Skip to main content
PMC home page
Biochemical Journal logoLink to Biochemical Journal
. 1970 Oct;119(5):877–883. doi: 10.1042/bj1190877

Iodinated vancomycin and mucopeptide biosynthesis by cell-free preparations from Micrococcus lysodeikticus

Claudette Bordet 1, H R Perkins 1
PMCID: PMC1179488  PMID: 4250137

Abstract

A particulate preparation from Micrococcus lysodeikticus was used to synthesize cell-wall mucopeptide. Radioactive iodinated vancomycin became attached to the preparation simultaneously with a complete inhibition of mucopeptide synthesis. After mucopeptide synthesis had occurred in the absence of antibiotic, the preparation took up more vancomycin, suggesting that new binding sites terminating in acyl-d-alanyl-d-alanine had been produced. The mucopeptide product was divided into a soluble and an insoluble portion, both sensitive to lysozyme. The soluble portion did not combine with vancomycin and hence had presumably lost its terminal d-alanine residues, either by transpeptidation or because of carboxy-peptidase action. The synthesis of both portions was unaffected by the presence of penicillin, but the insoluble part showed increased affinity for vancomycin, thus indicating that penicillin had caused conservation of d-alanyl-d-alanine termini.

Full text

PDF
881

Selected References

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

  1. ANDERSON J. S., MATSUHASHI M., HASKIN M. A., STROMINGER J. L. LIPID-PHOSPHOACETYLMURAMYL-PENTAPEPTIDE AND LIPID-PHOSPHODISACCHARIDE-PENTAPEPTIDE: PRESUMED MEMBRANE TRANSPORT INTERMEDIATES IN CELL WALL SYNTHESIS. Proc Natl Acad Sci U S A. 1965 Apr;53:881–889. doi: 10.1073/pnas.53.4.881. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Anderson J. S., Matsuhashi M., Haskin M. A., Strominger J. L. Biosythesis of the peptidoglycan of bacterial cell walls. II. Phospholipid carriers in the reaction sequence. J Biol Chem. 1967 Jul 10;242(13):3180–3190. [PubMed] [Google Scholar]
  3. Anderson J. S., Meadow P. M., Haskin M. A., Strominger J. L. Biosynthesis of the peptidoglycan of bacterial cell walls. I. Utilization of uridine diphosphate acetylmuramyl pentapeptide and uridine diphosphate acetylglucosamine for peptidoglycan synthesis by particulate enzymes from Staphylococcus aureus and Micrococcus lysodeikticus. Arch Biochem Biophys. 1966 Sep 26;116(1):487–515. doi: 10.1016/0003-9861(66)90056-7. [DOI] [PubMed] [Google Scholar]
  4. Araki Y., Shimada A., Ito E. Effect of penicillin on cell wall mucopeptide synthesis in a Escherichia coli particulate system. Biochem Biophys Res Commun. 1966 May 25;23(4):518–525. doi: 10.1016/0006-291x(66)90760-1. [DOI] [PubMed] [Google Scholar]
  5. BEST G. K., DURHAM N. N. EFFECT OF VANCOMYCIN ON BACILLUS SUBTILIS. Arch Biochem Biophys. 1964 Apr;105:120–125. doi: 10.1016/0003-9861(64)90242-5. [DOI] [PubMed] [Google Scholar]
  6. Best G. K., Durham N. N. Vancomycin adsorption to Bacillus subtilis cell walls. Arch Biochem Biophys. 1965 Sep;111(3):685–691. doi: 10.1016/0003-9861(65)90250-x. [DOI] [PubMed] [Google Scholar]
  7. Best G. K., Grastie M. K., McConnell R. D. Relative affinity of vancomycin and ristocetin for cell walls and uridine diphosphate-N-acetylmuramyl pentapeptide. J Bacteriol. 1970 May;102(2):476–482. doi: 10.1128/jb.102.2.476-482.1970. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Chatterjee A. N., Perkins H. R. Compounds formed between nucleotides related to the biosynthesis of bacterial cell wall and vancomycin. Biochem Biophys Res Commun. 1966 Aug 12;24(3):489–494. doi: 10.1016/0006-291x(66)90188-4. [DOI] [PubMed] [Google Scholar]
  9. Garrett A. J. Intracellular accumulation of N-acetylhexosamines in Micrococcus lysodeikticus. Biochem J. 1969 Mar;112(1):15P–16P. doi: 10.1042/bj1120015pb. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Garrett A. J. The effect of magnesium ion deprivation on the synthesis of mucopeptide and its precursors in Bacillus subtilis. Biochem J. 1969 Nov;115(3):419–430. doi: 10.1042/bj1150419. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Higashi Y., Strominger J. L., Sweeley C. C. Structure of a lipid intermediate in cell wall peptidoglycan synthesis: a derivative of a C55 isoprenoid alcohol. Proc Natl Acad Sci U S A. 1967 Jun;57(6):1878–1884. doi: 10.1073/pnas.57.6.1878. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. 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]
  13. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  14. Perkins H. R., Nieto M. The preparation of iodinated vancomycin and its distribution in bacteria treated with the antibiotic. Biochem J. 1970 Jan;116(1):83–92. doi: 10.1042/bj1160083. [DOI] [PMC free article] [PubMed] [Google Scholar]
  15. 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]
  16. REISSIG J. L., STORMINGER J. L., LELOIR L. F. A modified colorimetric method for the estimation of N-acetylamino sugars. J Biol Chem. 1955 Dec;217(2):959–966. [PubMed] [Google Scholar]
  17. REYNOLDS P. E. Studies on the mode of action of vancomycin. Biochim Biophys Acta. 1961 Sep 16;52:403–405. doi: 10.1016/0006-3002(61)90698-9. [DOI] [PubMed] [Google Scholar]
  18. 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]
  19. Tipper D. J., Strominger J. L. Mechanism of action of penicillins: a proposal based on their structural similarity to acyl-D-alanyl-D-alanine. Proc Natl Acad Sci U S A. 1965 Oct;54(4):1133–1141. doi: 10.1073/pnas.54.4.1133. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES