Structural study of cell wall phosphomannan of Candida albicans NIH B-792 (serotype B) strain, with special reference to 1H and 13C NMR analyses of acid-labile oligomannosyl residues

Arch Biochem Biophys. 1990 Apr;278(1):195-204. doi: 10.1016/0003-9861(90)90248-w.

Abstract

Chemical structures of manno-oligosaccharides, from biose to heptaose, released from the phosphomannan of Candida albicans NIH B-792 strain (serotype B) by mild acid hydrolysis were investigated. The results of 1H NMR, 13C NMR, and fast atom bombardment mass spectrometry analyses confirmed that these manno-oligosaccharides belong to a homologous beta-1,2-linked series. Although chemical shifts of 1H NMR patterns of these oligosaccharides were considerably too complicated to be assigned, their 13C NMR patterns were sufficiently simple to be interpreted, exhibiting a regular increase of downfield shift of ppm values of the C-1 atom from each mannopyranose residue in proportion to their molecular weights. In order to determine the whole chemical structure of the parent phosphomannan, the acid-stable domain was subjected to acetolysis and then enzymolysis with the Arthrobacter GJM-1 alpha-mannosidase and the resultant manno-oligosaccharides were investigated for their chemical structures by 1H NMR spectroscopy. The results of a precipitin-inhibition test using the beta-1,2-linked manno-oligosaccharides, from biose to hexaose, in comparison with the corresponding isomers containing alpha-1,2 linkage with small amounts of alpha-1,3 linkage, indicated that the haptens possessing the former linkage exhibited much higher inhibitory effects than the corresponding isomers containing the latter linkages did. Based on the present findings, a chemical structure of the phosphomannan of this C. albicans strain was proposed.

MeSH terms

  • Arthrobacter / enzymology
  • Candida albicans / analysis*
  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Carbon Isotopes
  • Cell Wall / analysis
  • Hydrogen
  • Hydrolysis
  • Magnetic Resonance Spectroscopy / methods
  • Mannans* / isolation & purification
  • Mannosidases
  • Mass Spectrometry
  • Methylation
  • Molecular Sequence Data
  • alpha-Mannosidase

Substances

  • Carbon Isotopes
  • Mannans
  • Hydrogen
  • phosphomannan
  • Mannosidases
  • alpha-Mannosidase