title: Maintenance of D-alanine ester substitution of lipoteichoic acid by reesterification in Staphylococcus aureus.
abstract: Toluene-treated Staphylococcus aureus cells did not synthesize teichoic acid and lipoteichoic acid under the conditions used. The organism displayed, however, a high capacity of incorporating D-[14C]alanine into previously formed polymers. The reaction was dependent on ATP and enhanced by magnesium ions. The incorporation rate into lipoteichoic acid correlated with the rate of loss of alanine ester which occurred through transfer to teichoic acid and base-catalyzed hydrolysis. At pH 6.5 the loss (20% within 4 h) was completely compensated for by reesterification. At pH 7.5 the loss was 60%, but by accelerated incorporation it was reduced to 10%. Incorporation was also enhanced when the original substitution of lipoteichoic acid was lowered by previous growth of S. aureus at high salt concentration. The newly added alanine was randomly distributed along the poly(glycerophosphate) chain. The decreased alanine substitution of lipoteichoic acid after growth at high salt concentration was shown to result from a direct inhibition of alanine incorporation.
mesh_terms: D000255:Adenosine Triphosphate / Q000378:metabolism; D000409:Alanine / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D008070:Lipopolysaccharides; D008274:Magnesium / Q000378:metabolism; D010712:Phosphatidic Acids / Q000378:metabolism*; D011108:Polymers / Q000378:metabolism; D011189:Potassium Chloride / Q000494:pharmacology; D012965:Sodium Chloride / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000378:metabolism*; D013682:Teichoic Acids / Q000096:biosynthesis / Q000378:metabolism*; D013997:Time Factors; D014050:Toluene / Q000494:pharmacology
chemical_list: D008070:Lipopolysaccharides; D010712:Phosphatidic Acids; D011108:Polymers; D013682:Teichoic Acids; D014050:Toluene; D012965:Sodium Chloride; C009900:lipoteichoic acid; D011189:Potassium Chloride; D000255:Adenosine Triphosphate; D008274:Magnesium; D000409:Alanine