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PubMed2003

Alanylation of teichoic acids protects Staphylococcus aureus against Toll-like receptor 2-dependent host defense in a mouse tissue cage infection model.

Staphylococcus aureus is inherently resistant to cationic antimicrobial peptides because of alanylation of cell envelope teichoic acids. To test the effect of alanylated teichoic acids on virulence and host defense mediated by Toll-like receptor 2 (TLR2), wild-type (wt) S. aureus ATCC35556 (S.a.113) and its isogenic mutant expressing unalanylated teichoic acids (dlt(-)) were compared in a tissue cage infection model that used C57BL/6 wt and TLR2-deficient mice. The minimum infective doses (MID) to establish persistent infection with S.a.113 were 10(3) and 10(2) colony-forming units (cfu) in wt and TLR2(-/-) mice, respectively. The corresponding MID for dlt(-) were 5x105 and 10(3) cfu in wt and TLR2(-/-) mice, respectively. Both mouse strains showed bacterial-load-dependent inflammation with elevations in tumor necrosis factor, macrophage inflammatory protein 2, and leukocytes, with increasing proportions of dead cells. These findings indicate that alanylated teichoic acids contribute to virulence of S. aureus, and TLR2 mediates host defense, which partly targets alanylated teichoic acids.

Animals↗
PubMed1966

Effect of teichoic acid on resistance to the membrane-lytic agent of Streptococcus zymogenes.

Davie, Joseph M. (Indiana University, Bloomington), and Thomas D. Brock. Effect of teichoic acid on resistance to the membrane-lytic agent of Streptococcus zymogenes. J. Bacteriol. 92:1623-1631. 1966.-The resistance of Streptococcus zymogenes to its own lytic agent has been shown to be due to the production of a specific, inhibitory teichoic acid. A survey of streptococcal strains showed that only strains resistant to the lytic agent produced the specific inhibitor. In addition, the inhibitor can be removed from spheroplasts of resistant strains, thereby making them sensitive to the lysin. Throughout the early part of the growth cycle, the inhibitor is associated with the cell and cannot be found in the medium. During late logarithmic phase, however, the inhibitor is released into the medium by the cells, and therefore is a contributing factor to the apparent lability of the lytic agent. The purified, inhibitory teichoic acid contains ribitol, phosphate, glucose, and d-alanine. The alkaline lability of the biological activity of the teichoic acid was correlated with the hydrolysis of the d-alanine. A streptococcal strain which is sensitive to the membrane-lytic agent produced an inactive ribitol teichoic acid which lacks the ester-linked d-alanine, whereas a lysin-resistant mutant of this strain produces a teichoic acid which contains d-alanine and which has inhibitory activity.

Acids↗
PubMed1982

Influence of phosphate supply on teichoic acid and teichuronic acid content of Bacillus subtilis cell walls.

Bacillus subtilis 168 was grown in chemostat culture in fully defined media containing a constant concentration of magnesium and concentrations of phosphate that varied from those giving phosphate-limited growth to those in which phosphate was present in excess and magnesium was limiting. Phosphate-limited bacteria were deficient in wall teichoic acid and contained less than half as much cellular phosphate as did bacteria grown in excess of phosphate. Approximately 70% of the additional phosphate in the latter bacteria was present as wall teichoic acid, indicating that the ability of the bacteria to discontinue teichoic acid synthesis when grown under phosphate limitation permits a substantial increase in their growth yield. Since not all of the additional phosphate is present as wall teichoic acid other cellular phosphates may also be present in reduced amounts in the phosphate-limited bacteria. The content of phosphate groups in walls of magnesium-limited bacteria was similar to the content of uronic acid groups in walls of phosphate-limited bacteria, and walls of bacteria grown in media of intermediate composition contained intermediate proportions of the two anionic polymers. Phage SP50, used as a marker for the presence of teichoic acid, bound densely to nearly all of the bacteria in samples containing down to 22% of the maximum content of teichoic acid. Apparently, therefore, nearly all of these bacteria contain teichoic acid, and the population does not consist of a mixture of individuals having exclusively one kind of anionic polymer. Bacteria containing less than 22% of the maximum content of teichoic bound in a nonuniform manner, and possible explanations for this are discussed.

Bacillus subtilis↗
PubMed1976

Teichoic acid antibodies in the diagnosis of serious infections with Staphylococcus aureus.

The development of antibodies to teichoic acid was studied in 56 patients with infections due to Staphylococcus aureus. All 28 patients with endocarditis eventually developed teichoic acid antibodies demonstrable both by counterimmunoelectrophoresis and by gel diffusion; however, 7 patients were negative on admission. Eight of 15 patients with S. aureus bacteremia developed antibodies by counterimmunoelectrophoresis and 6 of the 8 were positive by gel diffusion; 4 of those 6 had evidence of seeding of S. aureus. Three of 5 patients with osteomyelitis and 1 of 8 with localized peripheral abscesses had teichoic acid antibodies. Titers of 1:4 or greater by gel diffusion were present in 18 of 28 patients with endocarditis compared with only 1 of 10 patients with nonendocarditic staphylococcal infections. Thus, the demonstration and quantitation of teichoic acid antibodies is of great clinical value in the early diagnosis of infections due to S. aureus and in assessing the likelihood of deep intra- or perivascular seeding.

Adult↗
PubMed1977

Binding of magnesium ions to cell walls of Bacillus subtilis W23 containing teichoic acid or teichuronic acid.

When grown in a chemostat under various nutritional conditions, cells of Bacillus subtilis W23 produce walls containing teichoic acid or teichuronic acid. The binding of Mg2+ to these walls and to the isolated anionic polymers in solution was measured by equilibrium dialysis. In solution the ribitol teichoic acid bound Mg2+ in the molar ratio Mg2+/P=1:1 with an apparent association constant (Kassoc.) of 0.61 X 10(3)M-1, and the teichuronic acid bound Mg2+ in the ratio Mg2+/CO2-=1.1, Kassoc.=0.3 X 10(3)M-1. Cell walls containing teichuronic acid exhibited closely similar binding properties to those containing teichoic acid; in both cases Mg2+ was bound in the ratio Mg/P or Mg/CO2- of 0.5:1 and with a greater affinity than displayed by the isolated polymers in solution. It was concluded that Mg2+ ions are bound bivalently between anionic centres in the walls and that the incorporation of teichoic acid or teichuronic acid into the walls gives rise to similar ion-binding and charged properties. The results are discussed in relation to the possible functions of anionic polymers in cell walls.

Acetylgalactosamine↗
PubMed1978

Teichoic acid antibodies in chronic staphylococcal osteomyelitis.

Gel-diffusion and the enzyme-linked immunosorbent assay (ELISA) were used to quantify and to identify the immunoglobulin class of teichoic acid antibodies in patients with chronic staphylococcal osteomyelitis and a wide variety of other infections. Teichoic acid antibodies were identified by gel-diffusion in 14 of 23 patients with staphylococcal endocarditis, six of 30 with staphylococcal bacteremia without endocarditis, four of 35 with staphylococcal skeletal infections, and one of 45 with nonstaphylococcal infections. None of the 20 patients with chronic staphylococcal osteomyelitis had positive gel-diffusion assays, even though many had had their infections for several years. The ELISA method was more sensitive than gel-diffusion in measuring teichoic acid antibodies, but was also much less specific. Teichoic acid antibodies were detected predominantly in the IgG fraction of serum. Our findings suggest that the presence and degree of antigenemia are more important than the duration of the staphylococcal infection in stimulating production of teichoic acid antibodies.

Acute Disease↗
PubMed1985

Structural studies of a mannitol teichoic acid from the cell wall of bacterium N.C.T.C. 9742.

Degradative and n.m.r.-spectroscopic studies have been carried out on a novel mannitol teichoic acid extracted from the cell wall of bacterium N.C.T.C. 9742, for which the name Brevibacterium iodinum has been proposed. The backbone of the polymer is a poly(D-mannitol phosphate) containing 1----6 phosphodiester linkages. In most residues, pyruvic acid is acetal-linked to positions 4 and 5 of the mannitol. About half of the mannitol residues carry a beta-D-glucopyranosyl substituent at position 2. The glucosylmannitol was isolated and thoroughly characterized. At least 24 products were detected by ion-exchange chromatography and paper electrophoresis after alkaline hydrolysis of the polymer. Not all of these products could be identified. The main mechanistic pathways for depolymerization by the cleavage of phosphodiester linkages during alkaline hydrolysis involved (a) participation by the 2-hydroxy group and a cyclic phosphodiester intermediate (leading to a series of mannitol-based products) and (b) participation by the 3-hydroxy group in the cyclization of mannitol (leading to a series of products based on 1,4-anhydromannitol). The presence of glycerol phosphates in hydrolysates could be ascribed either to a linkage unit or to a separate glycerol teichoic acid. The mannitol teichoic acid was absent from the cell walls of Brevibacterium linens and Brevibacterium epidermis (one strain of each was examined).

Biopolymers↗
PubMed1982

Teichoic acid antibodies in osteomyelitis and septic arthritis caused by Staphylococcus aureus.

Counterimmunoelectrophoresis and gel-diffusion techniques were used to study the development of teichoic acid antibodies in eighteen patients with osteomyelitis and seven patients with septic arthritis caused by Staphylococcus aureus. Nine of eleven patients with acute osteomyelitis and three of seven with chronic osteomyelitis had a positive response to tests for teichoic acid antibody. However, only two of seven patients with septic arthritis generated a positive teichoic-acid antibody response. In two patients the test was extremely valuable in the diagnosis and management of osteomyelitis. Antibody detection appears to be a sensitive test for detecting staphylococcal osteomyelitis, especially the acute variety. It does not appear to be a reliable test for septic arthritis. It is also useful for the detection of antibody in patients who had received prior antibiotic therapy, yet have persistent foci of infection. The presence of the teichoic acid antibody, as well as its titer, is of diagnostic value in patients with serious infections caused by Staphylococcus aureus. The detection and quantification of teichoic acid antibodies is of great value for the early diagnosis of patients with acute osteomyelitis caused by Staphylococcus aureus and for assessing the clinical response of such patients.

Acute Disease↗
PubMed1985

Structure of the linkage units between ribitol teichoic acids and peptidoglycan.

The structure of the linkage regions between ribitol teichoic acids and peptidoglycan in the cell walls of Staphylococcus aureus H and 209P and Bacillus subtilis W23 and AHU 1390 was studied. Teichoic acid-linked saccharide preparations obtained from the cell walls by heating at pH 2.5 contained mannosamine and glycerol in small amounts. On mild alkali treatment, each teichoic acid-linked saccharide preparation was split into a disaccharide identified as N-acetylmannosaminyl beta(1----4)N-acetylglucosamine and the ribitol teichoic acid moiety that contained glycerol residues. The Smith degradation of reduced samples of the teichoic acid-linked saccharide preparations from S. aureus and B. subtilis gave fragments characterized as 1,2-ethylenediol phosphate-(glycerolphosphate)3-N-acetylmannosaminyl beta(1----4)N- -acetylxylosaminitol and 1,2-ethylenediolphosphate-(glycerol phosphate)2-N-acetylmannosaminyl beta(1----4)N-acetylxylosaminitol, respectively. The binding of the disaccharide unit to peptidoglycan was confirmed by the analysis of linkage-unit-bound glycopeptides obtained from NaIO4 oxidation of teichoic acid-glycopeptide complexes. Mild alkali treatment of the linkage-unit-bound glycopeptides yielded disaccharide-linked glycopeptides, which gave the disaccharide and phosphorylated glycopeptides on mild acid treatment. Thus, it is concluded that the ribitol teichoic acid chains in the cell walls of the strains of S. aureus and B. subtilis are linked to peptidoglycan through linkage units, (glycerol phosphate)3-N-acetylmannosaminyl beta(1----4)N-acetylglucosamine and (glycerol phosphate)2-N-acetylmannosaminyl beta(1----4)N-acetylglucosamine, respectively.

Bacillus subtilis↗
PubMed1980

Role of teichoic acid in the binding of Staphylococcus aureus to nasal epithelial cells.

The role of teichoic acid in the adherence of Staphylococcus aureus to nasal epithelial cells was investigated. Epithelial cells treated with teichoic acid demonstrated decreased binding of S. aureus. A 71% reduction of adherence was noted with teichoic acid-treated epithelial cells as compared with controls (P less than 0.001). Reduction in adherence of S. aureus was also noted with lipoteichoic acid (obtained from streptococci)-treated epithelial cells. The data provide evidence that teichoic acid mediates the adherence of S. aureus to nasal mucosal cells.

Binding Sites↗
PubMed1985

Ontogeny of IgG2 antibodies against S. aureus teichoic acid in normal and immunodeficient children.

Anti-teichoic acid antibodies of various subclasses were found to be effectively transported across the placenta during pregnancy. In adults these antibodies are mainly of the IgG2 subclass although substantial amounts of specific IgG1 antibodies may also be found. During ontogeny, specific IgG1 antibodies develop during the second year of life whereas specific IgG2 antibodies appear markedly later. In IgG2 deficient children, prolonged deficiency of specific anti-teichoic acid antibodies was observed, suggesting a lack of maturation of the appropriate idiotype(s). In children who received a bone marrow transplant from adult donors, engraftment of IgG2 producing cells could be seen, thus transferring the ability to produce specific antibodies.

Adolescent↗
PubMed1980

Prognostic value of teichoic acid antibodies in Staphylococcus aureus bacteremia: a reassessment.

Teichoic acid antibodies were measured in serum using counter immunoelectrophoresis and immunodiffusion technics with a partially purified antigen. Immunodiffusion titers of greather than or equal to 1:4 were obtained in 15/16 patients with S aureus endocarditis but in only two of 122 noninfected individuals and in no patients with endocarditis caused by other gram-positive bacteria. These same elevated titers of antibody were noted in seven of 23 patients with nonendocarditis S aureus infections. These seven patients all had either prolonged, untreated staphylococcal bacteremia or a primary site of infection which was not promptly eradicated. Six of these seven patients responded to four weeks or less of antimicrobial therapy without developing any complications. The development of high titers of teichoic acid antibodies during the course of S aureus bacteremia could not be reliably used to determine the appropriate duration of antistaphylococcal treatment.

Antibodies↗
PubMed1986

Structural studies on teichoic acids in cell walls of several serotypes of Listeria monocytogenes.

Structural studies were carried out on the teichoic acids in cell walls of Listeria monocytogenes serotypes 3a, 4b, 4f, 6, and 7. The structure of the dephosphorylated repeating units, obtained by treatment with 46% hydrogen fluoride or alkaline hydrolysis, was examined by methylation analysis, acetolysis, and 1H-NMR spectroscopy. The results of Smith degradation of the teichoic acids and 13C-NMR spectroscopy led to the following most likely structures of the repeating units of the teichoic acids:----1-[N-acetylglucosaminyl(alpha 1----4)]ribitol-5-phosphate----for serotype 3a,----4-[galactosyl(alpha 1----6)][glucosyl(beta 1----3)]N -acetylglucosaminyl(beta 1----2)ribitol-5-phosphate----for serotype 4b,----4-[galactosyl(alpha 1----6)][N -acetylglucosaminyl(alpha 1----3)]N-acetylglucosaminyl(beta 1----2)ribitol -5-phosphate----for serotype 4f,----4-N-acetylglucosaminyl(beta 1----4)ribitol -5-phosphate----for serotype 6, and----1-ribitol-5-phosphate----for serotype 7. About 40% of the repeating units of the teichoic acid from serotype 4f were not substituted at C-3 of beta-N-acetylglucosaminyl residues.

Carbohydrate Conformation↗
PubMed1998

Association of intrastrain phase variation in quantity of capsular polysaccharide and teichoic acid with the virulence of Streptococcus pneumoniae.

The pneumococcus undergoes spontaneous phase variation between an opaque and a transparent colony form. In an animal model of systemic infection following intraperitoneal inoculation of mice, the opaque phenotype was significantly more virulent than the transparent for each of 3 strains examined. The opaque phenotype was associated with 1.2- to 5.6-fold greater amounts of capsular polysaccharide compared with the transparent using a sandwich ELISA. A similar technique comparing the amount of total teichoic acid showed that the transparent phenotype had 2.1- to 3.8-fold more immunodetectable teichoic acid. This difference was confirmed by comparing the incorporation of [3H]choline into teichoic acid. Cell fractionation revealed that variation in quantity of incorporated choline was due to differences in cell wall-associated teichoic acid. Results suggest that the pneumococcus phase varies between a virulent form with more capsular polysaccharide and less teichoic acid and an avirulent form with less capsular polysaccharide and more teichoic acid.

Animals↗
PubMed1972

Biosynthesis of the wall teichoic acid in Bacillus licheniformis.

1. The biosynthesis of the wall teichoic acid, poly(glycerol phosphate glucose), has been studied with a particulate membrane preparation from Bacillus licheniformis A.T.C.C. 9945. The precursor CDP-glycerol supplies glycerol phosphate residues, whereas UDP-glucose supplies only glucose to the repeating structure of the polymer. 2. Synthesis proceeds through polyprenol phosphate derivatives, and chemical studies and pulse-labelling techniques show that the first intermediate is the phosphodiester, glucose polyprenol monophosphate. CDP-glycerol donates a glycerol phosphate residue to this to give a second intermediate, (glycerol phosphate glucose phosphate) polyprenol. 3. The glucose residue in the lipid intermediates has the beta configuration, and chain extension in the synthesis of polymer occurs by transglycosylation with inversion of anomeric configuration at two stages.

Bacillus↗
PubMed1988

Study of Staphylococcus aureus teichoic acid immunodominant site by help of synthetic haptens.

The beta ribitol teichoic acid was extracted and purified from Staphylococcus aureus strain Wood 46 and chemically and immunologically characterised. Rabbit antiserum was prepared against formalin killed Staphylococcus aureus cells. Liquid phase immunoprecipitation of the beta ribitol teichoic acid-anti-Staphylococcus aureus serum system was studied by laser nephelometry. Various mono- and disaccharides (N-acetyl-glucosamine-ribitol with alpha- or beta-linkage and N-acetyl-glucosamine-ribitol-phosphate with beta-linkage) were prepared by organic synthesis, reproducing part of the ribitol teichoic acid molecule. Inhibition by those mono- or disaccharides of the precipitation of the beta-ribitol teichoic acid-Staphylococcus aureus antibodies system was studied quantitatively by determining inhibitory ratio of each inhibitor. Glucose, ribitol and glucosamine were weak inhibitors whereas N-acetyl-glucosamine was a better one, stronger than disaccharide with an alpha-linkage. The beta linked disaccharide and beta-methyl-N-acetyl-glucosamine gave comparable inhibition and both compounds were effective inhibitors. The most potent inhibitor was phosphorylated beta-linked disaccharide which inhibited 25% more than the same disaccharide without phosphorus. Thus, the function of phosphorus in Staphylococcus aureus beta ribitol teichoic acid recognition by antibodies was demonstrated.

Chromatography, Gas↗
PubMed1979

Modulation of the immune response to sheep erythrocytes by lipid-free glycerol teichoic acid.

The 4-day response of C3H/HeJ mice to sheep erythrocytes was suppressed by a lipid-free teichoic acid with an average molecular weight of 2,900 when it was administered by the intraperitoneal route. Enhancement was not observed at that time, and neither suppression nor enhancement could be demonstrated by the intravenous route. Either suppression or enhancement of background plaques could be induced, depending upon the timing. Dosage influenced the degree of suppression from 8 to 100 micrograms, whereas suppression of background plaques required only 1 microgram of lipid-free teichoic acid. The kinetics of the sheep erythrocyte response was altered by treatment of the mice with lipid-free teichoic acid, delaying the peak until day 5 and producing enhancement at that time. Although lipid-free teichoic acid was shown to be toxic for mouse splenocytes (50% lethal dose, ca. 200 micrograms) in vitro, no effect at the levels employed was observed in vivo. The data presented indicate that modulatory activity is influenced by route, timing, dosage, and apparently the number of antibody-secreting cells.

Animals↗
PubMed1975

Poly(glucosylglycerol phosphate) teichoic acid in the walls of Bacillus stearothermophilus B65.

1. Walls of Bacillus stearothermophilus B65 contain a glycerol teichoic acid in which repeating structures consisting of 1-O-alpha-D-glucopyranosylglycerol phosphate are held together by phosphodiester linkage between the glycerol and glucose moieties of adjacent units. 2. The walls are not agglutinated on incubation with concanavalin A, nor does the isolated teichoic acid form a precipitate with this lectin. 3. No evidence was obtained of the presence of the glucosylated (1 leads to 2)-poly(glycerol phosphate) teichoic acid which has previously been reported to occur in walls of this bacterium.

Borohydrides↗