CSDB: Search results

References to other databases: GTC:G77865AH, CCSD:34382, CBank-STR:2248
Structural formula & atomic coordinates
Sweet-II 3D model
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Acetolysis of the cell-wall mannan of Saccharomyces kluyveri under mild conditions, gave fragments with 1-6 mannose residues. The structures of mannopentaose and mannohexaose were determined to be [Formula; see text] respectively, by two-dimensional homonuclear Hartmann-Hahn spectroscopy and a sequential NMR assignment method that combines 1H-13C correlated spectroscopy, relayed coherence transfer spectroscopy, 1H-detected heteronuclear multiple-bond connectivity and methylation analysis. The H1 proton chemical shift of a neighboring α-1,2-linked mannose unit of the 3-O-substituted structure was shifted upfield by the addition of a mannose unit to the adjacent 3-O-substituted unit by an α-1,6 linkage. The characteristic H1--H2-correlated cross-peak of the α-1,3-linked mannose unit substituted by a β-1,2 linkage, β 1-->2Man α 1-->3, in the mannan of S. kluyveri, as also found by two-dimensional homonuclear Hartmann-Hahn spectroscopy in the mannan of Candida guilliermondii, a pathogenic yeast in man.

NCBI PubMed ID: 8223546
Journal NLM ID: 0107600
Publisher: Oxford, UK: Blackwell Science Ltd. on behalf of the Federation of European Biochemical Societies
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Sendai, Japan
Methods: gel filtration, 13C NMR, 1H NMR, enzymatic digestion, acetolysis, methylation analysis

The galactomannan (GM) produced extracellularly by Aspergillus fumigatus has been purified by a double sequential hydrazine-nitrous acid treatment of the ethanol precipitate of the culture filtrate. Nuclear magnetic resonance and gas-liquid chromatography-mass spectrometry analysis have been performed on intact GM, acid-hydrolyzed GM, and oligomers resulting from the acetolysis of the acid-hydrolyzed GM. Results show that A. fumigatus GM is composed of a linear mannan core with an α-(1-2)-linked mannotetraose repeating unit attached via α-(1-6) linkage. Side chains composed of an average of 4 to 5 β-(1-5)-galactofuranose units are linked to C-6 and C-3 positions of α-(1-2)-linked mannose units of the mannan. The immunoreactivity of GM and HCl- hydrolyzed GM was studied by use of human sera from aspergillosis patients and an antigalactofuran monoclonal antibody. The α-(1-2)(1-6)-mannan core is not antigenic. The immunogenic galactofuran is found amongst several exocellular glycoproteins. According to a direct enzyme-linked immunosorbent assay with GM as the detector antigen, only 26% of the serum samples from aspergilloma patients (all positive by immunodiffusion assays) give optical density values superior to a cutoff estimated as the mean ±3 standard deviations of values obtained with control sera.

immunogenicity, Galactomannan, Aspergillus fumigatus, aspergilloma

NCBI PubMed ID: 7960122
Journal NLM ID: 0246127
Publisher: American Society for Microbiology
Institutions: Unite de Mycologie, Institut Pasteur, Paris, France, Laboratoire de Chimie Biologie, Universite des Sciences et Technologies de Lille, d'Ascq Cedex, Angers, France, Laboratoire de Parasitologie-Mycologie, Centre Hospitalier Regional, Angers, France, Grupo de Carbohidratos, Instituto de Quimica Organica, Consejo Superior de Investigaciones Cientificas, Madrid, Spain
Methods: gel filtration, 13C NMR, 1H NMR, methylation, GLC-MS, ELISA, acid hydrolysis, amino acid analysis, electrophoresis, HPLC, immunoblotting, extraction, periodate oxidation, acetylation, hydrazinolysis, reduction, cell growth, phenol-sulfuric acid assay, ethanol precipitation, ultrasonication, phosphate determination

The native proteoheteroglycan (PHG) from mycelia of Neurospora crassa contains two kinds of carbohydrate chains differing structure. The oligosaccharides containing mannose and galactofuransoe are attached by O-glycosidic linkages to serine or threonine residues in the protein (J. Biochem. 96, 1005-1011, 1984). The second kind of carbohydrate chain is a polysaccharide containing mannose and galactofuranose as the main sugar components. The results of structural studies with methylation and NMR analyses on the native PHG and some of its specifically degraded products obtained on partial acid hydrolysis and acetolysis indicate that the polysaccharide moiety of the PHG has an (αl-6) linked mannan backbone with mainly (αl-2) linked side chains, each of which consists of 2 to 5 mannose units, and most of the mannosyl side chains bear β-galactofuranosyl residues linked to the 2 positions of the mannosyl nonreducing terminals. The galactofuranose residues are linked with each other by (β1-5) bonds.

amino acid, Galactomannan, proteoglycan, Neurospora crassa

NCBI PubMed ID: 6240491
Publication DOI: 10.1093/oxfordjournals.jbchem.a134917
Journal NLM ID: 0376600
Publisher: Japanese Biochemical Society
Institutions: Department of Agricultural Chemistry, Tohoku University, Sendai, Japan
Methods: gel filtration, 13C NMR, 1H NMR, methylation, GC, amino acid analysis, enzymatic digestion, extraction, optical rotation measurement, acetylation, acetolysis, reduction, phenol-sulfuric acid assay, Lowry method

The structure of the mannan of Candida albicans NIH A-207 strain (serotype A) was investigated by adopting mild acetolysis followed by enzymolysis with an Arthrobacter GJM-1 exo-alpha-mannosidase. The resultant oligosaccharides, from pentaose to octaose (where manp = D-mannopyranose), were identified as manp β (1-2)manp alpha (1-2)manp alpha (1-2)manp alpha (1-2)manp, manp β (1-2)manp β (1-2)manp alpha (1-2)manp alpha (1-2)- manp alpha (1-2)manp, manp β (1-2)manp β (1-2)manp β (1-2)manp alpha (1-2)manp alpha (1--2)manp alpha (1-2)manp and manp β (1-2)manp β (1-2)manp β (1-2)manp β (1-2)manp alpha (1-2)manp alpha (1-2)manp alpha (1-2)manp, respectively. Analyses of alpha-linked oligosaccharides obtained by acetolysis under conventional conditions gave the same oligosaccharides, from biose to heptaose, as those obtained from the mannans of C. albicans NIH B-792 (serotype B) and J-1012 (serotype A, formerly serotype C).

mannan, cell wall polysaccharide, Candida albicans, fungus, Manno-oligosaccharides, acetolysis, β-(1-2)-linkage

NCBI PubMed ID: 1368047
Publication DOI: 10.1016/0031-9422(92)80250-i
Journal NLM ID: 0151434
Publisher: Elsevier
Institutions: Second Department of Hygienic Chemistry, Tohoku College of Pharmacy, Sendai Aoba-ku, Miyagi, Japan, Department of Radiopharmacy, Tohoku College of Pharmacy, Sendai Aoba-ku, Miyagi, Japan
Methods: 1H NMR, FAB-MS, acid hydrolysis, enzymatic digestion, acetolysis, protein detection, phenol-sulfuric acid assay, hydrolysis, phosphate measurement, antibody precipitation