From the lipopolysaccharide (LPS) fraction of the plant-pathogenic bacterium Burkholderia caryophylli, the linkage between O-specific caryan and core region was characterised. The LPS fraction was first treated with 48% aqueous HF at 4 degrees C and successively with 1% acetic acid at 100 degrees C. A main oligosaccharide representing the carbohydrate backbone of the core region and a portion of the caryan (three unit of caryose) was isolated by high-performance anion-exchange chromatography. Compositional and methylation analyses, matrix-assisted laser desorption/ionisation mass spectrometry and 2D NMR spectroscopy identified the structure: The above residues are α-linked pyranose rings, if not stated otherwise. Hep is L-glycero-D-manno-heptose, Car is 4,8-cyclo-3,9-dideoxy-L-erythro-D-ido-nonose and Kdo is 3-deoxy-D-manno-oct-2-ulosonic acid. This finding indicates that QuiNAc residue is the primer monosaccharide, which connects the core oligosaccharide to caryan O-chain.

Lipopolysaccharide, core, Burkholderia, O-specific, linkage, core region, region, Burkholderia caryophylli

• Compound ID: 4072
  

  a-D-Glcp-(1-6)-b-D-Glcp-(1-4)-+ | L-gro-a-D-manHepp-(1-7)-+ | | | a-D-Galp-(1-2)-+ | | | | | b-Caryose-(1-7)-b-Caryose-(1-7)-b-Caryose-(1-3)-b-D-QuipNAc-(1-6)-a-D-Glcp-(1-6)-a-D-Glcp-(1-3)-L-gro-a-D-manHepp-(1-3)-L-gro-a-D-manHepp-(1-5)-Kdo Caryose = 4,8-cyclo-3,9-dideoxy-L-erythro-D-ido-nonose

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  Structure type: oligomer
  Trivial name: O-specific caryan with core oligosaccharide
  
   
  
  Burkholderia caryophylli NCPPB 2151
  CSDB ID 10024 (all data & tools)