969;720:58–70. doi: 10.1002/jlac.19687200105. [DOI] [PubMed] [Google Scholar]
  26. Tsuchiya K., Takeuchi Y. Enduracidin, an inhibitor of cell wall synthesis. J Antibiot (Tokyo) 1968 Jun;21(6):426–428. doi: 10.7164/antibiotics.21.426. [DOI] [PubMed] [Google Scholar]
  27. Wallhausser K. H., Nesemann G., Prave P., Steigler A. Moenomycin, a new antibiotic. I. Fermentation and isolation. Antimicrob Agents Chemother (Bethesda) 1965;5:734–736. [PubMed] [Google Scholar]
  28. Weisenborn F. L., Bouchard J. L., Smith D., Pansy F., Maestrone G., Miraglia G., Meyers E. The prasinomycins: antibiotics containing phosphorus. Nature. 1967 Mar 18;213(5081):1092–1094. doi: 10.1038/2131092a0. [DOI] [PubMed] [Google Scholar]
  29. Wickus G. G., Strominger J. L. Penicillin-sensitive transpeptidation during peptidoglycan biosynthesis in cell-free preparations from Bacillus megaterium. I. Incorporation of free diaminopimelic acid into peptidoglycan. J Biol Chem. 1972 Sep 10;247(17):5297–5306. [PubMed] [Google Scholar]

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