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October 1, 1990Journal of Biological ChemistryOpen Access

Evidence for the nature of the link between the arabinogalactan and peptidoglycan of mycobacterial cell walls.

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Authors

MMMichael McNeilCommonwealth Scientific and Industrial Research OrganisationMDMamadou DafféCentre National de la Recherche ScientifiquePBPaul BrennanCentre international de recherche sur le cancer

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Implication

Structural analysis reveals a diglycosylphosphoryl bridge linking arabinogalactan to peptidoglycan in mycobacteria, highlighting a unique target for directed chemotherapy.

Key Points

  • To determine the exact chemical structure linking mycolylarabinogalactan to the peptidoglycan framework in mycobacterial cell walls.
  • Partially hydrolyzed the insoluble cell wall matrix of Mycobacterium leprae, Mycobacterium tuberculosis, and Mycobacterium bovis with acid before or after per-O-methylation.
  • Derivatized the released oligosaccharides and analyzed their structural composition using gas chromatography/mass spectrometry and phosphorus-31 nuclear magnetic resonance spectroscopy.
  • Identified the reducing-end terminal sequence of arabinogalactan as ->5)-D-Galf-(1->4)-L-Rhap-(1->3)-D-GlcNAc.
  • Demonstrated that arabinogalactan links to the 6-position of muramyl residues in peptidoglycan via an L-Rhap-(1->3)-D-GlcNAc-(1->P diglycosylphosphoryl bridge.

Cite This Study

McNeil et al. (1990) studied this question.

synapsesocial.com/papers/6a6fcd5e660549caf2c45973https://doi.org/10.1016/s0021-9258(17)44738-7
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Also Consider

Synapse has enriched 4 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 113. Nucleotides. Part X. Some observations on the structure and chemical behaviour of the nucleic acids1952 · 147 citations
  2. 2The Walls of Mycobacterium lepraemurium: Chemistry and Ultrastructure1971 · 76 citations
  3. 3The Peptide Nα-(L-Alanyl-D-isoglutaminyl)- Nε-(D-isoasparaginyl)-L-lysyl-D -alanine and the Disaccharide N-Acetylglucosaminyl-β-1,4-N-acetylmuramic Acid in Cell Wall Peptidoglycan of Streptococcus faecalis Strain ATCC 9790*1967 · 74 citations
  4. 4Biochemical changes during sucrose deprivation in higher plant cells. Phosphorus-31 nuclear magnetic resonance studies.1987 · 127 citations