Home LiteratureArticle Details
PMID: 15828163 Published · ppublish English Journal Article

Inhibition of growth of Mycobacterium smegmatis and of cell wall synthesis by D-serine.

Antimicrobial agents and chemotherapy ·Vol. 6 ·No. 1 ·1974-07-00 ·Pages 1-10

Yabu K, Huempfner HR

Abstract

d-Serine inhibited the growth of Mycobacterium smegmatis and induced the morphological alteration of the bacilli. The growth inhibitory action of d-serine was partially reduced by an equimolecular concentration of d-alanine. The combination of glycine with d-alanine reversed the growth inhibition produced by d-serine more than did d-alanine alone. In cells cultured in the presence of d-serine, the amounts of alanine, diaminopimelic acid, and glycine inserted into the cell wall mucopeptide were reduced, and serine was increased. The intracellular accumulation of a precursor of cell wall mucopeptide was increased by d-serine, and this accumulation was reduced by d-alanine. d-Serine competed with glycine for incorporation into the cell wall mucopeptide. The incorporation of l-aspartic acid into diaminopimelic acid residues in the cell wall mucopeptide was markedly inhibited by d-serine. Three mutants resistant to d-serine were isolated by nitrosoguanidine treatment. In these mutants the effects of d-serine on the sites of cell wall mucopeptide synthesis were all reduced. Thus, d-serine inhibition of the growth is due to replacement of glycine residues of the cell wall mucopeptide with d-serine and inhibition of the cell wall synthesis by blocking the formation of d-alanine and diaminopimelic acid.

MeSH Terms
Amino Acids/analysis,pharmacology Amino Sugars/metabolism Aspartic Acid/metabolism Cell Wall/drug effects,metabolism Diaminopimelic Acid/metabolism Glycine/metabolism Mycobacterium smegmatis/drug effects,growth & development,metabolism Serine/pharmacology
Chemicals
Amino Acids Amino Sugars Aspartic Acid Serine Diaminopimelic Acid Glycine
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Yabu K
Huempfner H R
References (36)
36 references, click to expand
  1. Cell division in a species of Erwinia. I. Inhibition of division by D-amino acids.
    J Bacteriol. 1960 Sep;80:375-85 PMID: 13709228
  2. STABILITY OF ALPHA-HYDROGEN OF AMINO ACIDS DURING ACTIVE TRANSPORT.
    Biochemistry. 1965 Mar;4:561-5 PMID: 14311630
  3. Reversal of the growth inhibitory action of glycine and glycylglycine by alanylalanine in Mycobacterium smegmatis.
    Biochim Biophys Acta. 1969 Jul 30;184(2):460-3 PMID: 5809729
  4. ANTAGONISM OF THE D-ALANINE REVERSAL OF D-CYCLOSERINE ACTION BY L-ALANINE IN MYCOBACTERIUM ACAPULCENSIS.
    Proc Soc Exp Biol Med. 1965 May;119:49-52 PMID: 14297881
  5. Cell division in a species of Erwinia. X. Morphology of the nuclear body in filaments produced by growth in the presence of D-serine.
    Can J Microbiol. 1968 Apr;14(4):293-8 PMID: 5646832
  6. Studies on peptides, glycopeptides and antigenic polysaccharide-glycopeptide complexes isolated from an L-11 enzyme lysate of the cell walls of Mycobacterium tuberculosis strain H37Rv.
    Biken J. 1970 Dec;13(4):249-75 PMID: 4994913
  7. D-serine transport system in Escherichia coli K-12.
    J Bacteriol. 1973 May;114(2):679-84 PMID: 4574696
  8. FEBS Lett. 1969 Jul;4(2):87-92 PMID: 11947153
  9. Reversal of cycloserine inhibition by D-alanine.
    Proc Soc Exp Biol Med. 1959 Aug-Sep;101:693-5 PMID: 14446135
  10. The stereoisomers of alpha epsilon-diaminopimelic acid. III. Properties and distribution of diaminopimelic acid racemase, an enzyme causing interconversion of the LL and meso isomers.
    Biochem J. 1957 Mar;65(3):448-59 PMID: 13412646
  11. Effect of D-amino acids on growth of lactobacilli.
    J Bacteriol. 1954 Jun;67(6):686-8 PMID: 13174496
  12. Pantothenate studies. I. Interference by D-serine and L-aspartic acid with pantothenate synthesis in Escherichia coli.
    J Bacteriol. 1950 Dec;60(6):733-45 PMID: 14824065
  13. Preparation and characterization of uridinediphosphate-N-acetylmuramyl-L-alanyl-D-glutamyl-meso-2,6-diaminopimelic acid.
    Biochim Biophys Acta. 1968 Feb 1;156(1):210-2 PMID: 4967095
  14. Substituents on the alpha-carboxyl group of D-glutamic acid in the peptidoglycan of several bacterial cell walls.
    Biochemistry. 1967 Mar;6(3):921-9 PMID: 6025572
  15. The production of spheroplasts by rapid-growing non-virulent mycobacteria.
    Can J Microbiol. 1965 Oct;11(5):807-10 PMID: 5883892
  16. Microbial uridine-5'-pyrophosphate N-acetylamino sugar compounds. I. Biology of the penicillin-induced accumulation.
    J Biol Chem. 1957 Jan;224(1):509-23 PMID: 13398426
  17. CELL WALLS OF THREE STRAINS OF MYCOBACTERIA (MYCOBACTERIUM PHLEI, MYCOBACTERIUM FORTUITUM AND MYCOBACTERIUM KANSASII). PREPARATION, ANALYSIS AND DIGESTION BY LYSOZYMES OF DIFFERENT ORIGINS.
    Biochim Biophys Acta. 1964 Nov 1;83:326-32 PMID: 14236706
  18. Inhibition of cell division in Micrococcus lysodeikticus dis-II.
    Can J Microbiol. 1970 May;16(5):317-24 PMID: 4192615
  19. Studies on cell walls of Mycobacteria. I. Chemical and biological properties of the cell walls and the mucopeptide of BCG.
    J Biochem. 1966 Apr;59(4):388-96 PMID: 4289048
  20. Structure of the cell walls of Micrococcus lysodeikticus. 3. Isolation of a new peptide dimer, N-alpha-[L-alanyl-gamma-(alpha-D-glutamylglycine)]-L-lysyl-D-alanyl-N-alpha-[L-alanyl-gamma-(alpha-D-glutamylglycine)]-L-lysyl-D-alanine.
    Biochemistry. 1968 Apr;7(4):1450-60 PMID: 5677833
  21. Mechanism of action of O-carbamyl-D-serine, a new member of cell wall synthesis inhibitors.
    Biochem Biophys Res Commun. 1963 Jul 10;12:68-71 PMID: 13984809
  22. Mutants of Bacillus subtilis that require threonine or threonine plus methionine.
    J Bacteriol. 1950 Jan;59(1):93-104 PMID: 15408888
  23. Hydroxylysine metabolism in Streptococcus faecalis.
    J Biol Chem. 1962 Apr;237:1194-7 PMID: 13922926
  24. An impaired concentrating mechanism for amino acids in mutants of Escherichia coli resistant to L-canavanine and D-serine.
    Biochim Biophys Acta. 1959 Apr;32:582-3 PMID: 14443991
  25. The effects of D-amino acids on Alcaligenes fecalis.
    Can J Microbiol. 1959 Aug;5:369-79 PMID: 14414205
  26. Studies on amino acid racemases. I. Partial purification and properties of the alanine racemase from Lactobacillus fermenti.
    J Biol Chem. 1969 Oct 10;244(19):5414-20 PMID: 5367453
  27. The enzymatic synthesis of diaminopimelic acid.
    J Biol Chem. 1958 Dec;233(6):1501-4 PMID: 13610862
  28. Studies on the nutrition and physiology of Pasteurella pestis. V. Inhibition of growth by D-serine and its reversal by various compounds.
    J Bacteriol. 1960 Apr;79:539-43 PMID: 13832030
  29. On the mechanism of action of the antibiotic O-carbamyld-serine in Streptococcus faecalis.
    J Bacteriol. 1966 Jan;91(1):449-60 PMID: 4955253
  30. NUCLEOTIDE ACCUMULATION INDUCED IN STAPHYLOCOCCUS AUREUS BY GLYCINE.
    J Bacteriol. 1965 Apr;89:1124-7 PMID: 14276106
  31. FURTHER STUDIES ON THE INCORPORATION OF D-METHIONINE INTO THE BACTERIAL CELL WALL; ITS INCORPORATION INTO THE R-LAYER AND THE STRUCTURAL CONSEQUENCES.
    Biochim Biophys Acta. 1963 Oct 29;78:278-88 PMID: 14099637
  32. A major attachment site for D-serine in the cell wall mucopeptide of Micrococcus lysodeikticus.
    Biochim Biophys Acta. 1968 Apr 16;158(1):124-9 PMID: 5652424
  33. Isolation and characterization of uridine diphosphate-N-glycolylmuramyl-L-alanyl-gamma-D-glutamyl-meso-alpha,alpha'-diaminopimelic acid from Mycobacterium tuberculosis.
    Biochem Biophys Res Commun. 1970 Apr 8;39(1):7-12 PMID: 4985610
  34. Metabolism of D-serine in Escherichia coli K-12: mechanism of growth inhibition.
    J Bacteriol. 1973 May;114(2):685-94 PMID: 4574697
  35. Chemical structure of the cell wall of Mycobacterium smegmatis. I. Isolation and partial characterization of the peptidoglycan.
    Biochem Biophys Res Commun. 1969 May 22;35(4):478-85 PMID: 5788504
  36. Incorporation of D-serine into the cell wall mucopeptide of Micrococcus lysodeikticus.
    Biochem Biophys Res Commun. 1964;14:375-81 PMID: 5836528
Article Info
Journal
Antimicrobial agents and chemotherapy
Abbr.
Antimicrob Agents Chemother
ISSN
0066-4804
DOI
10.1128/AAC.6.1.1
Published
1974-07-00
Pages
1-10
Language
English
Region
United States
NLM ID
0315061
PMCID
PMC429039
Subset
IM
External Links
PubMed source DOI: 10.1128/AAC.6.1.1 PMC Full Text View journal details
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: [email protected]

Copyright © 2026.Genelibs Jinan Honghui Biotechnology Co., Ltd. 鲁ICP备20007159号-2