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Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota)
Organ / tissue: cell wall
Associated disease: infection due to Candida [ICD11: XN3CL

]

Publication DOI: 10.1070/RCR4750
Journal NLM ID: 0404506
Publisher: London: Chemical Society
Correspondence: Nifantiev NE <nen

ioc.ac.ru>
Institutions: N.D.Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

The cell wall of opportunistic pathogenic yeast fungi Candida and mould fungi Aspergillus is highly important for the pathogenesis of fungal infections, as it is the first to interact with the cells of the host organism, is responsible for pathogen adhesion and intra- and intercellular communications and bears important antigenic determinants. Fungal cell walls are composed mainly of polysaccharides. Methods that are currently used to study biological functions of cell wall polysaccharides require samples that are structurally characterized and have sufficient homogeneity and purity. However, the isolation of such samples from fungal cultures is often poorly feasible. Therefore, synthetic oligosaccharides of strictly specified structure corresponding to polysaccharide fragments of the cell wall of pathogenic fungi are indispensable tools for investigating the biological functions of such compounds. The review surveys studies devoted to the synthesis of oligosaccharides corresponding to fragments of major polysaccharide components of the fungal cell wall of Candida and Aspergillus: mannan, α- and β-(1→3)-glucans, chitin, galactosaminogalactan and galactomannan.

Structure type: structural motif or average structure
Location inside paper: p. 1076, fig. 4
Compound class: mannan
Contained glycoepitopes: IEDB_115576,IEDB_128161,IEDB_130701,IEDB_131173,IEDB_133966,IEDB_133967,IEDB_134618,IEDB_134620,IEDB_136104,IEDB_137485,IEDB_1394182,IEDB_140116,IEDB_141111,IEDB_141793,IEDB_141795,IEDB_141828,IEDB_141829,IEDB_141830,IEDB_141831,IEDB_141832,IEDB_141833,IEDB_141834,IEDB_142357,IEDB_143632,IEDB_144983,IEDB_144994,IEDB_144995,IEDB_152206,IEDB_153220,IEDB_153756,IEDB_153762,IEDB_153763,IEDB_1539315,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_164177,IEDB_164479,IEDB_164480,IEDB_174840,IEDB_2278480,IEDB_76933,IEDB_857732,IEDB_857735,IEDB_858578,IEDB_983930,SB_136,SB_191,SB_196,SB_197,SB_198,SB_44,SB_67,SB_72,SB_73

Comments, role: absolute configurations and ring sizes of mannose residues were assumed by CSDB annotator

Related record ID(s): 42924, 42925, 42927
NCBI Taxonomy refs (TaxIDs): 5475
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There are 2 chemically distinct structures. Please, select:

*OC[C@H]1O[C@H](OC[C@H]2O[C@H](OC[C@H]3O[C@H](OC[C@H]4O[C@H](OC[C@H]5O[C@H](OC[C@H]6O[C@H](OC[C@H]7O[C@H](OC[C@H]8O[C@H](OC[C@H]9O[C@H](*)[C@@H](O)[C@@H](O)[C@@H]9O)[C@@H](O)[C@@H](O)[C@@H]8O)[C@@H](O[C@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O[C@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O[C@@H]8O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]8O)[C@@H](O)[C@@H]7O)[C@@H](O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]7O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O[C@H]8O[C@H](CO[C@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]9O)[C@@H](O)[C@H](O[C@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]9O[C@H]9O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]9O)[C@@H]8O)[C@@H]7O)[C@@H](O)[C@@H]6O)[C@@H](O)[C@@H](O)[C@@H]5O)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]5O[C@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]6O[C@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]6O)[C@@H]5O)[C@@H](O)[C@@H]4O)[C@@H](O)[C@@H](O)[C@@H]3O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

SVG MW SMILES 3D mol Ionize