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Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota)
Organ / tissue: cell wall

The structure was elucidated in this paper
NCBI PubMed ID: 21254968
Publication DOI: 10.3109/13693786.2010.551425
Journal NLM ID: 9815835
Publisher: Oxford: Oxford University Press
Correspondence: Gow NA <n.gow

abdn.ac.uk>
Institutions: The Aberdeen Fungal Group, School of Medical Sciences, Institute of Medical Sciences, University of Aberdeen, Aberdeen, UK

The cell wall of the opportunistic human fungal pathogen, Candida albicans is a complex, layered network of rigid structural polysaccharides composed of β-glucans and chitin that is covered with a fibrillar matrix of highly glycosylated mannoproteins. Polymorphonuclear cells (PMNs, neutrophils) are the most prevalent circulating phagocytic leukocyte in peripheral blood and they are pivotal in the clearance of invading fungal cells from tissues. The importance of cell-wall mannans for the recognition and uptake of C. albicans by human PMNs was therefore investigated. N- and O-glycosylation-deficient mutants were attenuated in binding and phagocytosis by PMNs and this was associated with reduced killing of C. albicans yeast cells. No differences were found in the production of the respiratory burst enzyme myeloperoxidase (MPO) and the neutrophil chemokine IL-8 in PMNs exposed to control and glycosylation-deficient C. albicans strains. Thus, the significant decrease in killing of glycan-deficient C. albicans strains by PMNs is a consequence of a marked reduction in phagocytosis rather than changes in the release of inflammatory mediators by PMNs.

glycosylation, innate immunity, C. albicans, PMN

Structure type: fragment of a bigger structure
Location inside paper: p. 517
Aglycon: structure ID 43619; link: a1-6 to aDMan(1-3)bDMan fragment in aglycon
Compound class: N-glyca
Contained glycoepitopes: IEDB_130701,IEDB_136104,IEDB_140116,IEDB_141111,IEDB_141793,IEDB_141795,IEDB_141828,IEDB_141829,IEDB_141830,IEDB_141831,IEDB_141832,IEDB_141833,IEDB_141834,IEDB_143632,IEDB_144983,IEDB_152206,IEDB_153220,IEDB_153756,IEDB_153762,IEDB_153763,IEDB_164174,IEDB_164175,IEDB_164176,IEDB_164480,IEDB_174840,IEDB_76933,IEDB_857732,IEDB_857735,IEDB_983930,SB_136,SB_191,SB_196,SB_197,SB_198,SB_44,SB_67,SB_72

Methods: DNA techniques, flow cytometry analysis, FACS assay
Comments, role: This N-glycan fragment produced by the serotype B α-1,6-attached to N-mannan fragment (ID 43634). Phosphorylation position 4 was assumed by CSDB staff. This structure is the same as Candida albicans but without bDManp residues.

Related record ID(s): 43618, 43619, 43631, 43632, 43633, 43634, 43635
NCBI Taxonomy refs (TaxIDs): 5476
Reference(s) to other database(s): GTC:G38708XR
Show glycosyltransferases

SMILES errors: aDManp(1-3)aDManp(1-2)aDManp(1-6)/[aDManp(1-2)]aDManp(1-6)[aDManp(1-2)aDManp(1-2)aDManp(1-2)]aDManp(1-6)aDManp(1-6)[aDManp(1-3)aDManp(1-2)aDManp(1-2)]aDManp(1-6)[aDManp(1-2)aDManp(1-2)aDManp(1-2)]aDManp(1-6)aDManp(1-6)[aDManp(1-3)aDManp(1-2)aDManp(1-2)aDManp(1-2)aDManp(1-2)]aDManp(1-6)[aDManp(1-2)aDManp(1-2)aDManp(1-2)]aDManp(1-6)aDManp(1-6)[aDManp(1-2)aDManp(1-2)[P-4)]aDManp(1-2)]aDManp(1-6)/n=?/aDManp:
SMILES error: could not calculate brutto descriptors of a molecule from SMILES O=P(O)(O)O[C@@H]1[C@@H](CO)O[C@H](O[C@@H]2[C@@H](OC[C@H]3O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]3O)O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO[C@H]6O[C@H](CO[C@H]7O[C@H](CO[C@H]8O[C@H](CO[C@H]9O[C@H](CO[C@H]%10O[C@H](CO[C@H]%11O[C@H](CO[C@H]%12O[C@H](CO[C@H]%13O[C@H](CO[C@H]%14O[C@H](CO[C@H]%15O[C@H](CO[C@H]%16O[C@H](CO[C@H]%17O[C@H](CO[C@H]%18O[C@H](CO[C@H]%19O[C@H](CO[C@H]%20O[C@H](CO[C@H]%21O[C@H](CO[C@H]%22O[C@H](CO[C@H]%23O[C@H](CO[C@H]%24O[C@H](CO[C@H]%25O[C@H](CO[C@H]%26O[C@H](CO[C@H]%27O[C@H](CO[C@H]%28O[C@H](CO[C@H]%29O[C@H](CO[C@H]%30O[C@H](CO[C@H]%31O[C@H](CO[C@H]%32O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%32O[C@H]%32O[C@H](CO)[C@@H](O)[C@H](O[C@H]%33O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%33O)[C@@H]%32O)[C@@H](O)[C@H](O)[C@@H]%31O[C@H]%31O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%31O)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O)[C@@H](O)[C@H](O)[C@@H]%29O)[C@@H](O)[C@H](O)[C@@H]%28O[C@H]%28O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%28O[C@H]%28O[C@H](CO)[C@@H](O)[C@H](O[C@H]%29O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%29O)[C@@H]%28O)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O)[C@@H](O)[C@H](O)[C@@H]%26O)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O[C@H]%26O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%26O)[C@@H]%25O)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O)[C@@H](O)[C@H](O)[C@@H]%23O)[C@@H](O)[C@H](O)[C@@H]%22O[C@H]%22O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H]%22O[C@H]%22O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%22O[C@H]%22O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%22O)[C@@H](O)[C@H](O)[C@@H]%21O[C@H]%21O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%21O)[C@@H](O)[C@H](O)[C@@H]%20O[C@H]%20O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%20O[C@H]%20O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%20O[C@H]%20O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%20O)[C@@H](O)[C@H](O)[C@@H]%19O)[C@@H](O)[C@H](O)[C@@H]%18O[C@H]%18O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%18O[C@H]%18O[C@H](CO)[C@@H](O)[C@H](O[C@H]%19O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%19O)[C@@H]%18O)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O)[C@@H](O)[C@H](O)[C@@H]%16O)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O[C@H]%16O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%16O)[C@@H]%15O)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O)[C@@H](O)[C@H](O)[C@@H]%13O)[C@@H](O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%12O)[C@@H](O)[C@H](O)[C@@H]%11O[C@H]%11O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%11O)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O)[C@@H](O)[C@H](O)[C@@H]9O)[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]9O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]9O)[C@@H]8O)[C@@H](O)[C@H](O)[C@@H]7O[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]7O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]7O)[C@@H](O)[C@H](O)[C@@H]6O)[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]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]5O)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H]1O
Invalid SMILES O=P(O)(O)O[C@@H]1[C@@H](CO)O[C@H](O[C@@H]2[C@@H](OC[C@H]3O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]3O)O[C@H](CO[C@H]3O[C@H](CO[C@H]4O[C@H](CO[C@H]5O[C@H](CO[C@H]6O[C@H](CO[C@H]7O[C@H](CO[C@H]8O[C@H](CO[C@H]9O[C@H](CO[C@H]%10O[C@H](CO[C@H]%11O[C@H](CO[C@H]%12O[C@H](CO[C@H]%13O[C@H](CO[C@H]%14O[C@H](CO[C@H]%15O[C@H](CO[C@H]%16O[C@H](CO[C@H]%17O[C@H](CO[C@H]%18O[C@H](CO[C@H]%19O[C@H](CO[C@H] O[C@H](CO[C@H]%21O[C@H](CO[C@H]"O[C@H](CO[C@H]%23O[C@H](CO[C@H]%24O[C@H](CO[C@H]%25O[C@H](CO[C@H]%26O[C@H](CO[C@H]%27O[C@H](CO[C@H]%28O[C@H](CO[C@H]%29O[C@H](CO[C@H]%30O[C@H](CO[C@H]%31O[C@H](CO[C@H]%32O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%32O[C@H]%32O[C@H](CO)[C@@H](O)[C@H](O[C@H]%33O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%33O)[C@@H]%32O)[C@@H](O)[C@H](O)[C@@H]%31O[C@H]%31O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%31O)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O[C@H]%30O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%30O)[C@@H](O)[C@H](O)[C@@H]%29O)[C@@H](O)[C@H](O)[C@@H]%28O[C@H]%28O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%28O[C@H]%28O[C@H](CO)[C@@H](O)[C@H](O[C@H]%29O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%29O)[C@@H]%28O)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O[C@H]%27O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%27O)[C@@H](O)[C@H](O)[C@@H]%26O)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%25O[C@H]%25O[C@H](CO)[C@@H](O)[C@H](O[C@H]%26O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%26O)[C@@H]%25O)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O[C@H]%24O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%24O)[C@@H](O)[C@H](O)[C@@H]%23O)[C@@H](O)[C@H](O)[C@@H]"O[C@H]"O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H]"O[C@H]"O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]"O[C@H]"O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]"O)[C@@H](O)[C@H](O)[C@@H]%21O[C@H]%21O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%21O)[C@@H](O)[C@H](O)[C@@H] O[C@H] O[C@H](CO)[C@@H](O)[C@H](O)[C@@H] O[C@H] O[C@H](CO)[C@@H](O)[C@H](O)[C@@H] O[C@H] O[C@H](CO)[C@@H](O)[C@H](O)[C@@H] O)[C@@H](O)[C@H](O)[C@@H]%19O)[C@@H](O)[C@H](O)[C@@H]%18O[C@H]%18O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%18O[C@H]%18O[C@H](CO)[C@@H](O)[C@H](O[C@H]%19O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%19O)[C@@H]%18O)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O[C@H]%17O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%17O)[C@@H](O)[C@H](O)[C@@H]%16O)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%15O[C@H]%15O[C@H](CO)[C@@H](O)[C@H](O[C@H]%16O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%16O)[C@@H]%15O)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O[C@H]%14O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%14O)[C@@H](O)[C@H](O)[C@@H]%13O)[C@@H](O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%12O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%12O)[C@@H](O)[C@H](O)[C@@H]%11O[C@H]%11O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%11O)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O[C@H]%10O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]%10O)[C@@H](O)[C@H](O)[C@@H]9O)[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]9O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]9O)[C@@H]8O)[C@@H](O)[C@H](O)[C@@H]7O[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]7O[C@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]7O)[C@@H](O)[C@H](O)[C@@H]6O)[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]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]5O)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)[C@@H](O)[C@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H]1O