Synthesis of the first fully active lipoteichoic acid

Andreas Stadelmaier, Siegfried Morath, Thomas Hartung, Richard R. Schmidt

Research output: Contribution to journalArticle

Abstract

Nature outfoxed! Owing to the sensitivity of lipoteichoic acids (LTAs) to hydrolysis their biological activity could not be ascertained thus far. The chemical synthesis of LTA of Staphylococcus aureus 1, which contains hydrolytically labile D-alanine residues in the required ratio with other substituents, resulted in the same activity as exhibited by the natural product obtained by a new isolation procedure. Thus, the biological activity of LTA could be ascertained for the first time.

Original languageEnglish (US)
Pages (from-to)916-920
Number of pages5
JournalAngewandte Chemie - International Edition
Volume42
Issue number8
DOIs
StatePublished - Feb 24 2003
Externally publishedYes

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Keywords

  • Biological activity
  • Glycolipids
  • Lipoteichoic acid
  • Natural products
  • Synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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